Regular Issue

Vol. 24, No. 11, 1986

31 data found. 1 - 30 listed Next Last
Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3019 - 3022
Published online:
DOI: 10.3987/R-1986-11-3019
A Convenient Preparation of Sulfinic Acids by the Reaction of 2-Sulfonylpyridines and Their N-Oxides with Nucleophiles

Naomichi Furukawa,* Masayuki Tsuruoka, and Hisashi Fujihara

*Department of Chemistry, University of Tsukuba, 1-1-1 Ten-nodai, Tsukuba-shi, Ibaraki, 305-8571, Japan


Ipso-substitution reaction of 2-sulfonylpyridines and their N-oxides with alkoxide or thiolate anion afforded the sodium salts of sulfinic acids together with the corresponding substitution products in high yields. This procedure becomes a convenient and versatile method for preparation of various sulfinic acids.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3023 - 3026
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DOI: 10.3987/R-1986-11-3023
The Structural Study on 2-Aminodihydropyrimidine Derivatives

Yong Hae Kim* and Hyoung Rae Kim

*Department of Applied Chemistry, Korea Advanced Institute of Science and Technology, P.O.Box 150 Chong-Yang-ni, Seoul 131, Korea


The structures of dihydropyrimidines synthesized from mono- or dialkyl-guanidine with methyl acrylate were assigned as 1-alkyl-2-amino-(6b) or 1-alryl-2-alkylamino-5,6-dihydropyrirmidin-4-one(6d) by comparing 1H nmr, ir, and uv spectral data with those from 6b and 6d synthesized by the other route. The λmax values of the dihydropyrimidines showed significant differences from those of the hydrochlorides whose significant blue shifts are thought to be a good evidence and a tool for the conjugative system of the two double bonds in 2-aminodihydropyrimidines.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3027 - 3030
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DOI: 10.3987/R-1986-11-3027
Novel Ring Opening Reaction of 2-Aryl-1,2-benzisoselenazol-3(2H)-one with Thiols

Nobumasa Kamigata,* Mayumi Takata, Haruo Matsuyama, and Michio Kobayashi

*Department of Chemistry, Faculty of Science, Tokyo Metropolitan University, Hachioji, Tokyo 192-0397, Japan


Reaction of 2-aryl-1,2-benzisoselenazol-3(2H)-one (1) with alkane- and arenethiols in dichloromethane at room temperature gives ring opening adducts, 2-alkyl- and 2-arylthioselenobenzanilides, respectively, probably via nucleophilic reaction of carbonyl oxygen of compound 1 to thiol hydrogen to give 3-hydroxy-2-aryl-1,2-benzisoselenazolium ion and thiolate anion, and subsequent nucleophilic attack on selenium atom by the resulting thiolate anion to generate the final ring opening product.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3031 - 3037
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DOI: 10.3987/R-1986-11-3031
Isolation of Photo-Diels-Alder Mono-adducts of 4,6-Dimethyl-2-pyrone and Formation of Cross-adducts

Tetsuro Shimo, Hiroyuki Yoshimura, Hisako Uemura, Kenichi Somekawa,* and Otohiko Tsuge

*Department of Applied Chemistry, Faculty of Engineering, Kagoshima University, Korimoto, Kagoshima 890, Japan


The Diels-Alder mono-adducts between 4,6-dimethyl-2-pyrone and olefinic dienophiles could be isolated from the low temperature photochemical reactions. The adducts reacted with second olefins to afford cross-adducts with the concurrent decarboxylation. Irradiation of the cross-adducts to p-benzoquinone gave cage compounds.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3039 - 3042
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DOI: 10.3987/R-1986-11-3039
One Carbon Unit Transfer to Enamines through Oxazolidines and Tetrahydro-2H-1,3-oxazine

Harjit Singh,* Rakesh Sarin, and Kamaljit Singh

*Department of Chemistry, Guru Nanak Dev University, Amritsar -143 005, Punjab, India


