Hexane → 3-Nitro-2-(2-phenylsulfanyl-ethylsulfanyl)pyridine

HRID 888260

反応式

HRID 888260 の反応式
Cl[CH2:2][CH2:3][S:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(=O)([O-])[O-].[K+].[K+].[SH:17][C:18]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=1.CCCCCC>CN(C=O)C>[N+:24]([C:23]1[C:18]([S:17][CH2:2][CH2:3][S:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[N:19][CH:20]=[CH:21][CH:22]=1)([O-:26])=[O:25]

参加物

6

反応物 4

HCID 8058HexaneHCID 11430Potassium CarbonateHCID 21702((2-Chloroethyl)thio)benzeneHCID 178526679HCID 178526679、化合物

生成物 1

HCID 671342393-Nitro-2-(2-phenylsulfanyl-ethylsulfanyl)pyridine収率 66%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

3.44 g (20.0 mmol) (2-chloroethyl)(phenyl)sulfane and 5.53 g (40.0 mmol) potassium carbonate were added to a solution of 1.56 g (10.0 mmol) 2-mercapto-3-nitropyridine in DMF (30 ml) and heated for 4 h at 60° C. Then the mixture was diluted with EE and washed with brine. The organic phase was separated off, dried over Na2SO4, filtered and concentrated to small volume under vacuum. Column chromatography (hexane/EE 9:1) of the residue yielded 1.93 g (6.6 mmol, 66%) 3-nitro-2-(2-phenylsulfanyl-ethylsulfanyl)pyridine.

後処理

  1. additionThen the mixture was diluted with EE
  2. washwashed with brine
  3. customThe organic phase was separated off
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated to small volume under vacuum

出典と根拠

ORDレコード
ord-d3e7cedc03e24bf9af5227f9c7d87216
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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