Water → HCID 178465118, compound

HRID 1380570Notes

Reaction equation

HRID 1380570 reaction equation
[Cl:1][C:2]1=[C:3]([Cl:9])[C:4]([O:6][C:7]1=[O:8])=[O:5].[CH3:10][CH:11]([NH2:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O>C(O)(=O)C>[C:12]1([CH:11]([N:18]=[C:4]([OH:5])/[C:3](/[Cl:9])=[C:2](/[Cl:1])\[C:7]([OH:6])=[O:8])[CH3:10])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 74081-PhenethylamineHCID 70728Dichloromaleic anhydride

Product 1

HCID 178465118HCID 178465118, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

16.7 g (0.1 mol) of dichloromaleic anhydride and 12.0 g (0.1 mol) of α-methylbenzylamine are heated in 100 ml of glacial acetic acid at the boiling point for 4 hours. 100 ml of water are then added and the oil which has separated out is extracted with methylene chloride. The methylene chloride phase is separated off, washed with water, dried and evaporated. The oil which remains cystallizes. 20.8 g (77.3% of theory) of dichloromaleic acid N-1-phenylethylimide of melting point 62°-65° C. are obtained.

Workup

  1. customthe oil which has separated out
  2. extractionis extracted with methylene chloride
  3. customThe methylene chloride phase is separated off
  4. washwashed with water
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-a81600c1c1544dcfb758064fd94c927b
Source dataset
uspto-grants-1986_04
Patent number
US04582849

Reaction notes

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