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

HRID 888260

반응식

HRID 888260 반응식
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]

참가 물질

6

반응물 4

HCID 8058HexaneHCID 11430Potassium CarbonateHCID 21702((2-Chloroethyl)thio)benzeneHCID 178526679HCID 178526679, 화합물

생성물 1

HCID 671342393-Nitro-2-(2-phenylsulfanyl-ethylsulfanyl)pyridine수율 66%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d3e7cedc03e24bf9af5227f9c7d87216
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247573B2

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