Ethenesulfonyl fluoride → N-(2-Fluorosulfonylethyl)-N-ethyl-m-acetamidoaniline

HRID 893886Notes

Reaction equation

HRID 893886 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11](=[O:13])[CH3:12])[CH:5]=1)[CH3:2].[CH:14]([S:16]([F:19])(=[O:18])=[O:17])=[CH2:15]>C(O)(C)C>[F:19][S:16]([CH2:14][CH2:15][N:3]([CH2:1][CH3:2])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11](=[O:13])[CH3:12])[CH:5]=1)(=[O:18])=[O:17]

Participants

4

Reactant 2

HCID 69612Ethenesulfonyl fluorideHCID 170497Acetamide, N-[3-(ethylamino)phenyl]-

Product 1

HCID 21161681N-(2-Fluorosulfonylethyl)-N-ethyl-m-acetamidoaniline

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

N-ethyl-m-acetamidoaniline (178.0 g, 1.0 m is dissolved in isopropyl alcohol (450 ml) and vinylsulfonylfluoride (110 g, 1.0 m) is added dropwise allowing temperature to rise to 40° C. The reaction is stirred for 2.5 hrs., the product collected by filtration, washed with cold ethanol and air dried.

Workup

  1. customto rise to 40° C
  2. filtration, the product collected by filtration
  3. washwashed with cold ethanol and air
  4. customdried

Sources & evidence

ORD record
ord-6f7b325a332d4d0ebdf7769f86f32424
Source dataset
uspto-grants-1981_08
Patent number
US04282144

Reaction notes

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