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Synthesis and characterization of carbamates derivatives from 4-amino-1,2,4-triazole

By: Choudhary, Sunil Kumar.
Contributor(s): Trivedi, Monika.
Publisher: New Delhi CSIR 2022Edition: Vol.61(10), Oct.Description: 1113-1119p.Subject(s): GENERAL CHEMISTRYOnline resources: Click here In: Indian journal of chemistry (Section B)Summary: Carbamate derivatives are proved to be an essential class of molecules because of their application as drugs and prodrugs. Their several derivatives also have been used to craft the drug-target interfaces by incorporating the carbamate moiety. Due to the huge demand in pharma-industries these have been extensively explored and synthesized. The synthesis and characterization of carbamate derivatives from 4-amino-1,2,4-triazoles and 3-(methylthio)-4-amino-1,2,4-triazoles are described. Carbamate derivatives of 4-amino-1,2,4-triazoles with phenyl chloroformate in CH3CN using K2CO3 at ca. ~80°C have been synthesized with good to excellent yield (~81 to 97%). The methodology has been subsequently extended for synthesis of carbamate derivatives of 3-(methylthio)-4-amino-1,2,4-triazoles in which bicarbamate derivatives are formed as major products (~39 to 47%) along with mono carbamate derivatives as minor products (~9 to 22%) in the presence of similar solvent and base. On investigating the effect of solvent and base, the reaction in CH3CN in presence of K2CO3 shows the best results.
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Carbamate derivatives are proved to be an essential class of molecules because of their application as drugs and prodrugs. Their several derivatives also have been used to craft the drug-target interfaces by incorporating the carbamate moiety. Due to the huge demand in pharma-industries these have been extensively explored and synthesized. The synthesis and characterization of carbamate derivatives from 4-amino-1,2,4-triazoles and 3-(methylthio)-4-amino-1,2,4-triazoles are described. Carbamate derivatives of 4-amino-1,2,4-triazoles with phenyl chloroformate in CH3CN using K2CO3 at ca. ~80°C have been synthesized with good to excellent yield (~81 to 97%). The methodology has been subsequently extended for synthesis of carbamate derivatives of 3-(methylthio)-4-amino-1,2,4-triazoles in which bicarbamate derivatives are formed as major products (~39 to 47%) along with mono carbamate derivatives as minor products (~9 to 22%) in the presence of similar solvent and base. On investigating the effect of solvent and base, the reaction in CH3CN in presence of K2CO3 shows the best results.

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