Benzoyl chloride, 3,4-dichloro- → HCID 21409923, compound

HRID 1283545Notes

Reaction equation

HRID 1283545 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5](Cl)=[O:6].[CH3:12][NH:13][CH2:14][C:15]1([N:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5]([N:13]([CH3:12])[CH2:14][C:15]1([N:21]2[CH2:22][CH2:23][N:24]([CH3:27])[CH2:25][CH2:26]2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)=[O:6]

Participants

4

Reactant 2

HCID 76403Benzoyl chloride, 3,4-dichloro-HCID 21409852HCID 21409852, compound

Product 1

HCID 21409923HCID 21409923, compoundYield 23.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 3,4-dichlorobenzoylchloride (0.61 g.,) in benzene (10 ml) was added dropwise over 25 mins. to a stirred solution of 1-[1-(methylaminomethyl)cyclohexyl]-4-methyl piperazine (1) (0.65 g.,). The mixture was then heated on a steambath for 1 hr. and the mixture was evaporated to dryness. The residue was dissolved in hot light petroleum (60°-80°) and decolourised with charcoal. The solid which separated was crystallised from light petroleum (60°-80°) to give 3,4-Dichloro-N-methyl-N-[[1-(4-methyl-1-piperazinyl)cyclohexyl]methyl]benzamide (0.27 g., 23%) m.p. 126°-129°.

Workup

  1. temperatureThe mixture was then heated on a steambath for 1 hr
  2. customand the mixture was evaporated to dryness
  3. dissolutionThe residue was dissolved in hot light petroleum (60°-80°)
  4. customThe solid which separated
  5. customwas crystallised from light petroleum (60°-80°)

Sources & evidence

ORD record
ord-10b858a16b144058ba33c02dfcdd9b26
Source dataset
uspto-grants-1976_08
Patent number
US03975443

Reaction notes

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