Water → HCID 178442356, compound

HRID 1380569Notes

Reaction equation

HRID 1380569 reaction equation
[Cl:1][C:2]1=[C:3]([Cl:9])[C:4]([O:6][C:7]1=[O:8])=[O:5].[C:10]1([C:16]([CH3:22])([CH3:21])[CH2:17][CH:18]([NH2:20])[CH3:19])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.O>C(O)(=O)C>[C:10]1([C:16]([CH3:21])([CH3:22])[CH2:17][CH:18]([N:20]=[C:4]([OH:5])/[C:3](/[Cl:9])=[C:2](/[Cl:1])\[C:7]([OH:6])=[O:8])[CH3:19])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 70728Dichloromaleic anhydrideHCID 13290299(1,3-dimethyl-3-phenylbutyl)amine(SALTDATA: HCl)

Product 1

HCID 178442356HCID 178442356, compoundYield 682.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
20 °C

Procedure

16.7 g (0.1 mol) of dichloromaleic anhydride and 17.7 g (0.01 mol) of 3-phenyl-1,3,3-trimethylpropylamine 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. 23.5 g (72% of theory) of dichloromaleic acid N-(3-phenyl-1,3,3-trimethylpropyl)-imide of melting point 106°-109° 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-97502894486c4d1282e18e1f9c9c1fd3
Source dataset
uspto-grants-1986_04
Patent number
US04582849

Reaction notes

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