4-Bromoaniline → HCID 21500123, compound

HRID 1605162Notes

Reaction equation

HRID 1605162 reaction equation
CO[C:3]([CH:5]1[CH2:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[NH:8][C:7](=[O:16])[C:6]1=[O:17])=[O:4].[Br:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1>C1(C)C(C)=CC=CC=1>[Br:18][C:19]1[CH:25]=[CH:24][C:22]([NH:23][C:3]([CH:5]2[CH2:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[NH:8][C:7](=[O:16])[C:6]2=[O:17])=[O:4])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 78074-BromoanilineHCID 54244983HCID 54244983, compound

Product 1

HCID 21500123HCID 21500123, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To the boiling suspension of 4.0 g of 2,3,4,5-tetrahydro-1-benzazepine-2,3-dione-4-carboxylic acid methyl ester in 130 ml of xylene, 3.85 g of 4-bromoaniline are added while stirring and the mixture refluxed for 6 hours under nitrogen. It is cooled to room temperature, filtered and the residue recrystallized from acetonitrile-acetic acid, to yield the 4-(4-bromophenylcarbamoyl)-2,3,4,5-tetrahydro-1-benzazepine-2,3-dione melting at 226°-228°.

Workup

  1. additionare added
  2. temperaturethe mixture refluxed for 6 hours under nitrogen
  3. filtrationfiltered
  4. customthe residue recrystallized from acetonitrile-acetic acid

Sources & evidence

ORD record
ord-25d65ef44cf64827a6057b49333d8889
Source dataset
uspto-grants-1976_04
Patent number
US03949081

Reaction notes

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