Phosphorus oxychloride → HCID 18763675, compound

HRID 431243Notes

Reaction equation

HRID 431243 reaction equation
O[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4](/[CH:9]=[CH:10]/[C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=2)[N:3]=1.O=P(Cl)(Cl)[Cl:21]>>[Cl:21][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4](/[CH:9]=[CH:10]/[C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=2)[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178429320HCID 178429320, compound

Product 1

HCID 18763675HCID 18763675, compoundYield 76.9%

Procedure

In analogy to example 12c), by heating (E)-4-[2-(4-hydroxy-6-methyl-pyrimidin-2-yl)-vinyl]-benzonitrile (0.71 g, 3 mmol) in POCl3 (5.49 ml, 60 mmol) at 130° C. for 4.5 h there was obtained (E)-4-[2-(4-chloro-6-methyl-pyrimidin-2-yl)-vinyl]-benzonitrile (0.59 g, 76%) as a pink solid. EI mass spectrum, m/e: 255 (M calculated for C14H10ClN3: 255).

Sources & evidence

ORD record
ord-688abde49a064ac8985777fb8d87daf1
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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