Phosphorus oxychloride → 2-Butyl-4-chloro-6-methylpyrimidine

Reaction equation

[CH2:1]([C:5]1[NH:10][C:9](=O)[CH:8]=[C:7]([CH3:12])[N:6]=1)[CH2:2][CH2:3][CH3:4].P(Cl)(Cl)([Cl:15])=O>>[CH2:1]([C:5]1[N:10]=[C:9]([Cl:15])[CH:8]=[C:7]([CH3:12])[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 1354243772-Butyl-6-methyl-4-pyrimidinol

Product 1

HCID 176064082-Butyl-4-chloro-6-methylpyrimidine

Procedure

The pyrimidinone from Example 3 2-n-butyl-6-methylpyrimidin-4(3H)-one is converted to the title compound upon treatment with phosphoryl chloride as described by Gabriel amd Colman (Ber. 1899, 32, 2921) and by Marshall and Walker (J. Chem. Soc., 1951, 1004).

Sources & evidence

ORD record: ord-4c1862e115cb4fe79b223dce9e83a049
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05100897

Reaction notes

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