Succinic anhydride → HCID 19607810, compound

HRID 1603101Notes

Reaction equation

HRID 1603101 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-7f0e070ab03c4875aa47e3af3cf23039
Source dataset
uspto-grants-1999_11
Patent number
US05985869

Reaction notes

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