Chloroacetyl chloride → 2-Chloro-N-(2-bromo-4-sulphamoylphenyl)-acetamide

HRID 1658206Notes

Reaction equation

[Br:1][C:2]1[CH:8]=[C:7]([S:9](=[O:12])(=[O:11])[NH2:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[Cl:13][CH2:14][C:15](Cl)=[O:16]>>[Cl:13][CH2:14][C:15]([NH:4][C:3]1[CH:5]=[CH:6][C:7]([S:9](=[O:12])(=[O:11])[NH2:10])=[CH:8][C:2]=1[Br:1])=[O:16]

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 35265234-Amino-3-bromobenzene-1-sulfonamide

Product 1

HCID 215288442-Chloro-N-(2-bromo-4-sulphamoylphenyl)-acetamideYield 78.6%

Procedure

2-Bromo-4-sulphamoylaniline (20.0 g) and α-chloroacetyl chloride (25.0 g) were refluxed together for 60 min. and the product worked up as in Example 2(a) to yield 20.5 g white needles, m.p. 174°-175°

Sources & evidence

ORD record: ord-847c5c86a5144bee89a84ec87d91ff31
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03963706

Reaction notes

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