Methanol → Pyridine, 2-(methylthio)-3-nitro-

HRID 746632ノート

反応式

HRID 746632 の反応式
CO.Cl[C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][N:5]=1.[CH3:13][S-:14].[Na+]>O>[CH3:13][S:14][C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][N:5]=1

参加物

5

反応物 3

HCID 887Methanol2 回HCID 796132-Chloro-3-nitropyridineHCID 4378561Sodium methanethiolate

生成物 1

HCID 572042Pyridine, 2-(methylthio)-3-nitro-収率 64%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A methanol (50 ml) solution of 2-chloro-3-nitropyridine (4.30 g, 27.1 mmol) was added dropwise to a methanol (30 ml) solution of sodium thiomethoxide (2.10 g, 28.5 mmol) while being cooled with ice, and the mixed solution was stirred for 17 hours. Water was then added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, and dried over sodium sulfate. Subsequently, the solvent was distilled off, and the resulting crystals were recrystallized from a mixture of an ethyl acetate-hexane mixture to obtain 2.93 g (yield 64%) of 2-methylthio-3-nitropyridine as a yellow needle crystal.

後処理

  1. temperaturewhile being cooled with ice
  2. extractionthe resulting mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over sodium sulfate
  5. distillationSubsequently, the solvent was distilled off
  6. customthe resulting crystals were recrystallized from a mixture of an ethyl acetate-hexane mixture

出典と根拠

ORDレコード
ord-d201babce6fd40b5b66d602459b221be
出典データセット
uspto-grants-2008_07
特許番号
US07393866B2

反応ノート

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