Synthesis of thiadiazoles and 1,2,4-triazoles derived from cyclopropane dicarboxylic acid.
New heterocyclic derivatives of cyclopropane dicarboxylic acid comprising thiadiazole and 1,2,4-triazole moieties are reported. Reaction of 1,1-cyclopropane dicarboxylic acid (1) with thiosemicarbazide and phosphorous oxychloride resulted in 1,1-bis (2-amino-1,3,4-thiadiazol-5- yl)cyclopropane (2). Cyclopropane dicarboxylic acid thiosemicarbazide (6) was converted into 1,1-bis(3-thio-4H-1,2,4-triazol-5-yl) cyclo- propane (7) by ring closure in an alkaline medium. The thiadiazole 2 and the triazole 7 were converted into a variety of derivatives.
Sharba
A Hussain K
AH
Department of Chemistry, College of Science, Al-Mustansirya University, Baghdad, Iraq. hussainirk@yahoo.com
Al-Bayati
Rida H
RH
Rezki
Nadjet
N
Aouad
Mohammed R
MR
D002264:Carboxylic Acids / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D003998:Dicarboxylic Acids; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
D002264:Carboxylic Acids; D003521:Cyclopropanes; D003998:Dicarboxylic Acids; D013830:Thiadiazoles; D014230:Triazoles; C419326:cyclopropane-1,1-dicarboxylic acid; C045575:1,2,4-triazole