A general route to 5-aminotetrazoles

…, BV Rogovoy, KV Kovalenko

Index: Katritzky, Alan R.; Rogovoy, Boris V.; Kovalenko, Katherine V. Journal of Organic Chemistry, 2003 , vol. 68, # 12 p. 4941 - 4943

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Citation Number: 31

Abstract

Formations of 5-aminotetrazole rings using azide anion include the following: (i) addition of NaN 3 to carbodiimides 9c,10a or cyanamides; 11 and (ii) nucleophilic substitution by N 3 - of (a) chlorine in α-chloroformamidines, 12a which can be obtained from nitriles and alkyl halides, 12b - d (b) the sulfite anion in aminoiminomethanesulfonic acids, 12e and (c) sulfur from thioureas in the presence of mercury 12f or lead salts 9a (Scheme 1).