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ChemicalBook CAS DataBase List 2-Amino-6-nitrobenzothiazole

2-Amino-6-nitrobenzothiazole synthesis

11synthesis methods
-

Yield:6285-57-0 80%

Reaction Conditions:

with sulfuric acid;nitric acid at 5 - 20; for 3 h;

Steps:


6-Nitrobenzothiazol-2-amine (2). 2-Aminobenzothiazole, 0.157 mol, was dissolved in 36 mL of sulfuric acid under cooling (< 5°C) and vigorous stirring, after which 19 mL of nitric acid was added dropwise so that the temperature of the reaction mixture was maintained at 20°C. After 3-h stirring, the reaction mixture poured onto ice while being stirred continuously, and aqueous ammonia was added until the solid product turned slightly orange. It was filtered off, washed with excess water, dried, and recrystallized from ethanol. Yield 80%, mp 150-152°C. IR spectrum, ν, cm-1: 3385, 3311 (NH2), 1525, 1342 (NO2), 1284 (C-N), 744 (C-S). Found, %:C 43.22; H 2.33; N 21.09; S 16.76. C7H5N3O2S. Calculated, %: C 43.07; H 2.58; N 21.53; S 16.43.

References:

Abbas, S. K.;Abbas, Z. F.;Hanoon, H. D.;Hussein, K. A.;Radhi, S. M. [Russian Journal of Organic Chemistry,2020,vol. 56,# 2,p. 327 - 331][Zh. Org. Khim.,2020,# 2]

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