HCID 53859967, compound → HCID 21500130, compound

HRID 1605161Notes

Reaction equation

HRID 1605161 reaction equation
CO[C:3]([CH:5]1[C:11](=[O:12])[C:10]2[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:9]=2[N:8]([CH3:18])[C:7](=[O:19])[CH2:6]1)=[O:4]>C1(C)C(C)=CC=CC=1>[F:17][C:14]1[CH:15]=[CH:16][C:9]2[N:8]([CH3:18])[C:7](=[O:19])[CH2:6][CH:5]([C:3](=[O:4])[NH:8][C:9]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:10]=3)[C:11](=[O:12])[C:10]=2[CH:13]=1

Participants

3

Reactant 1

HCID 53859967HCID 53859967, compound

Product 1

HCID 21500130HCID 21500130, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The mixture of 5.0 g of 7-fluoro-1-methyl-2,3,4,5-tetrahydro-1-benzazepine-2,5-dione-4-carboxylic acid methyl ester, 2.3 g of 4-fluoroaaniline and 120 ml of xylene is refluxed under nitrogen for 40 hours, cooled with ice and diluted with 65 ml of petroleum ether. The precipitate formed is filtered off and recrystallized from acetonitrile, to yield the 7-fluoro-1-methyl-4-(4-fluorophenylcarbamoyl)-2,3,4,5-tetrahydro-1-benzazepine-2,5-dione melting at 180°-182°.

Workup

  1. temperatureis refluxed under nitrogen for 40 hours
  2. temperaturecooled with ice
  3. customThe precipitate formed
  4. filtrationis filtered off
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-72c88acde44a4a069fac25ca6e2283ab
Source dataset
uspto-grants-1976_04
Patent number
US03949081

Reaction notes

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