Oxazolidines and tetrahydro-2H-1,3-oxazine undergo acid catalysed transfer of C2 carbon unit inbetween two nucleophilic carbons of stabilised enamines.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3043 - 3046
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DOI: 10.3987/R-1986-11-3043
A Convenient Method for the Synthesis of Diiodo Compounds. Facile Cleavage of Cyclic Ethers by Phenyl Dichlorophosphate and Sodium Indide

Hsing-Jang Liu,* Lisa M. Shewchuk, and Montse Llinas-Brunet

*Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada


Cyclic ethers were found to react readily with phenyl dichlorophosphate and sodium iodide to give diiodo compounds under mild reaction conditions.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3047 - 3052
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DOI: 10.3987/R-1986-11-3047
Organogerminium Compounds: First General Methods for Synthesis of Bioactive Trithiagermatranes with Novel Functional Groups

Norihiro Kakimoto,* Katsuyuki Sato, Masanao Matsui, Toyozo Takada, and Mitsuo Akiba

*Asai Germanium Research Institute, 1-6-4, Izumihon-cho, Komae-shi Tokyo 201, Japan


The first general methods for the synthesis of 1-substituted trithiagermatranes (3) have been developed using the reaction of tris-(2-mercaptoethyl)amine with trimethoxygermyl compounds (5), sesquioxides (6) and sesquisulfides(7). These newly prepared compounds were found to have the capacity to relieve pain, thus indicating them to have strong inhibitory activity toward a decomposition enzyme for enkephalin which is an opioid peptide in a living body.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3053 - 3058
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DOI: 10.3987/R-1986-11-3053
Cyclization of Dinitriles by Hydrogen Halides. 3. The influence of the Tautomerism

Pedro Victory* and Miquel Garriga

*Departmento de Química Orgánica, Instituto Químico de Sarriá, Universitat de Barcelona, 08028 Barcelona, Spain


In order to study the possible influence of the tautomerism in the direction of cyclization by hydrogen halides of the 6-cyanamino-5-cyano-3,4-dihydro-2-pyridones (3), the non-tautomeric N-methylcyanamino substituted derivatives 10 have been synthesized. The reaction of 10 with hydrogen halides leads regiospecifically to the 4-halogeno-2-imino-1-methyl-5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-ones 12, 13 and 14, showing the insufficient reactivity of the N-cyano group in front of the conjugated one. On the basis of the results of the cyclization of 10, an interpretation of the more complex cyclization of 3 is proposed.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3059 - 3064
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DOI: 10.3987/R-1986-11-3059
Preparation of 5-Ethoxycarbonyl- and 5-Cyano-5,6-dihydro-3,7-diphenyl-4H-diazepines and Their Halogenations

Kichinosuke Kamata and Otohiko Tsuge*

*Research Institute of Industrial Science, Faculty of Engineering, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan


5-Ethoxycarbonyl- and 5-cyano-5,6-dihydro-3,7-diphenyl-4H-1,2-diazepines were prepared and their halogenations were investigated under various conditions. The halogenation products were found to be strongly dependent upon the nature of 5-substituents as well as the reaction conditions.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3065 - 3069
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DOI: 10.3987/R-1986-11-3065
A Practical and Short Acess to 4-Hydroxy-3-indolecarbaldehyde and Its Application for the Synthesis of Pindolol Analog

Masanori Somei,* Etsuo Iwasa, and Fumio Yamada

*Faculty of Pharmaceutical Sciences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan


4-Hydroxy-3-indolecarbaldehyde (1) is produced simply by heating (3-formylindol-4-yl)thallium bis-trifluoroacetate with copper sulfate in N,N-dimethylformamide and water. Alkylation of 1 afforded predominantly 1-alkyl derivatives. Utilizing these results pindolol analog, 1-allyl-4-(3-t-butylamino-2-hydroxypropoxy)-3-indolecarbaldehyde was synthesized.

