3,5-Dichloroaniline → HCID 178476327, compound

HRID 1462606Notes

Reaction equation

HRID 1462606 reaction equation
[C:1]([O:4][CH:5]1[CH2:10][C:9](=[O:11])[O:8][C:6]1=[O:7])(=[O:3])[CH3:2].[Cl:12][C:13]1[CH:14]=[C:15]([CH:17]=[C:18]([Cl:20])[CH:19]=1)[NH2:16]>C1(C)C(C)=CC=CC=1>[Cl:12][C:13]1[CH:14]=[C:15]([N:16]=[C:6]([OH:7])[CH:5]([O:4][C:1](=[O:3])[CH3:2])[CH2:10][C:9]([OH:8])=[O:11])[CH:17]=[C:18]([Cl:20])[CH:19]=1

Participants

4

Reactant 2

HCID 122813,5-DichloroanilineHCID 5394912,5-Dioxooxolan-3-yl acetate

Product 1

HCID 178476327HCID 178476327, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

158 g (1 mole) of 2-acetoxysuccinic acid anhydride and 162 g (1 mole) of 3,5-dichloroaniline are heated under reflux for three hours, in 1 liter of xylene. The resulting water is azeotropically separated off by means of a water separator. The xylene is then distilled off and the crude product is recrystallized from ethyl acetate. The yield of end product is 70.3% of the theoretical yield.

Workup

  1. customThe resulting water is azeotropically separated off by means of a water separator
  2. distillationThe xylene is then distilled off
  3. customthe crude product is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-25ad0f25387343f2b4a6852f7536a51b
Source dataset
uspto-grants-1984_07
Patent number
US04460782

Reaction notes

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