76164-70-0Relevant articles and documents
Reaction of 2-Aminobenzamide Analogs and 2-Aminothiophenol with Ethyl 3-Ethoxymethylene-2,4-dioxovalerate. Synthesis of Pyrroloquinazoline and Pyrrolobenzothiazoline Derivatives
Kurihara, Takushi,Tani, Tsutomu,Maeyama, Sigeru,Sakamoto, Yasuhiko
, p. 945 - 951 (2007/10/02)
The reaction of ethyl 3-ethoxymethylene-2,4-dioxovalerate (EMDV) (1) with 2-aminobenzamide (2), 2-aminobenzthioamide (3), 2-aminobenzmethylamide (4) and 3-amino-2-methyl- or phenylpyrazole-4-carboxamides (6 and 7) produced ethyl 3-aminomethylene-2,4-dioxovalerates (10, 15, 16, 18 and 19), which led to pyrroloquinazoline-1,5-diones (11, 22 and 23) and pyrrolopyrazolopyrimidine-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 pyrrolobenzothiazolin-1-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.