Phosphorus oxychloride → HCID 18763668, compound

HRID 431249Notes

Reaction equation

HRID 431249 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:9]=[CH:10]/[C:11]2[N:16]=[C:15](O)[CH:14]=[C:13]([CH3:18])[N:12]=2)[CH:6]=[CH:7][CH:8]=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:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[N:16]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178490059HCID 178490059, compound

Product 1

HCID 18763668HCID 18763668, compoundYield 82%

Procedure

In analogy to example 12c),by heating (E)-2-[2-(3-methoxy-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (0.6 g, 2.48 mmol) in POCl3 (4.6 ml, 29.5 mmol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-2-[2-(3-methoxy-phenyl)-vinyl]-6-methyl-pyrimidine (0.53 g, 82%) as an orange solid. ISP mass spectrum, m/e: 261.2 (M+1 calculated for C14H13ClN2O: 261).

Workup

  1. customat 130° C.
  2. customfor 4.5 h

Sources & evidence

ORD record
ord-1bfa09ea2c91491098c527ff78abcdd4
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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