Chlorosuccinimide → HCID 90280186, compound

HRID 1506650Notes

Reaction equation

HRID 1506650 reaction equation
[CH:1](=[N:10][OH:11])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C1C(=O)N([Cl:19])C(=O)C1>CN(C=O)C>[OH:11][N:10]=[C:1]([Cl:19])/[CH:2]=[CH:3]\[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 893693-Phenyl-2-propenal oxime

Product 1

HCID 90280186HCID 90280186, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of cinnamaldoxime (10 g, 68 mmol) in DMF (100 mL) at room temperature was added solid NCS (9.08 g, 68 mmol). The suspension was stirred at room temperature overnight. The reaction mixture was poured into ice-water, extracted with a mixture of ethyl acetate and hexanes (7:3, 3×), dried with Na2SO4, concentrated and dried in vacuum to give the title compound.

Workup

  1. extractionextracted with a mixture of ethyl acetate and hexanes (7:3, 3×)
  2. dry with materialdried with Na2SO4
  3. concentrationconcentrated
  4. customdried in vacuum

Sources & evidence

ORD record
ord-9bcfa6fa51cd4bbab05c4af939d27f79
Source dataset
uspto-grants-2015_12
Patent number
US09220710B2

Reaction notes

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