Chloroacetyl chloride → N-(3-Fluorophenyl)-alpha-chloroacetanilide

HRID 1638475Notes

Reaction equation

HRID 1638475 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.[Cl:15][CH2:16][C:17](Cl)=[O:18]>C1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([N:8]([C:17](=[O:18])[CH2:16][Cl:15])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 27744663-Fluorodiphenylamine

Product 1

HCID 13339453N-(3-Fluorophenyl)-alpha-chloroacetanilide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

N-(3-Fluorophenyl)aniline (7.02 g, 0.0375 mole) and chloroacetyl chloride (3.3 ml, 0.0412 mole) were refluxed in benzene (50 ml) for 3 hours, then evaporated in vacuo to solids and the solids triturated with pentane and ether to yield purified title product, 8.69 g, m.p. 115°-117°.

Workup

  1. customevaporated in vacuo to solids
  2. customthe solids triturated with pentane and ether
  3. customto yield
  4. custompurified title product, 8.69 g, m.p. 115°-117°

Sources & evidence

ORD record
ord-4357698efe38415a9b1833a4f6429ce3
Source dataset
uspto-grants-1989_11
Patent number
US04879391

Reaction notes

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