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

반응식

P(Cl)(Cl)([Cl:3])=O.O=[C:7]1[C:12]([C:13]#[N:14])=[CH:11][C:10]([CH3:15])=[C:9]([CH3:16])[NH:8]1>>[Cl:3][C:7]1[C:12]([C:13]#[N:14])=[CH:11][C:10]([CH3:15])=[C:9]([CH3:16])[N:8]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 5905325,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

생성물 1

HCID 128911062-Chloro-5,6-dimethylpyridine-3-carbonitrile수율 66.7%

실험 절차

Phosphorus oxychloride (15 mL) was added to 2-oxo-1,2-dihydro-5,6-dimethyl pyridine-3-carbonitrile (2.00 g, 13.5 mmol) in a two neck 50 mL round bottom flask, and this mixture was stirred at RT for 1 h, and then refluxed for 12 h. Afterwards, the excess phosphorous oxychloride was distilled off, and the residue was poured into ice cooled water. The aqueous solution was basified with saturated sodium bicarbonate solution, and the precipitate that formed was filtered off to afford the title compound (1.50 g), yield: 66.7%.

후처리

temperaturerefluxed for 12 h
distillationAfterwards, the excess phosphorous oxychloride was distilled off
additionthe residue was poured into ice
temperaturecooled water
customthe precipitate that formed
filtrationwas filtered off

출처 및 근거

ORD 기록: ord-b309e95cbe9f4594af1d5931b4a3cb26
출처 데이터셋: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09040558B2

반응 노트

불러오는 중…