Water → HCID 178525580, compound

HRID 979227

Reaction equation

HRID 979227 reaction equation
[Cl:1][C:2]1=[C:3]([Cl:9])[C:4]([O:6][C:7]1=[O:8])=[O:5].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][NH2:20])=[CH:13][CH:12]=1.O>C(O)(=O)C>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:17][CH2:18][CH2:19][N:20]=[C:4]([OH:5])/[C:3](/[Cl:9])=[C:2](/[Cl:1])\[C:7]([OH:6])=[O:8])=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 70728Dichloromaleic anhydrideHCID 64857723-(4-Chlorophenyl)propan-1-amine

Product 1

HCID 178525580HCID 178525580, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
20 °C

Procedure

16.7 g (0.1 mol) of dichloromaleic anhydride and 17.0 g (0.1 mol) of 3-(4-chlorophenyl)-propylamine are stirred in 100 ml of glacial acetic acid under reflux for 4 hours. 50 ml of water are added and the mixture is cooled to 20° C. The product is filtered off with suction and dried. 26.1 g (82% of theory) of dichloromaleic acid N-[3-(4-chlorophenyl)-propyl]-imide of melting point 72°-73° C. are obtained.

Workup

  1. temperatureunder reflux for 4 hours
  2. filtrationThe product is filtered off with suction
  3. customdried

Sources & evidence

ORD record
ord-0f3efac96b3d445791bbd1d9a2893ed7
Source dataset
uspto-grants-1987_05
Patent number
US04666935

Linked notes

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