Hydrochloric Acid → HCID 91622765, compound

HRID 2111002Notes

Reaction equation

HRID 2111002 reaction equation
[Cl:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([CH:7]=[N:8][OH:9])=[CH:5][CH:4]=1.[Cl:12]N1C(=O)CCC1=O.Cl.O>CN(C=O)C.O1CCOCC1>[CH:11]1[C:3]([CH2:2][Cl:1])=[CH:4][CH:5]=[C:6](/[C:7](/[Cl:12])=[N:8]\[OH:9])[CH:10]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 31398ChlorosuccinimideHCID 762257374-Chloromethylbenzaldehyde oxime

Product 1

HCID 91622765HCID 91622765, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

4-Chloromethylbenzaldehyde oxime (12.69 g, 74.82 mmol) was dissolved in DMF (250 ml), N-chlorosuccinimide (12.00 g, 89.87 mmol), and then 4N hydrogen chloride in 1,4-dioxane (120 ml) were added, and the mixture was stirred at room temperature for 30 min. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (15.27 g, 100%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6c8d6cf412444ae1abef2f3bd68dc42f
Source dataset
uspto-grants-2009_04
Patent number
US07517996B2

Reaction notes

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