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

HRID 1989098Notes

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)[N:9]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:10]1[N: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 574686134-(4-chloro-phenyl)-6-methyl-1H-pyrimidin-2-one

Product 1

HCID 202255702-Chloro-4-(4-chloro-phenyl)-6-methyl-pyrimidine

Procedure

The title compound was prepared from 4-(4-chloro-phenyl)-6-methyl-1H-pyrimidin-2-one (11.0 g, 50.0 mmol) and phosphoryl chloride (20 mL) according to step 3 of the general procedure I. Obtained as an off-white solid (6.8 g, 57%). MS (ISP) 239.0 [(M+H)+]; mp 116-117° C.

Sources & evidence

ORD record: ord-b2fbd948f4334632bc53c3d4dfb088b1
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07642264B2

Reaction notes

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