Phosphorus oxychloride → HCID 18763615, compound

HRID 431244Notes

Reaction equation

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

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178429318HCID 178429318, compound

Product 1

HCID 18763615HCID 18763615, compoundYield 58%

Procedure

In analogy to example 12c), by heating (E)-2-[2-(3,4-dichloro-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (0.56 g, 2 mmol) in POCl3 (3.66 ml, 40 mmol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-2-[2-(3,4-dichloro-phenyl)-vinyl]-6-methyl-pyrimidine (0.345 g, 58%) as a pink solid. EI mass spectrum, m/e: 298 (M calculated for C13H9Cl3N2: 298).

Sources & evidence

ORD record: ord-cc789474eb8648edadbee93195a0bc11
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06657060B2

Reaction notes

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