Succinic anhydride → HCID 19607810, compound

HRID 745061Notes

Reaction equation

HRID 745061 reaction equation
[NH2:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[C:21]1(=[O:27])[O:26][C:24](=[O:25])[CH2:23][CH2:22]1>ClCCl>[C:24]([CH2:23][CH2:22][C:21]([NH:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1)=[O:27])([OH:26])=[O:25]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 10587836(4-aminophenyl)-(2,3,4,5-tetrahydro-1-benzazepin-1-yl)methanone

Product 1

HCID 19607810HCID 19607810, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine (3.0 g) in dichloromethane (50 ml) is added succinic anhydride (1.4 g) and the mixture is stirred at room temperature for 4.5 hours. The reaction mixture is evaporated under reduced pressure in order to remove the solvent therefrom, and the resulting crystal is recrystallized from ethyl acetate to give 1-[4-(3-carboxypropionylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (3.61 g) as colorless needles, m.p. 192° C.

Workup

  1. customThe reaction mixture is evaporated under reduced pressure in order
  2. customto remove the solvent
  3. customthe resulting crystal is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-b07b2894a59e465fba5db3abaf5601ae
Source dataset
uspto-grants-1996_09
Patent number
US05559230

Reaction notes

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