Water → HCID 21568709, compound

HRID 1579529Notes

Reaction equation

HRID 1579529 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[CH:7]=1)=[O:5].[Cl:17][CH:18]([Cl:22])[C:19](Cl)=[O:20].O>CC(C)=O>[Cl:12][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[C:4]([C:3]1[CH:13]=[CH:14][CH:15]=[CH:16][C:2]=1[NH:1][C:19](=[O:20])[CH:18]([Cl:22])[Cl:17])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 6593Dichloroacetyl chlorideHCID 12231012Methanone, (2-aminophenyl)(3-chlorophenyl)-

Product 1

HCID 21568709HCID 21568709, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Amino-3'-chlorobenzophenone (6.12 g) was stirred and cooled at 15°C in solution in acetone (25 ml) while dichloroacetyl chloride (4.86 g) was added dropwise. After stirring at room temperature for 20 minutes the reaction mixture was poured into water, the acetone was removed under reduced pressure and the resulting oil extracted into chloroform. After drying over magnesium sulphate the chloroform was removed under reduced pressure and the product crystallized from ethanol. 2'-(m-Chlorobenzoyl)-2,2-dichloroacetanilide was obtained as yellow needles (6.88 g),m.p. 73°-75°C after recrystallization from ethanol.

Workup

  1. additionwas added dropwise
  2. customthe acetone was removed under reduced pressure
  3. extractionthe resulting oil extracted into chloroform
  4. dry with materialAfter drying over magnesium sulphate the chloroform
  5. customwas removed under reduced pressure
  6. customthe product crystallized from ethanol

Sources & evidence

ORD record
ord-9d5d405d31b24d7f85e7a2f7cc1eb707
Source dataset
uspto-grants-1976_01
Patent number
US03931226

Reaction notes

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