Phosphorus oxychloride → 2-Chloro-4-(4-chloro-phenyl)-6-methyl-pyridine

HRID 1989110Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[NH:11][C:10](=O)[CH:9]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:10]1[CH:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:13]=[C:12]([CH3:14])[N:11]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 574686404-(4-chloro-phenyl)-6-methyl-1H-pyridin-2-one

Product 1

HCID 574686392-Chloro-4-(4-chloro-phenyl)-6-methyl-pyridine

Procedure

The title compound was prepared from 4-(4-chloro-phenyl)-6-methyl-1H-pyridin-2-one (15 g, 68 mmol) and phosphoryl chloride (31.1 mL, 341 mmol) according to the general procedure Ia to d preparation of chlorides. Obtained as a brown solid (12.3 g, 75%). MS (ISP) 238.1 [(M+H)+], 240 [(M+2+H)+] and 242 [(M+4+H)+].

Sources & evidence

ORD record: ord-2bcc465bc4f443728b0b8abf29954f77
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07642264B2

Reaction notes

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