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Communication | Regular issue | Vol 24, No. 11, 1986, pp. 3071 - 3074
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DOI: 10.3987/R-1986-11-3071
Synthesis of Benzannelated Cycl[3.2.2]azine: Benzo[a]cycl[3.2.2]azine

Yoshinori Tominaga,* Yoshihide Shiroshita, Hiromi Gotou, and Yoshiro Matsuda

*Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan


Benzo[a]cycl[3.2.2]azine (3) was synthesized from 6-cyanobenzo[a]indolizine (4) and dimethyl acetylenedicarboxylate.

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Report | Regular issue | Vol 24, No. 11, 1986, pp. 3075 - 3078
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DOI: 10.3987/R-1986-11-3075
Synthesis of 5H-Dipyrido[1,2-a:3’,2’-e]pyrimidin-5-one and 5-H-Pyrido[3’,2’:5,6]pyrimido[1,2-a]quinazolin-5-ones

Ahmed Kamal,* Maddamsetty Venkateswara Rao, and Pralhard Balvantrao Sattur

*Regional Research Laboratory, Hyderabad 500 007, India


α-Amino-N-heteroarenes on cyclocondensation with 2-chloropyridine-3-carboxylic acid chloride afford the title compounds 4 and 7. Although compound 4 is obtained in one-pot while compound 7 is formed via its amide intermediate 6.

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Report | Regular issue | Vol 24, No. 11, 1986, pp. 3079 - 3085
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DOI: 10.3987/R-1986-11-3079
Synthesis and Activity of a Tetrahydrofolate Inhibitor of the Enzyme N10-Formyl-H4-folate-Met-tRNAfMet Transformylase

Ka-Kong Chan,* Perry Rosen, Anthony Specian, Jr., Herbert Weissbach, and Carlos Spears

*The Department of Chemistry Research, Hoffman-La Roghe Inc., Nutley, New Jersey 07110, U.S.A.


The N-formylmethionine-tRNAfMet is involved in the initiation of protein biosynthesis in procaryotic organisms and is farmed via the transfer of a formyl group from N10-formyltetrahydrofolic acid to the amino group of methionine in Met-tRNAfMet. Based on a proposed intermediate for this formylation step, a transition state analog was designed and synthesized and was shown in vitro to be an excellent inhibitor of the transformylase reaction.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3087 - 3095
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DOI: 10.3987/R-1986-11-3087
Dihydroisoxazolo[2,3-d][1,4]benzodiazepine Ring System: Stereochemistry and Conformation

Giuseppe Capozzi,* Rosaria Ottanà, Giovanni Romeo, and Nicola Uccella

*Dipartimento di Chimica Organica "Ugo Schiff", Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy


The configurational properties of dihydroisoxazolo[2,3-d][1,4]benzodiazepine derivatives, obtained by 1,3-dipolar cycloaddition between chlordiazepoxide and various substituted alkynes, have been determined by 1H nmr spectroscopy, largely by computer-simulation of lanthanide induced shifts (LIS). Cycloadducts exist in solution as a 3:2 mixture of two lnterconvertible diastereoisomers, which are the result of the heptaatomic ring mobility. The stereochemistry of examined derivatives has been found appropriate to determine the further rearrangement to pyrrole-fused quinoxalines, observed in this new tricyclic system.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3097 - 3104
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DOI: 10.3987/R-1986-11-3097
Carbene versus Dimer Formation from Diazo Derivatives: The Anomalous Behaviour of 2-Diazothiazolines

Josep Castells,* Francisco López Calahorra, and Fernando Geijo

*Departmento de Química Orgánica, Instituto Químico de Sarriá, Universitat de Barcelona, 08028 Barcelona, Spain


