Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 36, No. 5, 1993, pp.961-969
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6152
Synthesis of Organofluorine Compounds Utilizing 3-[1-(3-Fluorophenylhydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one as a Precursor

Nagwa Rashed,* Hamida Abdel Hamid, and Mahmoud Shoukry

*Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt

Abstract

The reaction of D-erythro-2,3-hexodiulosono-1,4-lactone with 1,2-diaminobenzene followed by 3-fluorophenylhydrazine and the reaction of the product with dimethyl sulfate, sodium metaperiodate and acetic anhydride in pyridine have been investigated. The isopropylidenation of 3-[1-(3-fluorophenylhydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one under thermodynamic controlled conditions has been studied. Compounds 3-[1-(3-fluorophenylhydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one and its N-methyl derivative undergo dehydrative cyclisation in boiling acetic anhydride to the corresponding pyrazolylquinoxalinones.