Phosphorus pentachloride → 2-Chloro-5,6-dimethylpyridine-3-carbonitrile

반응식

[C:1]([C:3]1[C:4](O)=[N:5][C:6]([CH3:10])=[C:7]([CH3:9])[CH:8]=1)#[N:2].P(Cl)(Cl)(Cl)(Cl)[Cl:13]>>[Cl:13][C:4]1[C:3]([C:1]#[N:2])=[CH:8][C:7]([CH3:9])=[C:6]([CH3:10])[N:5]=1

참가 물질

반응물 2

HCID 24819Phosphorus pentachloride

HCID 178426619HCID 178426619, 화합물

생성물 1

HCID 128911062-Chloro-5,6-dimethylpyridine-3-carbonitrile수율 53.6%

실험 절차

An intimate mixture of 3-cyano-5,6-dimethyl-2-hydroxypyridine (42 g) and phosphorus pentachloride (81 g) was heated at 140°-160° for 2 hours. Phosphoryl chloride was removed by distillation under reduced pressure and icewater (500 g) was added to the residue. The mixture was adjusted to pH 7 with aqueous sodium hydroxide and extracted with ether. The ether extracts were evaporated to an oil which was crystallised from ether/petroleum ether (b.p. 60°-80°) to give 2-chloro-3-cyano-5,6-dimethylpyridine (25.3 g) m.p. 83°-87°.

후처리

temperaturewas heated at 140°-160° for 2 hours
customPhosphoryl chloride was removed by distillation under reduced pressure and icewater (500 g)
additionwas added to the residue
extractionextracted with ether
customThe ether extracts were evaporated to an oil which
customwas crystallised from ether/petroleum ether (b.p. 60°-80°)

출처 및 근거

ORD 기록: ord-657b84ad8eb94ca5b6c8b1e9a53c5a4c
출처 데이터셋: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04234588

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