Phosphorus oxychloride → HCID 73462181, compound

HRID 431242Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1/[CH:11]=[CH:12]/[C:13]1[N:18]=[C:17](O)[CH:16]=[C:15]([CH3:20])[N:14]=1.O=P(Cl)(Cl)[Cl:23]>>[Cl:23][C:17]1[CH:16]=[C:15]([CH3:20])[N:14]=[C:13]([CH:12]=[CH:11][C:4]2[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=2[O:2][CH3:1])[N:18]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178490019HCID 178490019, compound

Product 1

HCID 73462181HCID 73462181, compoundYield 60%

Procedure

In analogy to example 12c), by heating (E)-2-[2-(2,4-dimethoxy-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (0.33 g, 1.22 mmol) in POCl3 (2.24 ml, 24.5 mmol) at 130° C. for 4.5 h there was obtained 4-chloro-2-[2-(2,4-dimethoxy-phenyl)-vinyl]-6-methyl-pyrimidine (0.21 g, 60%) as a light yellow solid. EI mass spectrum, m/e: 290 (M calculated for C15H15ClN2O2: 290).

Sources & evidence

ORD record: ord-e90d8469066a451188ac1516c79586fb
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06657060B2

Reaction notes

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