4,4,6-Trisubstituted-1,2,3,4,-tetrahydropyrimidin-2-thione derivatives were smoothly synthesized by the reaction of thiourea with α,β-unsaturated ketones in good yields under the mild conditions. The 2-thiotetrahydropyrimidines were S-methylated by methyl iodide in tetrahydrofuran to the corresponding 2-methylthio-3,4-dihydropyrimidine hydroiodides which were easily freed by alkyl amines. In order to compare the structure of the compound which was postulated to be 3,4,4,6-tetramethyl-2-amino-3,4-dihydropyrimidine, synthesized from methylguanidine and mesityl oxide, 4,4,6-trimethyl-2-methylthio-3,4-dihydropyrimidine hydroiodide was reacted with methylamine in pyridine. 2-Methylthio group was smoothly substituted by methylamine to 4,4,6-trimethyl-2-methylamino-3,4-dihydropyrimidine hydroiodide, which was identical with hydroiodide salt of the compound postulated previously to be 3,4,4,6-tetramethyl-2-amino 3,4-dihydropyrimidine. The biological activities of the compounds synthesized are being tested.
티오요소와 여러가지 α,β-불포화 케톤을 온화한 반응조건에서 반응시켜 1,2,3,4-테트라히드로피리미딘-2-티온 유도체들을 좋은 수율로 얻었다.
테트라히드로피리미딘-2-티온 유도체들은 테트라히드로퓨탄을 용매로 요오드화 메탄에 의한 메틸화 반응의 결과로 대응하는 2-메틸티오-3,4-디히드로피리미딘 요오드화 수소 유도체를 얻었다.
메틸 구아니딘과 메시틸 옥사이드의 반응에 의해 얻어진, 3,4,4,6-테트라메틸-2-아미노-3,4-디히드로피리미딘이라고 생각되어지는 화합물의 올바른 구조를 결정하기 위해 4,4,6-트리메틸-2-메틸티오-3,4-디히드로피리미딘 요오드화 수소를 피리딘을 용매로 메틸아민과 반응시켰다. 2-메틸티올기는 메틸아민에 의해 서서히 치환되어 4,4,6-트리메틸-2-메틸아미노-3,4-디히드로피리미딘 요오드화 수소가 합성되었는데, 이거은 구아니딘과 메시틸옥사이드의 반응에서 3,4,4,6-테트라메틸-2-아미노-3,4-디히드로피리미딘으로 생각했던 화합물과 일치했다.
합성된 화합물의 생물학적 활성은 현재 시험중이다.
