Benzene → 4-Fluoroanilinium 2,3-dichloromaleate

HRID 596185

Reaction equation

HRID 596185 reaction equation
[Cl:1]/[C:2](=[C:6](\[Cl:10])/[C:7]([OH:9])=[O:8])/[C:3]([OH:5])=[O:4].[F:11][C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1.C1C=CC=CC=1>>[Cl:1]/[C:2](=[C:6](\[Cl:10])/[C:7]([O-:9])=[O:8])/[C:3]([O-:5])=[O:4].[F:11][C:12]1[CH:18]=[CH:17][C:15]([NH3+:16])=[CH:14][CH:13]=1.[F:11][C:12]1[CH:18]=[CH:17][C:15]([NH3+:16])=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 241Benzene2×HCID 97314-FluoroanilineHCID 6437972,3-Dichloromaleic acid

Product 1

HCID 867345124-Fluoroanilinium 2,3-dichloromaleateYield 98.7%

Procedure

9.25g (0.05 mol) of 2,3-dichloromaleic acid was dissolved in 50 ml of benzene. To the resulting solution 20 ml of benzene containing 5.55g (0.05 mol) of 4-fluoroaniline was added dropwise over a period of 20 min. at temperatures of 15°-25° C under agitation. After completing the addition, the mixture was agitated at that temperature for 30 min. during which time crystals formed, which were separated by filtration and washed with benzene to obtain 14.7g of 4-fluoroanilinium 2,3-dichloromaleate in the form of white crystal at a yield of 98.7%. The crystal had a melting point (decomposition point) of 207° C and is expressed by the following formula: ##STR2## The results of elementary analysis were as follows:

Workup

  1. additionthe addition
  2. customformed
  3. customwhich were separated by filtration
  4. washwashed with benzene

Sources & evidence

ORD record
ord-5f974ed8abf444429e3d6d7a89afed69
Source dataset
uspto-grants-1977_03
Patent number
US04010182

Linked notes

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