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

HRID 1287498ノート

反応式

HRID 1287498 の反応式
[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

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 20315381HCID 20315381、化合物HCID 178418616HCID 178418616、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a3518f19ef704547925d366589a08d2d
出典データセット
uspto-grants-1976_10
特許番号
US03984560

反応ノート

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