Phosphorus oxychloride → HCID 117770476, compound

HRID 1526291Notes

Reaction equation

HRID 1526291 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:14])[C:4](=[O:15])[C:3]=1[CH:16]=[N:17]O.P(Cl)(Cl)(Cl)=O>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:14])[C:4](=[O:15])[C:3]=1[C:16]#[N:17]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 117770541HCID 117770541, compound

Product 1

HCID 117770476HCID 117770476, compoundYield 53.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 4-chloro-3-((hydroxyimino)methyl)-1-(2-methylphenyl)pyridin-2(1H)-one obtained in Step C (6.36 g) in acetonitrile (60 mL) was added phosphorus oxychloride (2.93 mL) at room temperature. The reaction mixture was heated at 90° C. for 1 hr, cooled to room temperature, and poured into ice water. The resulting solid was collected by filtration to give the title compound (3.15 g).

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-cd2c707a2b404b00a5f824bddde5841a
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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