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

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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

참가 물질

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온도: 100 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록: ord-2003220b71e0428c812655858a1ad4c7
출처 데이터셋: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07928119B2

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참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178433489HCID 178433489, 화합물

생성물 1

HCID 218761896-Chloro-2,4-dimethyl-5-nitronicotinonitrile수율 66%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도: 100 °C

실험 절차

후처리

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

출처 및 근거

ORD 기록: ord-2003220b71e0428c812655858a1ad4c7
출처 데이터셋: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07928119B2

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