Chlorosuccinimide → 2,6-Difluorobenzoyl chloride oxime

HRID 434037Notes

Reaction equation

HRID 434037 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[CH:4]=[N:5][OH:6].[Cl:12]N1C(=O)CCC1=O>CN(C=O)C>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4](=[N:5][OH:6])[Cl:12]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 698216N-[(2,6-difluorophenyl)methylidene]hydroxylamine

Product 1

HCID 533953822,6-Difluorobenzoyl chloride oximeYield 65%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a fashion similar to that for preparation 14, 2,6-difluorobenzaldehyde oxime (2.00 g, 12.7 mmol), N-chlorosuccinimide (1.75 g, 13.2 mmol), and DMF (20 ml) gave 2,6-difluorobenzoylchloride oxime (1.58 g, 65%) after column chromatography (silica gel, hexanes/diethyl ether gradient).

Sources & evidence

ORD record
ord-5db88d7579b64a6295ccac388dc398f8
Source dataset
uspto-grants-2003_12
Patent number
US06670373B1

Reaction notes

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