3,5-Dichloroaniline → HCID 178495602, compound

HRID 1462602Notes

Reaction equation

HRID 1462602 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][C:7](=[O:9])[O:6][C:4]1=[O:5].[Cl:10][C:11]1[CH:12]=[C:13]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[NH2:14]>C1(C)C(C)=CC=CC=1>[Cl:10][C:11]1[CH:12]=[C:13]([N:14]=[C:4]([OH:5])[CH:3]([O:2][CH3:1])[CH2:8][C:7]([OH:6])=[O:9])[CH:15]=[C:16]([Cl:18])[CH:17]=1

Participants

4

Reactant 2

HCID 122813,5-DichloroanilineHCID 13051736HCID 13051736, compound

Product 1

HCID 178495602HCID 178495602, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

130 g (1 mole) of 2-methoxysuccinic acid anhydride and 162 g (1 mole) of 3,5-dichloroaniline are heated under reflux for three hours, in 1500 ml 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 methanol/water. Melting point: 125° to 126° C.; yield: 75% 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 methanol/water

Sources & evidence

ORD record
ord-f8885b244f8844b59a78a23d0a81858b
Source dataset
uspto-grants-1984_07
Patent number
US04460782

Reaction notes

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