Synthesis of Thiadiazoles and 1,2,4-Triazoles Derived from Cyclopropane Dicarboxylic Acid

doi:10.3390/10091153

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Molecules 2005, 10(9), 1153-1160; doi:10.3390/10091153

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Synthesis of Thiadiazoles and 1,2,4-Triazoles Derived from Cyclopropane Dicarboxylic Acid

A. Sharba* , R. Al-Bayati, N. Rezki and M. Aouad

Department of Chemistry, College of Science, Al-Mustansirya University, Baghdad, Iraq

* Author to whom correspondence should be addressed.

Received: 29 June 2005; in revised form: 29 August 2005 / Accepted: 30 August 2005 / Published: 30 September 2005

(This article belongs to the Special Issue Selected Papers from the “2nd International Conference on Natural Products and Physiologically Active Substances” (ICNPAS-2004) and the 3rd EuroAsian Heterocyclic Meeting “Heterocycles in Organic and Combinatorial Chemistry”)

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Abstract: 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.

Keywords: Bis-thiadiazolylcyclopropane; bis–triazolylcyclopropane; azomethines; Mannich bases.

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MDPI and ACS Style

Sharba, A.; Al-Bayati, R.; Rezki, N.; Aouad, M. Synthesis of Thiadiazoles and 1,2,4-Triazoles Derived from Cyclopropane Dicarboxylic Acid. Molecules 2005, 10, 1153-1160.

AMA Style

Sharba A, Al-Bayati R, Rezki N, Aouad M. Synthesis of Thiadiazoles and 1,2,4-Triazoles Derived from Cyclopropane Dicarboxylic Acid. Molecules. 2005; 10(9):1153-1160.

Chicago/Turabian Style

Sharba, A.; Al-Bayati, R.; Rezki, N.; Aouad, M. 2005. "Synthesis of Thiadiazoles and 1,2,4-Triazoles Derived from Cyclopropane Dicarboxylic Acid." Molecules 10, no. 9: 1153-1160.

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