Cyclopropylamine → HCID 178471868, compound

HRID 255954Notes

Reaction equation

HRID 255954 reaction equation
C[N:2]([CH3:21])[CH:3]=[C:4]([C:10](=[O:20])[C:11]1[CH:16]=[C:15]([F:17])[C:14]([Cl:18])=[CH:13][C:12]=1[Cl:19])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH:22]1(N)C[CH2:23]1>C1(C)C=CC=CC=1>[CH:21]1([NH:2][CH:3]=[C:4]([C:10](=[O:20])[C:11]2[CH:16]=[C:15]([F:17])[C:14]([Cl:18])=[CH:13][C:12]=2[Cl:19])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 53763646Ethyl 3-dimethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate

Product 1

HCID 178471868HCID 178471868, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

33.4 g of ethyl 3-dimethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate are heated to boiling under reflux with 7 g of cyclopropylamine and 120 ml of toluene for 1 hour. The gas evolution, the onset of which is initially violent, is then finished. The toluene is removed by distillation in vacuo, and the solid residue is recrystallized from light petroleum. 32.5 g of ethyl 3-cyclopropylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate of melting point 89°-91° C. are obtained.

Workup

  1. customThe toluene is removed by distillation in vacuo
  2. customthe solid residue is recrystallized from light petroleum

Sources & evidence

ORD record
ord-ecc1858e21404cf799d5925479bea7b1
Source dataset
uspto-grants-1987_10
Patent number
US04699992

Reaction notes

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