Nitric Acid → 3-Acetylamino-6-bromo-2-nitro-benzoic acid

HRID 887746

Reaction equation

HRID 887746 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([Br:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:3])[CH3:2].[N+:15]([O-])([OH:17])=[O:16]>O>[C:1]([NH:4][C:5]1[C:13]([N+:15]([O-:17])=[O:16])=[C:9]([C:8]([Br:14])=[CH:7][CH:6]=1)[C:10]([OH:12])=[O:11])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 27341595-Acetamido-2-bromobenzoic acid

Product 1

HCID 114039033-Acetylamino-6-bromo-2-nitro-benzoic acidYield 37%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-(Acetylamino)-2-bromobenzoic acid (5.00 g, 19.4 mmol) was gradually added to fuming nitric acid (10 mL) at 0° C., and the mixture was stirred at room temperature for 4 hr. Water was added to the reaction solution, and the precipitated crystals were collected by filtration to give the title compound (2.19 g, yield 37%).

Workup

  1. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-b5474ff32d0c4ffd806e4e3938920c71
Source dataset
uspto-grants-2012_08
Patent number
US08247429B2

Linked notes

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