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

HRID 1658199Notes

Reaction equation

HRID 1658199 reaction equation
[F: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[F:1])=[O:16]

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 46874724-Amino-3-fluorobenzene-1-sulfonamide

Product 1

HCID 215288362-Chloro-N-(2-fluoro-4-sulphamoylphenyl)-acetamide

Procedure

2-Fluoro-4-sulphamoyl-aniline (7.6g) and α-chloroacetyl chloride (12.0g) were refluxed together for 60 min. The reaction product was ground in a mortar with ice/water and filtered (8.3g). Recrystallisation from ethyl acetate to give beige needles m.p. 185°-187°

Workup

  1. filtrationfiltered (8.3g)
  2. customRecrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-13936bc16b6d406b8de0c89eab22991d
Source dataset
uspto-grants-1976_06
Patent number
US03963706

Reaction notes

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