Ethanesulfonylchloride, 2-chloro- → HCID 54281356, compound

HRID 365625Notes

Reaction equation

HRID 365625 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH2:14][C:15]3[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=3)=[CH:10][C:9]=2[CH3:22])=[O:7])=[CH:4][CH:3]=1.Cl[CH2:26][CH2:27][S:28](Cl)(=[O:30])=[O:29]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH2:14][C:15]3[CH:16]=[CH:17][C:18]([NH:19][S:28]([CH:27]=[CH2:26])(=[O:30])=[O:29])=[CH:20][CH:21]=3)=[CH:10][C:9]=2[CH3:22])=[O:7])=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 15385Ethanesulfonylchloride, 2-chloro-HCID 15870200HCID 15870200, compound

Product 1

HCID 54281356HCID 54281356, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-[5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-ylmethyl]aniline (1.1 g, 3.25 mmol) was dissolved in pyridine (16.5 ml) and 2-chloroethanesulfonyl chloride (1.02 ml, 9.74 mmol) was added to the solution. The mixture was stirred for 1.5 h and then concentrated to dryness. The residue was filtered through a pad of silica gel (ethyl acetate) to give N-{4-[5-(4-chloro-benzoyl)-1,4-dimethyl-1H-pyrrol-2-ylmethyl]phenyl}ethenesulfonamide, (1.29 g, 93%) as a solid.

Workup

  1. concentrationconcentrated to dryness
  2. filtrationThe residue was filtered through a pad of silica gel (ethyl acetate)

Sources & evidence

ORD record
ord-f1c16126b35a4d82a5dcd9bc9d42ecac
Source dataset
uspto-grants-2000_10
Patent number
US06127402

Reaction notes

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