3-Nitrobenzoic acid → N-[3-(methylsulfanyl)phenyl]-3-nitrobenzamide

HRID 2442

Reaction equation

HRID 2442 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[N+:10]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16](O)=[O:17])([O-:12])=[O:11]>>[N+:10]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16]([NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([S:2][CH3:1])[CH:4]=1)=[O:17])([O-:12])=[O:11]

Participants

3

Reactant 2

HCID 84973-Nitrobenzoic acidHCID 15693Benzenamine, 3-(methylthio)-

Product 1

HCID 895917N-[3-(methylsulfanyl)phenyl]-3-nitrobenzamideYield 94.6%

Procedure

Using 3-methylthioaniline (2.1 ml, 16.5 mmol) and 3-nitrobenzoic acid (2.64 g, 15.0 mmol), the procedure of Reference Example 16 was repeated to obtain 4.09 g (94.6%) of the title compound in the form of light yellow needle crystals.

Sources & evidence

ORD record
ord-c16cf1c3e2df4892b6f3150e9b21bcaf
Source dataset
uspto-grants-1998_03
Patent number
US05728835

Linked notes

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