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.

Communication | Regular issue | Vol 38, No. 2, 1994, pp.249-252
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6569
Novel Synthesis of Substituted Pyrimidines: A Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one

Nagatoshi Nishiwaki, Tomoko Matsunaga, Yasuo Tohda, and Masahiro Ariga*

*Department of Chemistry, Osaka Kyoiku University, 4-698-1 Asahigaoka, Kashiwara, Osaka 582-8582, Japan

Abstract

A novel ring transformation of 3-methyl-5-nitropyrimidin-4(3H)-one with ketones in the presence of ammonia was found to be an elegant method for synthesizing 5,6-disubstituted pyrimidines. Tetrahydroquinazoline was readily obtained in good yields when cyclohexanone was employed as a substrate. The present reaction was applicable to cyclopentanone, acetophenone and p-nitroacetophenone to give the corresponding pyrimidine derivatives.