4-Chlorobenzoyl chloride → HCID 19020623, compound

HRID 1381871Notes

Reaction equation

HRID 1381871 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:14][CH:13]=1>C(Cl)Cl>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][N:20]2[CH2:21][CH2:22][N:23]([C:6](=[O:7])[C:5]3[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH2:24][CH2:25]2)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 122357141-[2-(4-Chlorophenyl)ethyl]piperazine

Product 1

HCID 19020623HCID 19020623, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 4.65 g of 4-chlorobenzoyl chloride in 50 ml of methylene chloride is added dropwise, over a period of 10 minutes, to a solution, stirred at room temperature, of 5 g of 1-[2-(4-chlorophenyl)-ethyl]-piperazine in 75 ml of methylene chloride. The reaction mixture is heated under reflux for 5 minutes, allowed to stand at room temperature for 1 hour and then concentrated by evaporation. The residue is made into a slurry with hot acetone and, after the addition of hexane, the whole is filtered. 1-[2-(4-chlorophenyl)-ethyl]-4-(4-chlorobenzoyl)-piperazine is obtained and can be purified and characterised via the hydrochloride which has a melting point of 254°-254.5° (decomposition).

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 5 minutes
  3. concentrationconcentrated by evaporation
  4. additionafter the addition of hexane
  5. filtrationthe whole is filtered

Sources & evidence

ORD record
ord-d7217f8c125d4d709545682efe7ae9e2
Source dataset
uspto-grants-1989_02
Patent number
US04804661

Reaction notes

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