Phosphorus oxychloride → HCID 18763608, compound

HRID 431245Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[CH:10]/[C:11]1[N:16]=[C:15](O)[CH:14]=[C:13]([CH3:18])[N:12]=1.O=P(Cl)(Cl)[Cl:21]>>[Cl:21][C:15]1[CH:14]=[C:13]([CH3:18])[N:12]=[C:11](/[CH:10]=[CH:9]/[C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[Cl:1])[N:16]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178429316HCID 178429316, compound

Product 1

HCID 18763608HCID 18763608, compoundYield 92.1%

Procedure

In analogy to example 12c), by heating (E)-2-[2-(2,4-dichloro-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (0.5 g, 1.78 mmol) in POCl3 (3.26 ml, 35.6 mmol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-2-[2-(2,4-dichloro-phenyl)-vinyl]-6-methyl-pyrimidine (0.491 g, 92%) as a pink solid. EI mass spectrum, m/e: 298 (M calculated for C13H9Cl3N2: 298).

Sources & evidence

ORD record: ord-96e98c270b1043db9e9048b4ffc4c060
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06657060B2

Reaction notes

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