2-Bromopropanoyl chloride → N-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)sulfonyl-2-bromopropionamide

HRID 1252346Notes

Reaction equation

HRID 1252346 reaction equation
[NH2:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][C:9]=2[CH:15]=1)(=[O:4])=[O:3].[Br:16][CH:17]([CH3:21])[C:18](Cl)=[O:19]>>[CH3:14][C:11]1([CH3:13])[CH2:10][C:9]2[CH:15]=[C:5]([S:2]([NH:1][C:18](=[O:19])[CH:17]([Br:16])[CH3:21])(=[O:4])=[O:3])[CH:6]=[CH:7][C:8]=2[O:12]1

Participants

3

Reactant 2

HCID 979802-Bromopropanoyl chlorideHCID 156110392,2-Dimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide

Product 1

HCID 15611041N-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)sulfonyl-2-bromopropionamideYield 87.7%

Procedure

In a manner similar to Step C of Example 9, the reaction of 4.0 g (0.017 mole) of 5-aminosulfonyl-2,3-dihydro-2,2-dimethylbenzofuran with 7.0 mL (0.069 mole) of 2-bromopropionyl chloride produced 5.4 g of N-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)sulfonyl-2-bromopropionamide as a solid (mp 125°-128° C.).

Sources & evidence

ORD record
ord-95b4aff0f0ce4611af661d5a22bc0365
Source dataset
uspto-grants-1988_05
Patent number
US04743291

Reaction notes

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