Chlorosuccinimide → 2,6-Dichloro-benzaldehyde chloro-oxime

HRID 1689799Notes

Reaction equation

HRID 1689799 reaction equation
[Cl:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:11]=1[CH:12]=[N:13][OH:14]>CN(C=O)C>[Cl:1][O:14][N:13]=[CH:12][C:11]1[C:10]([Cl:9])=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:19]

Participants

4

Reactant 2

HCID 31398Chlorosuccinimide2×HCID 91328Benzaldehyde, 2,6-dichloro-, oxime

Product 1

HCID 866424822,6-Dichloro-benzaldehyde chloro-oxime

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

Alternate Procedure: Add a solution of N-chlorosuccinimide (8.4 g, 62.8 mmol) in DMF (33 mL) to a 42° C. solution of 2,6-dichloro-benzaldehyde oxime (217 g, 1.14 mol) in DMF (700 mL). Stir for 30 minutes and then add a solution of N-chlorosuccinimide (159 g, 1.19 mol) in DMF (617 mL) while maintaining the temperature between 40° C. and 45° C. Stir for 1 hour. Cool to room temperature and stir for 2 h. The resulting solution of the title compound is used directly Step 3.

Workup

  1. temperaturewhile maintaining the temperature between 40° C. and 45° C
  2. stirringStir for 1 hour
  3. stirringstir for 2 h

Sources & evidence

ORD record
ord-7b6ba206138744d2aec9f04ee0bbe1d6
Source dataset
uspto-grants-2012_04
Patent number
US08153624B2

Reaction notes

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