Phosphorus oxychloride → HCID 59338823, compound

HRID 12579Notes

Reaction equation

HRID 12579 reaction equation
O[C:2]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)=[CH:6][C:3]=1[C:4]#[N:5].O=P(Cl)(Cl)[Cl:25]>>[Cl:25][C:2]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)=[CH:6][C:3]=1[C:4]#[N:5]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178423778HCID 178423778, compound2×

Product 1

HCID 59338823HCID 59338823, compound

Procedure

A solution of 2-hydroxy-6-phenyl-5-p-tolylnicotinonitrile (Compound 114, 528 mg, 1.9 mmol) in POCl3 (5 ml) was heated to 110° C. overnight. POCl3 was removed and the residue was purified by MPLC column chromatography (silica gel, 10% ethyl acetate in hexane) to obtain the title compound as an oil-foam.

Workup

  1. customPOCl3 was removed
  2. customthe residue was purified by MPLC column chromatography (silica gel, 10% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-c9aa8d926b9e4d48be5d60afa1a929ff
Source dataset
uspto-grants-2010_06
Patent number
US07728014B2

Reaction notes

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