Different oxidation procedures of 2-thiazolinone hydrazones, the anomalous behaviour of the resulting 2-diazothiazolines and a quantum-theoretical interpretation based in MNDO calculations are reported.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3105 - 3114
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DOI: 10.3987/R-1986-11-3105
Synthesis and Pharmacological Activity of C(1)- and N(2)-Substituted β-Carboline Derivatives

Ralf Plate, Rutger J. F. Nivard, Harry C. J. Ottenheijm,* Julianna Kardos, amd Miklos Simotyi

*Department of Organic Chemistry, University of Nijmegen, Toernooiveld, 6525 ED Nijmegen, The Netherlands


A series of C(1) as well as N(2)-hetero-substituted β-carbolines has heen synthesized from indoles via N-hydroxytryptophan derivatives (Schemes I and II). Preliminary pharmacodynamical data are provided (Tabel I). Of the β-carbolines 4,5,14-16 prepared, the compounds 4,5 and 14 show appreciable in vitro affinity towards the benzodiazepine receptor.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3115 - 3128
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DOI: 10.3987/R-1986-11-3115
Attempted Intramolecular Polonovski Cyclisation of an Indole-linked Quinuclidine Derivative — A Novel Intramolecular Oxygen Transfer Reaction

Robert F. Chapman, Norman I. J. Phillips, and Robert S. Ward*

*Department of Chemistry, University College of Swansea, Singleton Park, Swansea SA2 8PP, U.K.


An attempted modified Polonovski reaction on the indole-linked quinuclidine 8 resulted information of the amide 10 by transfer of an oxygen atom from the quinuclidine N to the indole C-2 position.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3129 - 3141
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DOI: 10.3987/R-1986-11-3129
Mechanism of H/D Exchange in 5-(p-Nitrobenzyl)barbituric Acid

Misa V. Jovanovic* and Edward R. Biehl

*Department of Chemistry, Southern Methodist University, P.O. Box 750314, Dallas, TX 75275-0314, U.S.A.


Title compound 1 and related systems exist in DMSO solution as a tautomeric mixture of enol and keto forms which were easily identified by 13C nmr spectroscopy. Base-catalyzed H/D exchange of 1 occurs at both the C-5 and the methylene group. A mechanism to account for the novel H/D exchange at methylene position is proposed.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3143 - 3148
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DOI: 10.3987/R-1986-11-3143
Pyrazolo[1’,5’:1,6]pyrimido[4,5-d]pyridazin-7(8H)-one: A New Heterocyclic Ring System from Isoxazolopyridazinones

Vittorio Dal Piaz,* Giovanna Ciciani, and Stefano Chimichi

*Dipartimento di Scienze Farmaceutiche, Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy


Treatment of isoxazalo[3,4-d]pyridazin-7(6H)-ones (1a-d) with hydrazine afforded the pyrazole derivatives (3a-d) which were converted in high yields into the new pyrazolo[1’,5’:1,6]pyrimido[4,5-d]pyridazin-7(8H)-ones (4a-d) by ring-closure with acetic anhydride.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3149 - 3156
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DOI: 10.3987/R-1986-11-3149
Synthesis of 4-(4-Indolyl)-3-oxobutanoic Acid Derivatives from 5-Halo-4-oxo-4,5,6,7-tetrahydroindoles

Masakatsu Matsumoto* and Nobuko Watanabe

*Sagami Central Research Center, 4-4-1 Nishi-Ohnuma, Sagamihara, Kanagawa 229-0012, Japan


The reaction of 5-halo-4-oxo-4,5,6,7-tetrahydroindoles with dianion of acetoacetic acid esters or N,N-dimethylamide followed by dehydration and dehydrohalogenation gave 4-(4-indolyl)-3-oxobutanoic acid derivatives. 4-Acetonylindoles with benzoyl and p-toluenesulfonyl at γ-position of the side chain were also synthesized.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3157 - 3162
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DOI: 10.3987/R-1986-11-3157
A Facile Synthesis of 4-(Cyanomethyl)indoles and 4-(Ethoxycarbonylmethyl)indoles from 5-Halo-4-oxo-4,5,6,7-tetrahydroindoles

