Lawesson's reagent → 6,7-Dichloro-2,3-dimethoxy-5-thioacetamidoquinoxaline

HRID 842676노트

반응식

HRID 842676 반응식
[C:1]([NH:4][C:5]1[C:14]([Cl:15])=[C:13]([Cl:16])[CH:12]=[C:11]2[C:6]=1[N:7]=[C:8]([O:19][CH3:20])[C:9]([O:17][CH3:18])=[N:10]2)(=O)[CH3:2].COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:30]2)=CC=1>C1(C)C=CC=CC=1>[Cl:15][C:14]1[C:5]([NH:4][C:1](=[S:30])[CH3:2])=[C:6]2[C:11](=[CH:12][C:13]=1[Cl:16])[N:10]=[C:9]([O:17][CH3:18])[C:8]([O:19][CH3:20])=[N:7]2

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 22614897HCID 22614897, 화합물

생성물 1

HCID 226148756,7-Dichloro-2,3-dimethoxy-5-thioacetamidoquinoxaline수율 135.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

5-Acetamido-6,7-dichloro-2,3-dimethoxyquinoxaline (20.49 g, 64.8 mmol) was added to a stirred suspension of 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulphide (Lawesson's reagent) (15.7 g, 38.9 mmol) in toluene (432 ml) at room temperature under nitrogen. The mixture was warmed to the reflux temperature 25 minutes and was maintained at that temperature for a further 90 minutes. After being cooled the mixture was concentrated under reduced pressure and the residue purified by flash chromatography on silica gel, eluting with dichloromethane. 6,7-Dichloro-2,3-dimethoxy-5-thioacetamidoquinoxaline (17.54 g, 81%) was obtained as a yellow foam.

후처리

  1. temperatureThe mixture was warmed to the reflux temperature 25 minutes
  2. temperaturewas maintained at that temperature for a further 90 minutes
  3. temperatureAfter being cooled the mixture
  4. concentrationwas concentrated under reduced pressure
  5. customthe residue purified by flash chromatography on silica gel
  6. washeluting with dichloromethane

출처 및 근거

ORD 기록
ord-654b969f0a0d4737966e464ba3df1b6d
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376490B1

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