Cyclopropylamine → HCID 67944888, compound

HRID 2231364

Reaction equation

HRID 2231364 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[Cl:5][C:6]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:7]=1[C:8]([C:10](=[CH:13]OC)[C:11]#[N:12])=[O:9]>C(O)C>[Cl:5][C:6]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:7]=1[C:8]([C:10](=[CH:13][NH:4][CH:1]1[CH2:3][CH2:2]1)[C:11]#[N:12])=[O:9]

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 537392442-(2,4-Dichloro-benzoyl)-3-methoxyacrylonitrile

Product 1

HCID 67944888HCID 67944888, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.5 g of cyclopropylamine are added dropwise to a solution of 11 g of 2-(2,4-dichloro-benzoyl)-3-methoxyacrylonitrile in 40 ml of ethanol, while cooling with ice and stirring. The mixture is stirred at room temperature for 25 minutes and then heated at the boiling point for 15 minutes. The solvent is removed in vacuo and the residue is recrystallized from ethanol/light petrol. 10.5 g of 2-(2,4-dichloro-benzoyl)-3-cyclopropylaminoacrylonitrile of melting point 93°-94° C. are obtained.

Workup

  1. temperaturewhile cooling with ice
  2. stirringThe mixture is stirred at room temperature for 25 minutes
  3. temperatureheated at the boiling point for 15 minutes
  4. customThe solvent is removed in vacuo
  5. customthe residue is recrystallized from ethanol/light petrol

Sources & evidence

ORD record
ord-d33f65b00dc943f184df450cdc2f4a85
Source dataset
uspto-grants-1988_11
Patent number
US04782156

Linked notes

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