Benzamide → 4'-Nitrobenzanilide

HRID 369491

Reaction equation

HRID 369491 reaction equation
[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([O-:12])=[O:11]>>[N+:10]([C:13]1[CH:18]=[CH:17][C:16]([NH:9][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:15][CH:14]=1)([O-:12])=[O:11]

Participants

3

Reactant 2

HCID 2331BenzamideHCID 7416Nitrobenzene

Product 1

HCID 769304'-Nitrobenzanilide

Procedure

According to the recently released paper in line with the direct manufacture of amide compound formed by the NASH reaction, it is reported that benzamide is reacted with nitrobenzene in the presence of TMA(OH) to isolate N-(4-nitrophenyl)benzamide, a relatively stable intermediate, and then methanol and ammonia are added to the mixture and reacted under a pressure reactor to prepare 4-nitroaniline as a final product, while regenerating benzamide (J. Org. Chem., 1993, 58(24), 6883-8; WO No. 93/24447).

Workup

  1. customformed by the NASH reaction, it

Sources & evidence

ORD record
ord-c2591c8af2394bc5a21b9b9ce58b6387
Source dataset
uspto-grants-2000_10
Patent number
US06137010

Linked notes

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