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Benzoic acid, 4-amino-2-hydroxy-5-nitro- (9CI) synthesis

6synthesis methods
Benzoic acid, 4-(acetylamino)-2-hydroxy-5-nitro-

82378-91-4
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Benzoic acid, 4-amino-2-hydroxy-5-nitro- (9CI)

197584-93-3
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Yield:197584-93-3 82%

Reaction Conditions:

with hydrogenchloride in water; for 2 h;Reflux;

Steps:

25.3 4-amino-2-hydroxy-5-nitrobenzoic acid

A mixture of 4-acetamido-2-hydroxy-5-nitrobenzoic acid (5 g, 20.8 mmol, 1.00 equiv) and HCl (aq.) (110 mL, 6N) in a 500-mL round-bottom flask was allowed to react, with stifling, for 2 hrs while the temperature was maintained at reflux.
The mixture was cooled.
The solids were collected by filtration, yielding 3.4 g (82%) of 4-amino-2-hydroxy-5-nitrobenzoic acid as a brown solid.

References:

US2014/128392,2014,A1 Location in patent:Paragraph 0235; 0341; 0342