REACTION OF ACETYLENEDICARBOXYLIC ACIDS ESTERS WITH 4,5-DIHYDRO-1H-PYRAZOLE-1-CARBOTHIOAMIDES AND 3,4,5,6-TETRAHYDRO-2H-1,2,4-TRIAZEPINE-3-THIONES

被引:14
作者
Danilkina, N. A. [1 ]
Mikhaylov, L. E.
Ivin, B. A. [2 ]
机构
[1] St Petersburg State Univ, St Petersburg 198504, Russia
[2] St Petersburg State Chem Pharmaceut Acad, St Petersburg 197022, Russia
关键词
4,5-dihydro-1H-pyrazole-1-carbothioamides; 2,4,5,6-tetrahydro-3H-1,2,4-triazepine-3-thiones; 1,3-thiazin-4-ones; 1,3-thiazol-4-ones; thiazolo[3,2-b][1,2,4]triazepin-3-ones; acetylenecarboxylic acids esters; C-H coupling constants; ADENOSINE-DEAMINASE; 1-N-SUBSTITUTED THIOCARBAMOYL-3-PHENYL-5-THIENYL-2-PYRAZOLINES; ANTIAMEBIC ACTIVITY; POTENT INHIBITOR; DERIVATIVES; COFORMYCIN; ANALOGS; PENTOSTATIN; NUCLEOSIDE;
D O I
10.1007/s10593-011-0850-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of dimethyl acetylenecarboxylate with 3,4,5,6-tetrahydro-2H-1,2,4-triazepine-3-thiones and 4,5-dihydro-1H-pyrazole-1-carbothioamides are convenient methods for the synthesis of 7,8-dihydrothiazolo[3,2-b][1,2,4]triazepin-3-ones derivatives and methyl esters of (2Z)-[2-(4,5-dihydro-1H-pyrazol-1-yl)-4-oxo-1,3-thiazol-5(4H)-ylidene]acetic acids, respectively. The reaction of methyl propynoates with 4,5-dihydro-1H-pyrazole-1-carbothioamides or with 5,5,7-trimethyl-2,4,5,6-tetrahydro-3H-1,2,4-triazepine-3-thione gives 2-(4,5-dihydro-1H-pyrazol-1-yl)-4H-1,3-thiazin-4-ones.
引用
收藏
页码:886 / 900
页数:15
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