Hydrochloric Acid → 2-Amino-4-nitro-5-methoxybenzoic Acid
Reaction equation
C([NH:4][C:5]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11]([O:17][CH3:18])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(=O)C.Cl>O>[NH2:4][C:5]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11]([O:17][CH3:18])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
7.5 g of 2-acetylamino-5-methoxy-4-nitrobenzoic acid (crude mixture from stage c) were heated to reflux in 50 ml of water and 20 ml of concentrated hydrochloric acid for 3 hours. The reaction mixture was concentrated in vacuo and purified by column chromatography (silica gel, dichloromethane/isopropanol=9/1). 3.1 g (50%) of the desired product were obtained.
Workup
- concentrationThe reaction mixture was concentrated in vacuo
- custompurified by column chromatography (silica gel, dichloromethane/isopropanol=9/1)
Sources & evidence
- ORD record
- ord-2d4c54c9a5874e04ad856f43071f09e9
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08247452B2
Reaction notes
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