Phosphorus oxychloride → 6-Chloro-2-methylnicotinonitrile

반응식

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

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 113785166-Hydroxy-2-methylnicotinonitrile

생성물 1

HCID 123877376-Chloro-2-methylnicotinonitrile

실험 절차

A mixture of 2-Methyl-6-oxo-1,6-dihydro-pyridine-3-carbonitrile (44 g) and POCl3 (250 ml) was refluxed for 3 h. The reaction mixture was dried down in vacuum and ice followed by conc. aqueous ammonia (300 ml) was added. The aqueous layer was extracted with EtOAc. The organic layer was separated, dried and concentrated in vacuum affording the title compound (23.5 g, BP (18 mbar) 119-120° C.).

후처리

temperaturewas refluxed for 3 h
customThe reaction mixture was dried down in vacuum and ice
additionwas added
extractionThe aqueous layer was extracted with EtOAc
customThe organic layer was separated
customdried
concentrationconcentrated in vacuum

출처 및 근거

ORD 기록: ord-2b5428a5670845489790d812dc7b0690
출처 데이터셋: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08653075B2

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