Sulfuric Acid → 2-Amino-5-nitrobenzamide

Reaction equation

[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].S(=O)(=O)(O)[OH:14]>>[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]([NH2:5])=[O:14]

Participants

Reactant 2

HCID 1118Sulfuric Acid

HCID 285322-Amino-5-nitrobenzonitrile

Product 1

HCID 976652-Amino-5-nitrobenzamide

Conditions

Temperature: 130 °C

Procedure

A mixture of 2-amino-5-nitrobenzonitrile (25.4 g) and sulfuric acid (70 mL) was stirred at 130° C. for 40 min. The reaction mixture was added slowly to ice water, and the precipitate was collected by filtration, washed with water, ethanol and diethyl ether to give 2-amino-5-nitrobenzamide (24.6 g).

Workup

filtrationthe precipitate was collected by filtration
washwashed with water, ethanol and diethyl ether

Sources & evidence

ORD record: ord-81a291086d23419792bc4437853ea22c
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07915267B2

Reaction notes

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