3,4,5,6-Tetrahydrophthalic anhydride → N-(2-fluoro-4-bromophenyl)-3,4,5,6-tetrahydrophthalamic acid

HRID 1065186Notes

Reaction equation

HRID 1065186 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2[CH2:7][CH2:8][CH2:9][CH2:10][C:2]1=2.[F:12][C:13]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:14]=1[NH2:15]>CC(C)=O>[F:12][C:13]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:14]=1[NH:15][C:4](=[O:5])[C:3]1[CH2:7][CH2:8][CH2:9][CH2:10][C:2]=1[C:1]([OH:6])=[O:11]

Participants

4

Reactant 2

HCID 124753,4,5,6-Tetrahydrophthalic anhydrideHCID 1230504-Bromo-2-fluoroaniline

Product 1

HCID 20541556N-(2-fluoro-4-bromophenyl)-3,4,5,6-tetrahydrophthalamic acid

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3,4,5,6-tetrahydrophthalic anhydride (16.0 g) and 2-fluoro-4-bromoaniline (20.0 g) were added to acetone (100 ml) and, after stirring at 40°-45° C. for 2 hours, the mixture was concentrated to dryness under reduced pressure. The resultant crystals were washed with n-hexane. Yield 30.3 g.; m.p. 98°-99° C.

Workup

  1. concentrationthe mixture was concentrated to dryness under reduced pressure
  2. washThe resultant crystals were washed with n-hexane

Sources & evidence

ORD record
ord-5e594364efd54ee2ab12638aae5388bd
Source dataset
uspto-grants-1982_05
Patent number
US04328367

Reaction notes

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