Benzoyl chloride → N-{[1-(Dimethylamino)cyclohexyl]methyl}benzamide hydrochloride (1:1)

HRID 2071981Notes

Reaction equation

HRID 2071981 reaction equation
[NH2:1][CH2:2][C:3]1([N:9]([CH3:11])[CH3:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[C:12]([Cl:20])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>N1C=CC=CC=1>[ClH:20].[C:12]([NH:1][CH2:2][C:3]1([N:9]([CH3:11])[CH3:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 21134031-(Aminomethyl)-N,N-dimethylcyclohexan-1-amine

Product 1

HCID 21409912N-{[1-(Dimethylamino)cyclohexyl]methyl}benzamide hydrochloride (1:1)

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 1-aminomethylcyclohexyldimethylamine (1.5 g), benzoyl chloride (3 ml) and pyridine (10 ml) was allowed to stand at room temperature for 1 hr. The crystalline mass was filtered and recrystallised several times from 95% ethanol to give colourless prisms of 1-benzamidomethylcyclohexyldimethylamine hydrochloride m.p. 245°-6°.

Workup

  1. filtrationThe crystalline mass was filtered
  2. customrecrystallised several times from 95% ethanol

Sources & evidence

ORD record
ord-a9fd878353ac450f97e391d77f20370c
Source dataset
uspto-grants-1977_09
Patent number
US04049663

Reaction notes

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