Water → N-[2-(Chloroacetyl)-4-fluorophenyl]-N-methylformamide

HRID 358678Notes

Reaction equation

HRID 358678 reaction equation
S(Cl)([Cl:4])(=O)=O.[C:6]([C:9]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:10]=1[N:11]([CH3:14])[CH:12]=[O:13])(=[O:8])[CH3:7].O>ClCCl>[Cl:4][CH2:7][C:6]([C:9]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:10]=1[N:11]([CH3:14])[CH:12]=[O:13])=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 86744646N-(2-Acetyl-4-fluorophenyl)-N-methylformamide

Product 1

HCID 23128095N-[2-(Chloroacetyl)-4-fluorophenyl]-N-methylformamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of sulphuryl chloride (3.2 ml) in dichloromethane (20 ml) was added dropwise over a period of 10 minutes to the solution of 2'-acetyl-4'-fluoro-N-methylformanilide at 0° under a nitrogen atmosphere and the mixture stored overnight at 0 to 5°. Water (25 ml) was added whilst maintaining the temperature below 1 0°. The dichloromethane layer was separated, washed with water (1 25 ml) and dried over magnesium sulphate to give a solution of 2'-(2-chloroacetyl)-4'-fluoro-N-methylformanilide.

Workup

  1. temperaturewhilst maintaining the temperature below 1 0°
  2. customThe dichloromethane layer was separated
  3. washwashed with water (1 25 ml)
  4. dry with materialdried over magnesium sulphate

Sources & evidence

ORD record
ord-383194421a11471cb4e3f900565de519
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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