2-Chloro-4-nitroaniline → HCID 3493155, compound

HRID 2398548Notes

Reaction equation

HRID 2398548 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=O)[C:5]2=[CH:11][CH:12]=1.[N+:13]([C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[C:18]([Cl:23])[CH:17]=1)([O-:15])=[O:14]>C(O)(=O)C>[N+:13]([C:16]1[CH:22]=[CH:21][C:19]([N:20]2[C:9](=[O:10])[C:4]3=[CH:3][C:2]([Cl:1])=[CH:12][CH:11]=[C:5]3[C:6]2=[O:8])=[C:18]([Cl:23])[CH:17]=1)([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 84922-Chloro-4-nitroanilineHCID 670444-Chlorophthalic anhydride

Product 1

HCID 3493155HCID 3493155, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The starting material is prepared as follows: The mixture of 3.0 g of 4-chlorophthalic anhydride, 2.8 g of 4-nitro-2-chloroaniline and 30 ml of acetic acid is refluxed for 24 hours. It is cooled, the precipitate formed filtered off and washed with diethyl ether, to yield the N-(4-nitro-2-chlorophenyl)-4-chlorophtalimide melting at 209°-212°.

Workup

  1. customThe starting material is prepared
  2. temperatureis refluxed for 24 hours
  3. temperatureIt is cooled
  4. customthe precipitate formed
  5. filtrationfiltered off
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-011bffdff3d949a293ddda15f059d35c
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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