Phosphorus oxychloride → HCID 18763676, compound

HRID 431241Notes

Reaction equation

HRID 431241 reaction equation
[CH3:1][O:2][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:21]>>[Cl:21][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]([O:2][CH3:1])=[CH:4][CH:5]=2)[N:16]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178490017HCID 178490017, compound

Product 1

HCID 18763676HCID 18763676, compoundYield 94.7%

Procedure

In analogy to example 12c), by heating (E)-2-[2-(4-methoxy-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (0.3 g, 1.24 mmol) in POCl3 (2.27 ml, 24.76 mmol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-2-[2-(4-methoxy-phenyl)-vinyl]-6-methyl-pyrimidine (0.306 g, 94%) as a light yellow solid. EI mass spectrum, m/e: 260.1 (M calculated for C14H13ClN2O: 260).

Sources & evidence

ORD record
ord-81909aa647954c5a9a0ea6adabd152cd
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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