T. Kurihara, T. Tani, S. Maeyama
Jul 1, 1980
Citations
0
Influential Citations
8
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The reaction of ethyl 3-ethoymethylene-2,4-dioxovalerate (EMDV) (1) with 2-aminobenzamide (2), 2-aminobenzthioamide (3), 2-aminobenzmethylamide (4) and 3-amino-2-methyl- or phenylpyrazole-4-carbox-amides (6 and 7) produced ethyl 3-aminomethylene-2,4-dioxovalerates (10, 15, 16, 18 and 19), which led to pyrrolo[1,2-a]quinazoline-1,5-diones (11, 22 and 23) and pyrrolo[1,2-a]pyrazolo[4,3-e]pyrimidine-1,5-diones (24 and 25) under the acidic condition, respectively. Analogously, 2-aminothiophenol reacted with 1 to give 21, which was subsequently derived to pyrrolo[1,2-a]benzothiazolin-l-one (26) under the neutral condition. Furthermore, we prepared the heterocyclic steroidal molecules (41, 43, 45, 47, 49 and 51) by condensation of 11 and 26 with hydrazine, methylhydrazine and phenylhydrazine.