Cyclohexanone Oxime → HCID 87532370, compound

HRID 1773847Notes

Reaction equation

HRID 1773847 reaction equation
[C:1]1(=[N:7][OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:9]1[C:16](Cl)=[N:15][C:13](Cl)=[N:12][C:10]=1Cl>N1C=CC=CC=1>[C:1]1(=[N:7][O:8][C:10]2[N:12]=[C:13]([O:8][N:7]=[C:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[N:15]=[C:16]([O:8][N:7]=[C:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[N:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7517Cyclohexanone OximeHCID 7954Cyanuric chloride

Product 1

HCID 87532370HCID 87532370, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a cold (0° C.) solution of cyclohexanone oxime (4.53 g, 0.04 mol) in dry pyridine (20 ml) is added cyanuric chloride (1.84 g, 0.01 mol). An exothermic reaction occurs and the temperature rises to 22° C. The solution is then stirred 15 h at room temperature and then poured into 200 ml of ice-cold water. The precipitated solid is filtered off, dried and recrystallized from dichloromethane-hexane to afford 3.57 g of the title compound as a white solid. The compound decomposes without melting above 120° C. (DSC data).

Workup

  1. customAn exothermic reaction
  2. customrises to 22° C
  3. filtrationThe precipitated solid is filtered off
  4. customdried
  5. customrecrystallized from dichloromethane-hexane

Sources & evidence

ORD record
ord-745196496e1e4ce0a88c0ae59d17fa8a
Source dataset
uspto-grants-2016_02
Patent number
US09255217B2

Reaction notes

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