Phosphorus oxychloride → 2-Chloro-6-trifluoromethyl-4-(4-trifluoromethylphenyl)-pyridine

HRID 1927832Notes

Reaction equation

HRID 1927832 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[NH:8][C:7](=O)[CH:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:4]=1.P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:7]1[CH:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:4]=[C:3]([C:2]([F:21])([F:20])[F:1])[N:8]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 574686386-trifluoromethyl-4-(4-trifluoromethylphenyl)-1H-pyridin-2-one

Product 1

HCID 574686352-Chloro-6-trifluoromethyl-4-(4-trifluoromethylphenyl)-pyridine

Procedure

The title compound was prepared from 6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-1H-pyridin-2-one (23.7 g, 77 mmol) and phosphoryl chloride (35.2 mL, 386 mmol) according to the general procedure Ia to d preparation of chlorides. Obtained as an off-white solid (16.5 g, 66%). MS (ISP) 326.1 [(M+H)+] and 328 [(M+2+H)+].

Sources & evidence

ORD record
ord-c172e3353df64790a6fd039c91634cf5
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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