Masakatsu Matsumoto,* Nobuko Watanabe, and Yasuko Ishida

*Sagami Central Research Center, 4-4-1 Nishi-Ohnuma, Sagamihara, Kanagawa 229-0012, Japan


4-(Cyanomethyl)indoles and 4-(ethoxycarbonylmethyl)indoles were synthesized from 5-halo-4-oxo-4,5,6,7-tetrahydroindoles by means of Horner-Wittig reaction and successive dehydrohalogenation.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3163 - 3167
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DOI: 10.3987/R-1986-11-3163
Isoazadirolide, a New Tetranortriterpenoid from Azadirachta indica A. Juss (Meliaceae)

Salimuzzaman Siddiqui,* Bina Shaheen Siddiqui, Shaheen Faizi, and Tariq Mahmood

*H. E. J. Postgraduate Institute of Chemistry, University of Karachi, Karachi-75270, Pakistan


A new ring-C seco tetranortriterpenoid γ-hydroxybutenolide named as isoazadirolide, has been isolated from the acidic fraction of the fresh, undried, winter leaves of Azadirachta indica A.Juss (neem), along with a coumarin identified as scopoletin. The structures of these compounds have been established through chemical and spectral studies. It is the first instance of isolation of a coumarin from any of the various parts of neem tree.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3169 - 3180
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DOI: 10.3987/R-1986-11-3169
Carbon-13 NMR Studies on Some Quinoxaline Amino Esters and Their N-Oxides

Salim S. Sabri,* Mustafa M. El-Abadelah, Hasan I. Tashtoush, and Helmut Duddeck

*Chemistry Department, Faculty of Science, University of Jordan, Amman 11942, Jordan


Carbon-13 chemical shift assignments are reported for a series of N-(2-quinoxaloyl)-α-amino esters, their mono- and di-N-oxides as well as their C-3 methyl analogues. The influences of substituents at C-2 and/or C-3 on the N-oxidation shifts are discussed in terms of mesomeric states and intramolecular hydrogen bridging.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3181 - 3186
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DOI: 10.3987/R-1986-11-3181
Synthesis of 2H-Pyrazolo[3,4-c]quinoline Derivatives by One Pot Rearrangement of Phenylhydrazones of 3-Acylindoles

Giuseppe Cusmano,* Gabriella Macaluso, Nicolò Vivona, and Michele Ruccia

*Instituto de Chimica Organica, Facolta de Scienze, Università digli Studi di Palermo, 20 via Archirafi, 90123 Palermo, Italy


The phenylhydrazones 4a-g of 3-acylindoles led to the 2-phenyl-2H-pyrazolo[3,4-c]quinoline derivatives 9a-e and 10a-b. The reaction mechanism proposed involves an acid catalyzed 6Π heteroelectrocyclic reaction and a ring opening to the pyrazole derivatives 8 followed by a spontaneous ring closure of the latter compounds.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3187 - 3193
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DOI: 10.3987/R-1986-11-3187
Hofmann Degradation of 2,3-Dihydro-9-phenyl-1H,9H-pyrazolo[1,2-a]indazole Derivatives

Yasuo Fujimura* and Masatomo Hamana

*Central Research Laboratories, Chugai Pharmaceutical Company, Ltd., Takada 3-41-8, Toshima-ku, Tokyo 171, Japan


Treatment of 2,3-dihydro-9-phenyl-1H,9H-pyrazolo[1,2-a]indazoles (2)with alkyl iodides followed by heating with potassium hydroxide solution gave 1-alkyl-6-phenyl-1,2,3,4-tetrahydro-1,5-benzodiazocines (A) and 2-(3-alkylaminopropylamino)benzophenones (B) through the 4-alkyl and the 10-alkyl quaternary salts of 2, respectively.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3195 - 3198
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DOI: 10.3987/R-1986-11-3195
Synthesis of Substituted 4,5-Dihydro-4-oxo-2-[(2-trans-phenylcyclopropyl)amino]-3-furancarboxylic Acids and Ethyl Esters

Vassil St. Georgiev,* Robert A. Mack, and C. Richard Kinsolving

*Department of Organic Chemistry, Pharmaceutical Division, Pennwalt Corporation, Rochester, New York 14623, U.S.A.


