Ethenesulfonyl fluoride → HCID 131717351, compound

HRID 1195923Notes

Reaction equation

HRID 1195923 reaction equation
[CH3:1][C:2]([C:4]1[C:9]([NH2:10])=[CH:8][C:7]([O:11][CH3:12])=[C:6]([O:13][CH3:14])[CH:5]=1)=[O:3].[CH:15]([S:17]([F:20])(=[O:19])=[O:18])=[CH2:16]>C(O)(=O)C.CCOCC>[C:2]([C:4]1[CH:5]=[C:6]([O:13][CH3:14])[C:7]([O:11][CH3:12])=[CH:8][C:9]=1[NH:10][CH:16]=[CH:15][S:17]([F:20])(=[O:19])=[O:18])(=[O:3])[CH3:1]

Participants

5

Reactant 2

HCID 69612Ethenesulfonyl fluorideHCID 602085Ethanone, 1-(2-amino-4,5-dimethoxyphenyl)-

Product 1

HCID 131717351HCID 131717351, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 2-amino-4,5-dimethoxyacetophenone (18 g, 92 mmol) in 125 mL of glacial acetic acid was added in one portion ethenesulfonyl fluoride (11.4 g, 0.1 mol) under nitrogen. After stirring for 1 hour at room temperature the resulting yellow mixture was refluxed for 1 hour. The yellow crystalline solid was diluted with an equal volume of ether, filtered, washed with ether, and air dried. There was obtained the title compound (23.7 g, 85% yield) as a yellow solid, mp 142.5°-146.5° C.

Workup

  1. temperaturewas refluxed for 1 hour
  2. filtrationfiltered
  3. washwashed with ether, and air
  4. customdried

Sources & evidence

ORD record
ord-26e1bba136e142fd86be912ef49dc591
Source dataset
uspto-grants-1992_05
Patent number
US05112866

Reaction notes

Loading…