Cyclopropylamine → HCID 178471868, compound

HRID 255960Notes

Reaction equation

HRID 255960 reaction equation
C([N:3]([CH2:22][CH3:23])[CH:4]=[C:5]([C:11](=[O:21])[C:12]1[CH:17]=[C:16]([F:18])[C:15]([Cl:19])=[CH:14][C:13]=1[Cl:20])[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[CH:24]1(N)CC1>C1(C)C=CC=CC=1>[CH:22]1([NH:3][CH:4]=[C:5]([C:11](=[O:21])[C:12]2[CH:17]=[C:16]([F:18])[C:15]([Cl:19])=[CH:14][C:13]=2[Cl:20])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 54148103Ethyl 3-diethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate

Product 1

HCID 178471868HCID 178471868, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

17.5 g of ethyl 3-diethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate are heated to boiling under reflux with 2.9 g of cyclopropylamine and 50 ml of toluene for 30 minutes. The toluene is removed by distillation in vacuo, and the residue, which solidifies to crystals, is recrystallized from cyclohexane/light petroleum. 12.9 g of ethyl 3-cyclopropylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate of melting point 89°-90° C. are obtained.

Workup

  1. customThe toluene is removed by distillation in vacuo
  2. customis recrystallized from cyclohexane/light petroleum

Sources & evidence

ORD record
ord-634f31c30bee48099ab8f0ef7e4edc0b
Source dataset
uspto-grants-1987_10
Patent number
US04699992

Reaction notes

Loading…