Succinic anhydride → HCID 59410119, compound

HRID 2171319Notes

Reaction equation

HRID 2171319 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][C:5]=1[C:11]([F:14])([F:13])[F:12])([O-:3])=[O:2].[O:15]1[C:19](=[O:20])[CH2:18][CH2:17][C:16]1=[O:21]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][C:19](=[O:20])[CH2:18][CH2:17][C:16]([OH:21])=[O:15])=[CH:6][C:5]=1[C:11]([F:12])([F:13])[F:14])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 949554-Nitro-3-(trifluoromethyl)aniline

Product 1

HCID 59410119HCID 59410119, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-nitro-3-(trifluoromethyl)aniline (2.0 g, 9.7 mmol) in toluene (30 mL) was added tetrahydrofuran-2,5-dione (1.2 g, 11.6 mmol) and the mixture refluxed for 1.5 h. The reaction mixture was cooled, filtered, and the solid washed with ether to provide 4-(4-nitro-3-(trifluoromethyl)phenylamino)-4-oxobutanoic acid (1.1 g, 39% yield). M+H m/z 307.3.

Workup

  1. temperaturethe mixture refluxed for 1.5 h
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. washthe solid washed with ether

Sources & evidence

ORD record
ord-065b89f1005f4a3e8cea87bfd238f7b3
Source dataset
uspto-grants-2015_06
Patent number
US09051324B2

Reaction notes

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