Hydrazine → 4-Hydrazinyl-2-(methylthio)pyrimidine

HRID 41967

反応式

HRID 41967 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1.[NH2:10][NH2:11].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:9][S:8][C:4]1[N:3]=[C:2]([NH:10][NH2:11])[CH:7]=[CH:6][N:5]=1

参加物

5

反応物 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 971134-Chloro-2-methylthiopyrimidine

生成物 1

HCID 135904724-Hydrazinyl-2-(methylthio)pyrimidine収率 57.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In a 250 mL round bottom flask, 4-chloro-2-methylsulfanyl-pyrimidine (5 g, 31.1 mmol), hydrazine (4.5 g, 140 mmol) and potassium carbonate (6.45 g, 46.7 mmol) were combined with ethanol (50 mL). The mixture was refluxed for 3 hrs and filtered. The filtered solid was rinsed with ethanol (30 mL). The combined ethanol solution was evaporated to give a crude oily mixture which was purified by ISCO flash column chromatography (30% to 100% ethyl acetate in hexanes) to give N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine as a white solid (2.8 g, 57.6% yield).

後処理

  1. temperatureThe mixture was refluxed for 3 hrs
  2. filtrationfiltered
  3. washThe filtered solid was rinsed with ethanol (30 mL)
  4. customThe combined ethanol solution was evaporated
  5. customto give a crude oily mixture which
  6. customwas purified by ISCO flash column chromatography (30% to 100% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-55ba855f3dbe488fa50adf6929cf0b03
出典データセット
uspto-grants-2013_09
特許番号
US08536172B2

関連ノート

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