Phosphorus oxychloride → HCID 86585401, compound

HRID 431254Notes

Reaction equation

HRID 431254 reaction equation
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6](/[CH:10]=[CH:11]/[C:12]2[N:17]=[C:16](O)[CH:15]=[C:14]([CH3:19])[N:13]=2)[CH:5]=1.O=P(Cl)(Cl)[Cl:23]>>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6](/[CH:10]=[CH:11]/[C:12]2[N:17]=[C:16]([Cl:23])[CH:15]=[C:14]([CH3:19])[N:13]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178497735HCID 178497735, compound

Product 1

HCID 86585401HCID 86585401, compoundYield 45.4%

Procedure

In analogy to example 12c), by heating (E)-3-[2-(4-hydroxy-6-methyl-pyrimidin-2-yl)-vinyl]-benzoic acid methyl ester (2 g, 7.4 mmol) in POCl3 (13.6 ml, 0.15 mol) at 130° C. for 4.5 h there was obtained (E)-3-[2-(4-chloro-6-methyl-pyrimidin-2-yl)-vinyl]-benzoic acid methyl ester (0.97 g, 45%) as a light-yellow solid. EI mass spectrum, m/e: 288.1 (M calculated for C15H13ClN2O2: 288).

Sources & evidence

ORD record
ord-87d5ea59df554cba8748a262a79b0254
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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