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

HRID 842676ノート

反応式

HRID 842676 の反応式
[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

参加物

4

反応物 2

HCID 87949Lawesson's reagentHCID 22614897HCID 22614897、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-654b969f0a0d4737966e464ba3df1b6d
出典データセット
uspto-grants-2002_04
特許番号
US06376490B1

反応ノート

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