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41994-92-7

5-METHOXY-2-NITROBENZAMIDE synthesis

2synthesis methods
-

Yield:41994-92-7 80%

Reaction Conditions:

Stage #1: 5-methoxy-2-nitro-benzoic acidwith dichlorosulfoxide in N,N-dimethyl-formamide; for 1 h;Reflux;
Stage #2: with ammonia in lithium hydroxide monohydrate;N,N-dimethyl-formamide at 0;

Steps:

101.1

A 100 mL round bottom flask was charged with 5-methoxy-2- nitrobenzoic acid (1.5 g, 7.61 mmol), DMF (1 mL) and SOCl2 (15 mL). The resulting mixture was heated at reflux for 1 h then concentrated in vacuo. The residue was re-dissolved in DMF (3 mL) and the solution was added dropwise to aqueous ammonia (25%, 15 mL) at 0 °C with vigorous stirring. Work-up: the resulting solid was collected by filtration, washed with H20 (20 mL) and dried, to give 1.2 g (80%) of the product as white solid

References:

WO2011/112731,2011,A2 Location in patent:Page/Page column 143

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