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:

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

Report | Regular issue | Vol 23, No. 6, 1985, pp.1483-1491
Published online, 1st January, 1970
DOI: 10.3987/R-1985-06-1483
Synthesis of Phenolic Metanolites of an Antifugal Imidazole Derivatives (Cloconazole Hydrochloride)

Kimio Takahashi, Sumio Shimizu, and Masaru Ogata*

*Shionogi Research Laboratories, Shionogi & Co. Ltd., Fukushima-ku, Osaka 553-0002, Japan


Syntheses of phenolic metabolites of antifungal vinylimidazole derivative 6·HCl (Cloconazole hydrochloride) are described. Phenolic compound 8 was prepared from 2 using selective mono THP protection, followed by imidazolation and deprotection. 10 was synthesized from 12 and spontaneously decomposed to 4 and 19 in acidic methanol. Synthesis of 11 started from 20 via nucleophilic aromatic substitution to introduce an oxygen function at the m-position of the chlorine substituent.