Abstract
Amidines are widely used in the synthesis of nitrogen-containing heterocycles [i]; however, their use for the preparation of tetrazoles is unknown. Only the conversion of arylamidines under the influence of nitrous acid to give the so-called dlhydroxytetrazotic acid has been described. The potassium salt of the latter is reduced by sodium amalgam to give a 5-substituted tetrazole in very low yield [2]. We have found that substituted amidines la-c react with sodium azide in acetic acid to give l-phenyltetrazoles (lla,b):
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