Hexane → 2-[2-(Benzenesulfonyl)-ethylsulfanyl]-3-nitropyridine

HRID 888259

反応式

HRID 888259 の反応式
CC([O-])(C)C.[K+].[C:7]1([S:13]([CH2:16][CH2:17][SH:18])(=[O:15])=[O:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl[C:20]1[C:25]([N+:26]([O-:28])=[O:27])=[CH:24][CH:23]=[CH:22][N:21]=1.CCCCCC>CN(C=O)C.[Cl-].[Na+].O>[C:7]1([S:13]([CH2:16][CH2:17][S:18][C:20]2[C:25]([N+:26]([O-:28])=[O:27])=[CH:24][CH:23]=[CH:22][N:21]=2)(=[O:15])=[O:14])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

7

反応物 4

HCID 8058HexaneHCID 796132-Chloro-3-nitropyridineHCID 4470932-(Phenylsulfonyl)ethanethiolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 671337572-[2-(Benzenesulfonyl)-ethylsulfanyl]-3-nitropyridine収率 46%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

1.8 g (16.0 mmol) potassium tert-butylate were added to a solution of 3.0 g (14.8 mmol) 2-(phenylsulfonyl)ethanethiol in DMF (35 ml) and the mixture was stirred for 30 min at room temperature. Then 2.5 g (15.8 mmol) 2-chloro-3-nitropyridine were added and the mixture was stirred for a further 1 h at RT. Then it was diluted with a brine/EE mixture (1:1 vv) and stirred for a further 30 min at RT. Then the organic phase was separated off, washed with water and brine, dried over Na2SO4, filtered and concentrated to small volume under vacuum. Column chromatography (hexane/EE 6:1) of the residue yielded 2.2 g (6.8 mmol, 46%) 2-[2-(benzenesulfonyl)-ethylsulfanyl]-3-nitropyridine.

後処理

  1. stirringthe mixture was stirred for a further 1 h at RT
  2. stirringstirred for a further 30 min at RT
  3. customThen the organic phase was separated off
  4. washwashed with water and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated to small volume under vacuum

出典と根拠

ORDレコード
ord-6cd212b40b0f4f10b0d04144f712bace
出典データセット
uspto-grants-2012_08
特許番号
US08247573B2

関連ノート

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