4-Nitrobenzoic Acid → 4-Nitrobenzanilide

HRID 2420158Notes

Reaction equation

HRID 2420158 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:10])=[CH:11][CH:12]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 61084-Nitrobenzoic AcidHCID 6115Aniline

Product 1

HCID 770034-Nitrobenzanilide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 167 parts of p-nitrobenzoic acid and 93 parts of aniline is heated at 210° C. with the water formed during the reaction being distilled off. After heating for 3 hours, 18 parts of water have been collected, which shows that the reaction is ended. 242 parts of N-(4'-nitrobenzoyl)-aniline melting at 215° C. are obtained according to the instructions in the literature, i.e. a yield of 99% by weight. The infra-red spectrum confirms the formula of the product:

Workup

  1. customformed during the reaction
  2. distillationbeing distilled off
  3. temperatureAfter heating for 3 hours
  4. custom18 parts of water have been collected

Sources & evidence

ORD record
ord-695dda8c1eb94ea7b4d748c5661e9e13
Source dataset
uspto-grants-1978_08
Patent number
US04109093

Reaction notes

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