Phosphorus oxychloride → HCID 18763594, compound

HRID 431252Notes

Reaction equation

HRID 431252 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)[N:5]=[C:4](O)[CH:3]=1.O=P(Cl)(Cl)[Cl:21]>>[Cl:21][C:4]1[CH:3]=[C:2]([CH3:1])[N:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)[N:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178503160HCID 178503160, compound

Product 1

HCID 18763594HCID 18763594, compoundYield 93%

Procedure

In analogy to example 12c), by heating (E)-6-methyl-2-[2-(4-methylsulfanyl-phenyl)-vinyl]-pyrimidin-4-ol (2 g, 7.74 mmol) in POCl3 (14 ml, 0.15 mol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-6-methyl-2-[2-(4-methylsulfanyl-phenyl)-vinyl]-pyrimidine (1.99 g, 93%) as an off-white solid. EI mass spectrum, m/e: 276.1 (M calculated for C14H13ClN2S: 276).

Sources & evidence

ORD record
ord-10e99004be524a95a0d5f135886c7502
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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