Phosphorus oxychloride → 4-Chloro-3-(2-chloroethyl)cinnoline

반응식

[Cl:1][CH2:2][CH2:3][C:4]1[C:13](=O)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][N:5]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:1][CH2:2][CH2:3][C:4]1[N:5]=[N:6][C:7]2[C:12]([C:13]=1[Cl:17])=[CH:11][CH:10]=[CH:9][CH:8]=2

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 200727583-(2-Chloroethyl)-4-oxo-(1H)-cinnoline

생성물 1

HCID 200727524-Chloro-3-(2-chloroethyl)cinnoline

실험 절차

3-(2-Chloroethyl)-4-oxo-(1H)-cinnoline (9 g, 0.043 mol) and phosphorus oxychloride (90 ml) were heated under reflux for 1 hour. After allowing to cool, the excess phosphorus oxychloride was evaporated under reduced pressure and the residue was poured onto ice (100 g), basified with concentrated ammonia solution, and extracted with chloroform (3×100 ml). The chloroform extracts were combined, dried over magnesium sulphate and evaporated under reduced pressure to give a solid, 8.00 g. Recrystallization from diethyl ether gave the title compound, m.p. 81-82°.

후처리

temperatureunder reflux for 1 hour
temperatureto cool
customthe excess phosphorus oxychloride was evaporated under reduced pressure
additionthe residue was poured onto ice (100 g)
extractionextracted with chloroform (3×100 ml)
dry with materialdried over magnesium sulphate
customevaporated under reduced pressure
customto give a solid, 8.00 g
customRecrystallization from diethyl ether

출처 및 근거

ORD 기록: ord-d075416f26954eb8b0f827581e8b9a58
출처 데이터셋: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04988695

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