Acetic Anhydride → HCID 19020618, compound

HRID 1109472Notes

Reaction equation

HRID 1109472 reaction equation
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)=[O:7])=[C:4]([Cl:25])[CH:3]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>C(Cl)(Cl)Cl>[C:26]([NH:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)=[O:7])=[C:4]([Cl:25])[CH:3]=1)(=[O:28])[CH3:27]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19020596HCID 19020596, compound

Product 1

HCID 19020618HCID 19020618, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3 g of 1-(4-amino-2-chlorobenzoyl)-4-[2-(4-chlorophenyl)ethyl]-piperazine are stirred for 1 hour at room temperature in 30 ml of chloroform with 10 ml of acetic anhydride. The solution is concentrated by evaporation and water, 2N sodium hydroxide solution and 20 ml of ethyl acetate are added to the residue and the whole is stirred for 15 minutes. Filtering with suction and recrystallisation from ethanol/petroleum ether yield 1-[4-(N-acetylamino)-2-chlorobenzoyl]-4-[2-(4-chlorophenyl)ethyl]-piperazine having a melting point of 158°-160°.

Workup

  1. concentrationThe solution is concentrated by evaporation and water, 2N sodium hydroxide solution and 20 ml of ethyl acetate
  2. additionare added to the residue
  3. filtrationFiltering with suction and recrystallisation from ethanol/petroleum ether

Sources & evidence

ORD record
ord-9eb2f3576ad6479094196c11ea640ec6
Source dataset
uspto-grants-1994_06
Patent number
US05321027

Reaction notes

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