Phosphorus oxychloride → 6-Chloro-2,4-dimethyl-5-nitronicotinonitrile

反応式

O[C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[C:8]([CH3:13])[C:5]([C:6]#[N:7])=[C:4]([CH3:14])[N:3]=1.P(Cl)(Cl)([Cl:17])=O>O>[Cl:17][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[C:8]([CH3:13])[C:5]([C:6]#[N:7])=[C:4]([CH3:14])[N:3]=1

参加物

反応条件

温度: 100 °C

実験手順

A mixture of 6-hydroxy-2,4-dimethyl-5-nitronicotinonitrile (step 2, 3.2 g, 16.6 mmol) and phosphorus oxychloride (20 mL) was stirred at 100° C. for 16 h. After cooling, the mixture was poured in water (100 mL). The resulting mixture was extracted with dichloromethane (3×100 mL). The organic layer was washed with brine (50 mL), dried (MgSO4), and concentrated to afford 2.3 g (66%) of the title compound as brown solids: 1H-NMR (DMSO-d6) δ 2.82 (3H, s), 2.52 (3H, s).

後処理

temperatureAfter cooling
extractionThe resulting mixture was extracted with dichloromethane (3×100 mL)
washThe organic layer was washed with brine (50 mL)
dry with materialdried (MgSO4)
concentrationconcentrated

出典と根拠

ORDレコード: ord-2003220b71e0428c812655858a1ad4c7
出典データセット: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07928119B2

反応ノート

読み込み中…

参加物

反応物 2

HCID 24813Phosphorus oxychloride

HCID 178433489HCID 178433489、化合物

生成物 1

HCID 218761896-Chloro-2,4-dimethyl-5-nitronicotinonitrile収率 66%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度: 100 °C

実験手順

後処理

temperatureAfter cooling
extractionThe resulting mixture was extracted with dichloromethane (3×100 mL)
washThe organic layer was washed with brine (50 mL)
dry with materialdried (MgSO4)
concentrationconcentrated

出典と根拠

ORDレコード: ord-2003220b71e0428c812655858a1ad4c7
出典データセット: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07928119B2

反応ノート

読み込み中…