Phosphorus oxychloride → HCID 18763646, compound

HRID 431247Notes

Reaction equation

[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]2[N:16]=[C:15](O)[CH:14]=[C:13]([CH3:18])[N:12]=2)=[CH:5][CH:4]=1.O=P(Cl)(Cl)[Cl:22]>>[Cl:22][C:15]1[CH:14]=[C:13]([CH3:18])[N:12]=[C:11](/[CH:10]=[CH:9]/[C:6]2[CH:7]=[CH:8][C:3]([N:2]([CH3:19])[CH3:1])=[CH:4][CH:5]=2)[N:16]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178429325HCID 178429325, compound

Product 1

HCID 18763646HCID 18763646, compoundYield 18.5%

Procedure

In analogy to example 12c), by heating 2-[2-(4-dimethylamino-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (2 g, 7.8 mmol) in POCl3 (14.3 ml, 157 mmol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-2-[2-(4-dimethylamino-phenyl)-vinyl]-6-methyl-pyrimidine (0.38 g, 18.5%) as a dark oil. EI mass spectrum, m/e: 273 (M calculated for C15H16ClN3: 273).

Sources & evidence

ORD record: ord-125ffb946d7f42cca90ac9c7f3b0b15e
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06657060B2

Reaction notes

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