Phosphorus oxychloride → HCID 18763600, compound

HRID 431256Notes

Reaction equation

HRID 431256 reaction equation
[Cl:1][C:2]1[C:3](F)=[C:4](/[CH:9]=[CH:10]/[C:11]2[N:16]=[C:15](O)[CH:14]=[C:13]([CH3:18])[N:12]=2)[CH:5]=[CH:6][C:7]=1[F:8].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:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=2)[N:16]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178429324HCID 178429324, compound

Product 1

HCID 18763600HCID 18763600, compoundYield 83.3%

Procedure

In analogy to example 12c), by heating (E)-2-[2-(3-chloro-4-fluorofluoro-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (1.85 g, 7 mmol) in POCl3 (12.83 ml, 0.14 mol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-2-[2-(3-chloro-4-fluoro-phenyl)-vinyl]-6-methyl-pyrimidine (1.65 g, 83%) as a yellow solid. EI mass spectrum, m/e: 282 (M+1 calculated for C13H9Cl2FN2: 282).

Sources & evidence

ORD record
ord-d775a2d7fdc5405a8bb789cb73efa6e8
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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