Water → HCID 67254874, compound

HRID 2426970Notes

Reaction equation

HRID 2426970 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[C:3]=1[NH2:4].C[CH:11]([CH2:15][C:16](Cl)=[O:17])[C:12](Cl)=[O:13].[OH2:19].[CH3:20]N(C)C=O>>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[C:3]=1[NH:4][C:12](=[O:13])[CH2:11][CH2:15][C:16]([O:17][CH3:20])=[O:19]

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 796472,6-DifluoroanilineHCID 125139702-Methylbutanedioyl dichloride

Product 1

HCID 67254874HCID 67254874, compound

Procedure

To a solution of 2,6-difluoroaniline (3.2 mL) in N,N-dimethylformamide (20 mL) was added methyl succinyl chloride (3.7 mL) at room temperature and the mixture was stirred for an hour. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The obtained organic layer was dried and concentrated. The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=7:3→3:2) to give the title compound (1.7 g) having the following physical data.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe obtained organic layer was dried
  3. concentrationconcentrated
  4. customThe obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=7:3→3:2)

Sources & evidence

ORD record
ord-ef8e756c49dd4c9a9290c1f541bcebb6
Source dataset
uspto-grants-2011_06
Patent number
US07968572B2

Reaction notes

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