Chloroacetyl chloride → Acetanilide, 2-chloro-4'-nitro-

HRID 1658220Notes

Reaction equation

HRID 1658220 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl:11][CH2:12][C:13](Cl)=[O:14]>C(OCC)(=O)C>[Cl:11][CH2:12][C:13]([NH:8][C:7]1[CH:9]=[CH:10][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)=[O:14]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 74754-Nitroaniline

Product 1

HCID 140220Acetanilide, 2-chloro-4'-nitro-

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

p-Nitroaniline (10.0g) and chloroacetyl chloride (15 ml) were refluxed together 1 hour, mixed with ethyl acetate and washed with water 3 times to yield 11.5 g; mp 183°-185°C.

Workup

  1. washwashed with water 3 times
  2. customto yield 11.5 g

Sources & evidence

ORD record
ord-e971da8fca1a4d0b865e66110d0e7741
Source dataset
uspto-grants-1976_06
Patent number
US03963706

Reaction notes

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