An Efficient and Convenient Synthesis of Certain 2-Thioxothiazole,2-oxo-1,2-dihydropridine, 2-Oxo-2<i>H</i>-pyran,2,4-diaminothiophene and Pyrazolo[5,1-c][1,2,4]triazine Derivatives Containing Antipyrine Moiety  

作　　者：Seif-Eldin Nasr Ayyad Fathy Muhammad Abdelaziz El-Taweel Abdel-Ghani Ali Elagamey Tahani Mahmoud El-Mashad 

机构地区：[1]Department of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia [2]Department of Chemistry, Faculty of Science, New Damietta Branch, Mansoura University, New Damietta, Egypt

出　　处：《International Journal of Organic Chemistry》2012年第2期135-142,共8页有机化学国际期刊（英文）

摘　　要：2-Thioxothiazole derivatives 5a-c were prepared by reacting a mixture of 1a-c, CS2/KOH and 4-(2-chloroacetyl)-1, 5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one(3). Reacting 2-cyano-N-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-2H- pyrazol-4-yl)-2-thioxothiazol-3(2H)-yl)acetamide (5c) with mercaptoacetic acid, arylidenemalononitriles 8 and (E)- 3-(dimethylamino)-1-(furan-2-yl)prop-2-en-1-one (12) give 4-oxo-4,5-dihydrothiazole 6, 2-oxo-1,2-dihydropyridine 10 and 2-oxo-2H-pyran 15 respectively. Heating a mixture of 5c, malononitrile and elemental sulfur yield 2,4-diaminothio- phene 19. Coupling of 5c with the diazotized aminopyrazole 20 and aryldiazonium salts 23 give pyrazolo[5,1-c][1,2,4] triazines 22 and arylhydrazones 25 respectively.2-Thioxothiazole derivatives 5a-c were prepared by reacting a mixture of 1a-c, CS2/KOH and 4-(2-chloroacetyl)-1, 5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one(3). Reacting 2-cyano-N-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-2H- pyrazol-4-yl)-2-thioxothiazol-3(2H)-yl)acetamide (5c) with mercaptoacetic acid, arylidenemalononitriles 8 and (E)- 3-(dimethylamino)-1-(furan-2-yl)prop-2-en-1-one (12) give 4-oxo-4,5-dihydrothiazole 6, 2-oxo-1,2-dihydropyridine 10 and 2-oxo-2H-pyran 15 respectively. Heating a mixture of 5c, malononitrile and elemental sulfur yield 2,4-diaminothio- phene 19. Coupling of 5c with the diazotized aminopyrazole 20 and aryldiazonium salts 23 give pyrazolo[5,1-c][1,2,4] triazines 22 and arylhydrazones 25 respectively.

关 键 词：Thioxothiazoles Pyridine THIOPHENE Pyrazolotriazines 

分 类 号：O6[理学—化学]