Potassium Carbonate → 2-(((1-Methyl-5-nitroimidazol-2-yl)methyl)thio)pyridine

HRID 1287498노트

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HRID 1287498 반응식
[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[CH2:10]OC(=O)C1C=CC=CC=1.[SH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1.C([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[CH2:10][S:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 20315381HCID 20315381, 화합물HCID 178418616HCID 178418616, 화합물

생성물 1

HCID 687242-(((1-Methyl-5-nitroimidazol-2-yl)methyl)thio)pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

26.1 Grams (0.1 mol) of 1-methyl-2-benzoyloxymethyl-5-nitro-imidazole were dissolved while stirring in 150 ml of dimethylformamide; then 11.1 g (0.1 mol) of 2-mercaptopyridine and 13.8 g of potash (free from water and powdered) were added. A very faintly exothermic reaction was perceptible only. The reaction mixture was heated to 80°C for 1 hour, whereupon the color of the mixture changed from yellow toward light brown and a white precipitate formed. The mixture was then cooled to room temperature and the end product was precipitated by stirring it into about 500 ml of ice water. The product was suction-filtered, thoroughly washed with water and recrystallized from about 3000 ml of isopropanol. 18.0 Grams (72 % of the theoretical yield) of 1-methyl-2-(2-pyridylthiomethyl)-5-nitro-imidazole were obtained as a faintly yellow crystallized powder, m.p. 146°-147°C.

후처리

  1. customA very faintly exothermic reaction
  2. customformed
  3. temperatureThe mixture was then cooled to room temperature
  4. customthe end product was precipitated
  5. filtrationThe product was suction-filtered
  6. washthoroughly washed with water
  7. customrecrystallized from about 3000 ml of isopropanol

출처 및 근거

ORD 기록
ord-a3518f19ef704547925d366589a08d2d
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03984560

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