The synthesis and biological activity of a series of novel 4,5-dihydro-4-oxo-2-[(2-trans-phenylcyclopropyl)amino]-3-furancarboxylic acids and their ethyl esters, is described. When tested in broth and agar dilution tests, some of the title compounds exerted in vitro antimicrobial activity against a number of gram-positive and gram-negative bacteria, as well as in vitro antifungal activity against dermatophyte and yeast fungi.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3199 - 3201
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DOI: 10.3987/R-1986-11-3199
Synthesis of 4-Substituted 3-Pyridyl Ketones

Daniel L. Comins* and Eric D. Stroud

*Department of Chemistry abd Biochemistry, Utah State University, Logan, Utah 84332-0300, U.S.A.


In the presence of a catalytic amount of cuprous iodide, the addition of Grignard reagents to the 1-phenoxycarbonyl salts of 3-acylpyridines gives 3-acyl-4-alkyl-1-phenoxycarbonyl-1,4-dihydropyridines. The crude dihydropyridines were aromatized with hot sulfur to give 4-substituted 3-pyridyl ketones.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3203 - 3211
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DOI: 10.3987/R-1986-11-3203
Preparation of 6-(3,5-Dimethylisoxazol-4-yl)-6-oxohexanoic Acids via 3,5-Dimethylisoxazol-4-ylmagnesium Iodide or 3,5-Dimethylisoxazol-4-yllithium

Teresa Antequera, Vincente Ramos, and Tomas Torroba*

*Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Extremadura, Avenida de Elvas s/n, 06071-Badajoz, Spain


3,5-Dimethylisoxazol-4-ylmagnesium iodide 1 or 3,5-dimethylisoxazol-4-yllithium 3 react with cyclohexanones 2a-c to give 4-(methylcyclohexen-1-yl)-3,5-dimethylisoxazoles 4a-c which in turn gave the title acids by oxidation.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3213 - 3221
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DOI: 10.3987/R-1986-11-3213
Reinvestigation of a Cyclization Reaction of 2-Hydrazino-3-(1H-pyrrol-1-yl)pyridine

Norton P. Peet* and Shyam Suder

*Indianapolis Center, Merrell Dow Research Institute, 9550 Zionsville Road, Indianapolis, Indiana 46268-0470, U.S.A.


The reaction of 2-hydrazino-3-(1H-pyrrol-1-yl)pyridine (3) with acetylacetone affords 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1H-pyrrol-1-yl)pyridine (7) rather than 3,5-dimethyl-10-(1H-pyrrol-1-yl)pyrido[2,1-c][1,2,4]triazepine (5), as previously reported.

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Paper | Regular issue | Vol 24, No. 11, 1986, pp. 3223 - 3228
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DOI: 10.3987/R-1986-11-3223
Polycyclic N-Hetero Compounds. XXVIII. Synthesis and Antidepressive Evalution of 4-Substituted 9-Chloro-6,7-dihydro-5H-pyrimido[5,4-d][1]benzazepine

Takashi Hirota,* Masami Fukumoto, and Kenji Sasaki

*Okayama UniversityFaculty of Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan


4-Substituted 9-chloro-6,7-dihydro-5H-pyrimido[5,4-d][1]benzazepines (IIIa-j) were synthesized by the reaction of 4,9-dichloro-6,7-dihydro-5H-pyrimido[5,4-d][1]benzazepine (I) with amines (IIa-j) and their antidepressive activities were investigated.

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31 data found. 1 - 30 listed Next Last