tert-Butyl mercaptan → 2-Tert-butylthio-5-ethyl-6-methyl-3-nitropyridine

HRID 1033001노트

반응식

HRID 1033001 반응식
[H-].[Na+].[CH3:3][C:4]([SH:7])([CH3:6])[CH3:5].Cl[C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:12]([CH2:18][CH3:19])=[C:11]([CH3:20])[N:10]=1>CN(C)C=O>[C:4]([S:7][C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:12]([CH2:18][CH3:19])=[C:11]([CH3:20])[N:10]=1)([CH3:6])([CH3:5])[CH3:3]

참가 물질

5

반응물 3

HCID 6387tert-Butyl mercaptanHCID 24758Sodium hydrideHCID 103755472-Chloro-5-ethyl-6-methyl-3-nitropyridine

생성물 1

HCID 104000932-Tert-butylthio-5-ethyl-6-methyl-3-nitropyridine수율 26.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of sodium hydride (0.23 g, 9.8 mmol) in dimethylformamide (DMF, 20 mL) under an atmosphere of nitrogen, 2-methyl-2-propanethiol (1 mL, 8 mmol) was added. After stirring at room temperature for 15 minutes, a clear solution was obtained. Then a solution of 2-chloro-5-ethyl-6-methyl-3-nitropyridine (1.5 g, 7.5 mmol) in DMF (2 mL) was added, and the reacting mixture turned dark green to black in color. After addition was completed, the mixture was stirred for an additional 15 minutes, and then concentrated under reduced pressure (0.1 torr). The residue was subjected to column chromatography on silica gel, eluted with 60% chloroform in hexane. Collection and concentration of appropriate fractions yielded 0.5 g (26%) of the corresponding 2-tert-butylthiopyridine as a bright yellow solid.

후처리

  1. customa clear solution was obtained
  2. additionAfter addition
  3. stirringthe mixture was stirred for an additional 15 minutes
  4. concentrationconcentrated under reduced pressure (0.1 torr)
  5. washeluted with 60% chloroform in hexane
  6. customCollection and concentration of appropriate fractions

출처 및 근거

ORD 기록
ord-b0e7e192c32c446daf88eb873edfa676
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05308854

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