76486-30-1Relevant articles and documents
Reactions of 3-Amino-2,1-benzothiazole and 3-Aminoindazole with Nitrosonium Hydrogen Sulfate and Nitric Acid in Concentrated Sulfuric Acid
Gorelik,Lomzakova,Khamidova,Kuznetsova
, p. 1682 - 1689 (2007/10/03)
Successive treatment of 3-amino-2,1-benzothiazole in concentrated sulfuric acid by nitrosonium hydrogen sulfate and nitric acid results in formation of 2,1-benzothiazole-3-diazonium ion which undergoes nitration to yield 7-nitro-2,1-benzothiazole-3-diazonium ion as the sole product. A similar reaction with 3-amino-1H-indazole yields preferentially 7-nitro- and 1-nitro-1H-indazole-3-diazonium ions, the 7-nitro isomer prevailing. Nitration of the nondiazotized amines under the same conditions affords mainly corresponding 5-nitro derivatives. The diazonium salts formed as the major and minor products were identified by 13C and 1H NMR spectroscopy and by diazo coupling products.