Rapid, microwave-assisted synthesis of N1-substituted 3-amino-1,2,4-triazoles
2009
Abstract A robust, regioselective synthesis of 3-amino-1,2,4-triazoles is described. This reaction employs a key intermediate 2 , which is coupled to carboxylic acids in good yields to afford intermediates 3a – d . These entities, in turn, react with a variety of hydrazines or hydrazine hydrochlorides to provide proposed intermediates 4a – j , which under microwave conditions cyclize to the desired 3-amino-1,2,4-triazoles (compounds 5a – j ). This approach permits the rapid synthesis of regioselective N1-substituted 3-amino-1,2,4-triazoles, and is shown to afford a variety of such compounds in 34–70% isolated yields.
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