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Paper | Regular issue | Vol 34, No. 7, 1992, pp.1399-1413
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6037
An Experimental and Theoretical Study on 4-Amino-1,2,3-triazolo-1,2,6-thiadiazine 2,2-Dioxide Tautomers and Their N-Amino and N-Methyl Derivatives

Angela Herrero, M. Luisa Jimeno, Carmen Ochoa,* José L. G. de Paz, Concepción Foces-Foces, Félix H. Cano, and Martín Martínez-Ripoll

*Instituto de Química Médica, C. S. I. C., Juan de la Cierva, 3. 28006 Madrid, Spain

Abstract

The synthesis of 4,5-diaminotriazolothiadiazine dioxide (4c) is described. The carbon-13 and nitrogen-15 chemical shifts of 4-amino-1,2,3-triazolo-1,2,6-thiadiazine 2,2-dioxide (1), its 1,6-dimethyl derivative (3b) and 4c are reported. Compound (4c) has been studied by X-ray crystallography. The experimental preference for the 1H, 6H-tautomer, 1,6-dimethyl and 5-amino isomers is discussed.