2-Bromopropanoyl chloride → N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-bromopropionamide

HRID 1252342Notes

Reaction equation

HRID 1252342 reaction equation
[NH2:1][S:2]([C:5]1[C:13]2[O:12][C:11]([CH3:15])([CH3:14])[CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:4])=[O:3].[Br:16][CH:17]([CH3:21])[C:18](Cl)=[O:19]>>[CH3:14][C:11]1([CH3:15])[CH2:10][C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([S:2]([NH:1][C:18](=[O:19])[CH:17]([Br:16])[CH3:21])(=[O:4])=[O:3])[C:13]=2[O:12]1

Participants

3

Reactant 2

HCID 979802-Bromopropanoyl chlorideHCID 134241802,2-Dimethyl-2,3-dihydro-1-benzofuran-7-sulfonamide

Product 1

HCID 15611040N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-bromopropionamide

Procedure

A stirred slurry of 0.39 gram (0.0017 mole) of 7-aminosulfonyl-2,3-dihydro-2,2-dimethylbenzofuran and 1 ml of 2-bromopropionyl chloride was heated at 96° for 35 minutes, then at reflux for 30 minutes. The reaction mixture was cooled to ambient temperature and washed repeatedly with petroleum ether to remove excess acid chloride. The residue was 0.53 gram of N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-bromopropionamide; m.p. 224°-226° C.

Workup

  1. temperatureat reflux for 30 minutes
  2. washwashed repeatedly with petroleum ether
  3. customto remove excess acid chloride

Sources & evidence

ORD record
ord-927946299c6e47149999ba99b1b9c449
Source dataset
uspto-grants-1988_05
Patent number
US04743291

Reaction notes

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