Dichloromethane → 1-[3,3-Bis(3-chlorophenyl)acryloyl]-4-(4-methoxybenzoyl)piperazine

HRID 1613310Notes

Reaction equation

HRID 1613310 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.C(Cl)Cl.[Cl:15][C:16]1[CH:17]=[C:18]([C:22]([C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[CH:33]=2)=[CH:23][C:24]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[O:25])[CH:19]=[CH:20][CH:21]=1>C(N(CC)CC)C>[Cl:38][C:34]1[CH:33]=[C:32]([C:22]([C:18]2[CH:19]=[CH:20][CH:21]=[C:16]([Cl:15])[CH:17]=2)=[CH:23][C:24]([N:26]2[CH2:31][CH2:30][N:29]([C:7](=[O:8])[C:6]3[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH2:28][CH2:27]2)=[O:25])[CH:37]=[CH:36][CH:35]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 7477p-Anisoyl chlorideHCID 194216391-[3,3-Bis(3-chlorophenyl)acryloyl]piperazine

Product 1

HCID 194216371-[3,3-Bis(3-chlorophenyl)acryloyl]-4-(4-methoxybenzoyl)piperazineYield 94%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

0.25 g of p-methoxybenzoyl chloride were added to 10 ml of a methylene chloride solution containing 0.529 g of 1-[3,3-bis(3-chlorophenyl)acryloyl]piperazine (prepared as described in Preparation 111) and 0.41 ml of triethylamine, whilst ice-cooling, and the mixture was stirred at room temperature for 1 hour. The mixture was then worked up and purified as described in Example 68 to give 0.682 g of the title compound as a powder.

Workup

  1. temperaturewhilst ice-cooling
  2. custompurified

Sources & evidence

ORD record
ord-c18f6ac725a44978b608d2d75377e17c
Source dataset
uspto-grants-1993_03
Patent number
US05192766

Reaction notes

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