4-Nitrobenzoic Acid → N-[3-(methylsulfanyl)phenyl]-4-nitrobenzamide

HRID 2427

Reaction equation

HRID 2427 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:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=1)([O-:12])=[O:11]>>[N+:10]([C:13]1[CH:14]=[CH:15][C:16]([C:17]([NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:3]([S:2][CH3:1])[CH:4]=2)=[O:18])=[CH:20][CH:21]=1)([O-:12])=[O:11]

Participants

3

Reactant 2

HCID 61084-Nitrobenzoic AcidHCID 15693Benzenamine, 3-(methylthio)-

Product 1

HCID 873432N-[3-(methylsulfanyl)phenyl]-4-nitrobenzamideYield 85.3%

Procedure

Using 3-methylthioaniline (1.40 ml, 11.0 mmol) and 4-nitrobenzoic acid (1.67 g, 10.0 mmol), the procedure of Reference Example 16 was repeated to obtain 2.46 g (85.2%) of the title compound in the form of yellow powder.

Sources & evidence

ORD record
ord-bac4f35022814f6eaa0f9cad74b4ef8c
Source dataset
uspto-grants-1998_03
Patent number
US05728835

Linked notes

Loading…