2-Mercaptoethanol → 2-(6-Methyl-5-nitro-pyridin-2-ylsulfanyl)-ethanol

HRID 1811559노트

반응식

HRID 1811559 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH3:11])[N:3]=1.[SH:12][CH2:13][CH2:14][OH:15].[OH-].[K+]>>[CH3:11][C:4]1[N:3]=[C:2]([S:12][CH2:13][CH2:14][OH:15])[CH:7]=[CH:6][C:5]=1[N+:8]([O-:10])=[O:9]

참가 물질

4

반응물 3

HCID 15672-MercaptoethanolHCID 14797Potassium HydroxideHCID 124081856-Fluoro-2-methyl-3-nitropyridine

생성물 1

HCID 114244292-(6-Methyl-5-nitro-pyridin-2-ylsulfanyl)-ethanol수율 105.6%

실험 절차

To a solution of 2-fluoro-5-nitro-6-picoline (5.0 g, 32 mmol) and 2-mercaptoethanol (4.5 ml, 64 mmol), KOH (2 g, 36 mmol) was added at 0° C. The mixture was stirred at the same temperature for 15 minutes. The crude mixture was extracted with AcOEt and brine. Organic phase was dried over MgSO4, filtered, and concentrated to provide the crude 2-(6-methyl-5-nitro-pyridin-2-ylsulfanyl)-ethanol as an oil (7.238 g). 1HNMR (DMSO-d4, 400 MHz) δ 2.75 (s, 3H), 3.30-3.33 (m, 2H), 3.63-3.67 (m, 2H), 4.65-4.68 (m, 1H), 7.40-7.43 (m, 1H), 8.24-8.26 (m, 1H). Exact mass calculated for C8H10N2O3S 214.04 found 215.1 (MH+).

후처리

  1. extractionThe crude mixture was extracted with AcOEt and brine
  2. dry with materialOrganic phase was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-926251e159964bfb9cf7106e716fbe20
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362248B2

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