Acetic Acid → HCID 13548123, compound

HRID 542545Notes

Reaction equation

HRID 542545 reaction equation
C(O)(=O)C.[C:5]1(=[O:15])[O:10][C:8](=O)[C:7]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:6]12.[F:16][C:17]([F:30])([F:29])[C:18]1[CH:19]=[C:20]([CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1)[NH2:21]>O.C1CCCCC1>[F:16][C:17]([F:29])([F:30])[C:18]1[CH:19]=[C:20]([N:21]2[C:5](=[O:15])[C:6]3=[CH:14][CH:13]=[CH:12][CH:11]=[C:7]3[C:8]2=[O:10])[CH:22]=[C:23]([C:25]([F:26])([F:28])[F:27])[CH:24]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 6811Phthalic AnhydrideHCID 9480Benzenamine, 3,5-bis(trifluoromethyl)-

Product 1

HCID 13548123HCID 13548123, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8078CyclohexaneSolvent

Conditions

Temperature
55 °C

Procedure

800 ml of glacial acetic acid are initially introduced into a three-necked flask provided with a thermometer, stirrer and water separator, and are warmed to 55° C. A mixture of 44.4 g (0.3 mol) of phthalic anhydride and 68.7 g (0.3 mol) of distilled 3,5-bis-trifluoromethylaniline is then added and the components are stirred vigorously. On warming to 108° C., a clear solution is obtained. This is kept under reflux at 117° C. for 21/2 hours and is then cooled. 100 ml of cyclohexane are added to the reaction mixture and the mixture is kept under reflux at 93° C. for 5 hours, during which the water of reaction can be removed in the water separator.

Workup

  1. additionis then added
  2. temperatureOn warming to 108° C.
  3. customa clear solution is obtained
  4. temperatureunder reflux at 117° C. for 21/2 hours
  5. temperatureis then cooled
  6. temperatureunder reflux at 93° C. for 5 hours, during which
  7. customcan be removed in the water separator

Sources & evidence

ORD record
ord-ddce731182f24872b9d395118ca61737
Source dataset
uspto-grants-1987_04
Patent number
US04657955

Reaction notes

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