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

反応式

[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

参加物

反応物 2

HCID 24819Phosphorus pentachloride

HCID 178426619HCID 178426619、化合物

生成物 1

HCID 128911062-Chloro-5,6-dimethylpyridine-3-carbonitrile収率 53.6%

実験手順

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°.

後処理

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°)

出典と根拠

ORDレコード: ord-657b84ad8eb94ca5b6c8b1e9a53c5a4c
出典データセット: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US04234588

反応ノート

読み込み中…

参加物