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Paper | Regular issue | Vol 24, No. 12, 1986, pp.3477-3482
Published online, 1st January, 1970
DOI: 10.3987/R-1986-12-3477
The Reaction of N-Substituted Dihydropyrimidines with Ketenes

Choji Kashima,* Masao Shimizu, Akira Katoh, and Yoshimori Omote

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


1,4-Dihydro-4,4,6-trimethyl-1-phenylpyrimidine (1) was treated with ketenes prepared from acid chlorides and triethylamine in situ to afford N-acylated ring opened products 2. However, 1 was treated with diphenylketene generated from diphenylacetyl chloride and triethylamine to give the azetidin-2-one derivatives (4).