Methanol → 5-(Methylthio)-2-nitropyridine

HRID 22887ノート

反応式

HRID 22887 の反応式
CO.Cl[C:4]1[CH:5]=[CH:6][C:7]([N+:10]([O-:12])=[O:11])=[N:8][CH:9]=1.[CH3:13][S-:14].[Na+]>O>[CH3:13][S:14][C:4]1[CH:5]=[CH:6][C:7]([N+:10]([O-:12])=[O:11])=[N:8][CH:9]=1

参加物

5

反応物 3

HCID 887Methanol2 回HCID 2598065-Chloro-2-nitropyridineHCID 4378561Sodium methanethiolate

生成物 1

HCID 220361825-(Methylthio)-2-nitropyridine収率 45.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A methanol (40 mml) solution of 5-chloro-2-nitropyridine (2.0 g, 12.6 mmol) was added dropwise to a methanol (20 ml) solution of sodium thiomethoxide (1.02 g, 13.9 mmol) while being cooled with ice, and after the mixture was stirred for 13 hours while raising its temperature to the room temperature, water added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and then with a saturated aqueous solution of sodium chloride, and dried over magnesium sulfate. Thereafter, the solvent was distilled off, and the resulting crude product was recrystalized with ethyl acetate-hexane to obtain 972 mg (yield 45%) of 5-methylthio-2-nitropyridine.

後処理

  1. temperaturewhile being cooled with ice
  2. additionadded to the reaction mixture
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialwith a saturated aqueous solution of sodium chloride, and dried over magnesium sulfate
  6. distillationThereafter, the solvent was distilled off
  7. customthe resulting crude product was recrystalized with ethyl acetate-hexane

出典と根拠

ORDレコード
ord-842529a3c59a462ca41cefde3aef85fc
出典データセット
uspto-grants-2005_02
特許番号
US06849647B1

反応ノート

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