Phosphorus oxychloride → HCID 18763595, compound

HRID 431246Notes

Reaction equation

HRID 431246 reaction equation
O[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4](/[CH:9]=[CH:10]/[C:11]2[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=2)[C:14]#[N:15])[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:12]=[C:13]([CH:16]=[CH:17][CH:18]=2)[C:14]#[N:15])[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178429312HCID 178429312, compound

Product 1

HCID 18763595HCID 18763595, compoundYield 99.4%

Procedure

In analogy to example 12c), by heating (E)-3-[2-(4-hydroxy-6-methyl-pyrimidin-2-yl)-vinyl]-benzonitrile (1 g, 4.21 mmol) in POCl3 (7.7 ml, 84.3 mmol) at 130° C. for 4.5 h there was obtained (E)-3-[2-(4-chloro-6-methyl-pyrimidin-2-yl)-vinyl]-benzonitrile (1.07 g, 99%) as an orange solid. EI mass spectrum, m/e: 255 (M calculated for C14H10ClN3: 255).

Sources & evidence

ORD record
ord-10062a80a8904fa6b4a5546dc9afe443
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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