Water → 5-(benzenesulfonyl)-4,6-dihydro-5H-pyrrolo[3,4-d]thiazole

HRID 546432

反応式

HRID 546432 の反応式
[C:1]1([S:7]([NH2:10])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:12][C:13]1[N:14]=[CH:15][S:16][C:17]=1[CH2:18]Br.[H-].[Na+].O>CN(C)C=O.ClCCl>[C:1]1([S:7]([N:10]2[CH2:18][C:17]3[S:16][CH:15]=[N:14][C:13]=3[CH2:12]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 962WaterHCID 7370BenzenesulfonamideHCID 24758Sodium hydrideHCID 108496984,5-Bis(bromomethyl)thiazole

生成物 1

HCID 184428065-(benzenesulfonyl)-4,6-dihydro-5H-pyrrolo[3,4-d]thiazole収率 12.7%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

Benzenesulfonamide (638 mg) and 4,5-bis(bromo-methyl)thiazole (1.10 g) were dissolved in dimethylformamide (10 ml), 60% sodium hydride in oil (357 mg) was added at a time, and the mixture was stirred at room temperature for 3 hours. Water and dichloromethane were added to conduct liquid separation. After the resultant oil layer was dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was purified by column chromatography on silica gel (dichloromethane:ethylacetate=9:1) to obtain the title compound (137 mg) as colorless powder.

後処理

  1. customliquid separation
  2. dry with materialAfter the resultant oil layer was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off
  4. customthe residue was purified by column chromatography on silica gel (dichloromethane:ethylacetate=9:1)

出典と根拠

ORDレコード
ord-dabc27cbc47a4c8ba6825ec6c4a279b0
出典データセット
uspto-grants-2011_05
特許番号
US07935824B2

関連ノート

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