Benzoyl chloride, 3,4-dichloro- → Ethyl 5-(3,4-dichlorobenzoyl)-1,4-dimethylpyrrole-2-acetate

HRID 1973682Notes

Reaction equation

HRID 1973682 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]1[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10].[Cl:14][C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][C:23]=1[Cl:24])[C:18](Cl)=[O:19]>C1(C)C(C)=CC=CC=1>[Cl:14][C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][C:23]=1[Cl:24])[C:18]([C:6]1[N:2]([CH3:1])[C:3]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][C:5]=1[CH3:7])=[O:19]

Participants

4

Reactant 2

HCID 76403Benzoyl chloride, 3,4-dichloro-HCID 118467Ethyl 1,4-dimethyl-1H-pyrrole-2-acetate

Product 1

HCID 21490352Ethyl 5-(3,4-dichlorobenzoyl)-1,4-dimethylpyrrole-2-acetateYield 80%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 3.6 g of ethyl 1,4-dimethylpyrrole-2-acetate and 8.3 g of 3,4-dichlorobenzoyl chloride in 20 ml of xylene is refluxed for 40 min and then chilled. The separated solid is collected by filtration and dried to give 5.6 g (80%) of ethyl 5-(3,4-dichlorobenzoyl)-1,4-dimethylpyrrole-2-acetate as white crystals, m.p. 92°-93.5° C.

Workup

  1. temperaturechilled
  2. filtrationThe separated solid is collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-0f1583e33f3c42589f31915499461a11
Source dataset
uspto-grants-1976_12
Patent number
US03998844

Reaction notes

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