Phosphorus oxychloride → 8-Bromo-2-chloroquinoxaline

반응식

[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=O)[CH:8]=[N:7]2.O=P(Cl)(Cl)[Cl:15]>>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([Cl:15])[CH:8]=[N:7]2

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 593927088-Bromoquinoxalin-2(1H)-one

생성물 1

HCID 593926708-Bromo-2-chloroquinoxaline

반응 조건

온도: 50 °C

실험 절차

A mixture of 2.0 g (ca. 7.64 mmol) 8-Bromo-1H-quinoxalin-2-one and 36 ml of POCl3 is heated to 50° C. for 16 h. After cooling, the excess of POCl3 is evaporated, water is then added and extracted 3× with CH2Cl2. The combined organic layers are successively washed with water, NaHCO3, saturated brine, dried over Na2SO4, filtered and the filtrate is concentrated in vacuo. The residue is purified by chromatography (silicagel, hexane:CH2Cl2=7:3=>1:1) to afford the title compound as a pale orange solid, MS: 243 (M)+

후처리

temperatureAfter cooling
customthe excess of POCl3 is evaporated
additionwater is then added
extractionextracted 3× with CH2Cl2
washThe combined organic layers are successively washed with water, NaHCO3, saturated brine
dry with materialdried over Na2SO4
filtrationfiltered
concentrationthe filtrate is concentrated in vacuo
customThe residue is purified by chromatography (silicagel, hexane:CH2Cl2=7:3=>1:1)

출처 및 근거

ORD 기록: ord-d17185f5bce94effaf1c9d3a0087e6ea
출처 데이터셋: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08193189B2

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