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Benzoyl chloride → 7-Benzoylimidazo[5,1-b]thiazole

HRID 1839298
ノート
印刷プレビュー

反応式

HRID 1839298 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[S:14]1[CH:18]=[CH:17][N:16]2[CH:19]=[N:20][CH:21]=[C:15]12.C(=O)([O-])[O-].[Na+].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(=S)=S.ClCCl>[C:5]([C:21]1[N:20]=[CH:19][N:16]2[CH:17]=[CH:18][S:14][C:15]=12)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 7412Benzoyl chlorideHCID 10340Sodium CarbonateHCID 24436Sodium SulfateHCID 6451240Aluminum(III) ChlorideHCID 21262404Imidazo[5,1-b]thiazole

生成物 1

HCID 226320567-Benzoylimidazo[5,1-b]thiazole

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
2 回
HCID 6348Carbon Disulfide溶媒

実験手順

Aluminum chloride (5.33 g) was added to a solution of 4.64 ml of benzoyl chloride in 50 ml of carbon disulfide. A solution of 1.24 g of imidazo[5,1-b]thiazole in 50 ml of dichloromethane was added dropwise thereto. The mixture was stirred at room temperature for 2 hr. The reaction solution was poured into 50 g of ice. Dichloromethane (100 ml) was added thereto. Sodium carbonate (16.7 g) and 16.7 g of sodium sulfate were added in that order to the mixture with stirring. The insolubles were removed by filtration through Celite, and then washed with dichloromethane. Filtrate was concentrated under the reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1 to dichloromethane:ethyl acetate=2:1) to give 1.39 g of 7-benzoylimidazo[5,1-b]thiazole.

後処理

  1. stirringwith stirring
  2. customThe insolubles were removed by filtration through Celite
  3. washwashed with dichloromethane
  4. concentrationFiltrate was concentrated under the reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1 to dichloromethane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-5173fe91ebe141afba62b46513914ac4
出典データセット
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06677331B2

反応ノート

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