Methyl iodide → HCID 68276426、化合物

HRID 334391ノート

反応式

HRID 334391 の反応式
[CH3:1]I.[OH:3][C:4]1[C:11]([I:12])=[CH:10][C:7]([C:8]#[N:9])=[C:6]([S:13][CH3:14])[N:5]=1>O1CCOCC1.C(=O)([O-])[O-].[Ag+2]>[I:12][C:11]1[C:4]([O:3][CH3:1])=[N:5][C:6]([S:13][CH3:14])=[C:7]([CH:10]=1)[C:8]#[N:9]

参加物

5

反応物 2

HCID 6328Methyl iodideHCID 178503563HCID 178503563、化合物

生成物 1

HCID 68276426HCID 68276426、化合物収率 68%

試薬・触媒・溶媒 2

HCID 178418647HCID 178418647、化合物触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

905 μl (2 eq) of methyl iodide and 2.1 g (1.05 eq) of silver carbonate are added successively to a solution of 2.12 g (7.26 mmol) of 6-hydroxy-5-iodo-2-(methylthio)nicotinonitrile in 20 ml of 1,4-dioxane. The reaction medium is stirred at 60° C. for 5 hours. The solid is filtered and the residue rinsed thoroughly with methanol. The filtrate is evaporated and the residue purified by silica column chromatography (4:6 dichloromethane/cyclohexane as eluent) to yield 1.52 g (68%) of 5-iodo-6-methoxy-2-(methylthio)nicotinonitrile in the form of a white powder.

後処理

  1. filtrationThe solid is filtered
  2. washthe residue rinsed thoroughly with methanol
  3. customThe filtrate is evaporated
  4. customthe residue purified by silica column chromatography (4:6 dichloromethane/cyclohexane as eluent)

出典と根拠

ORDレコード
ord-a34fad2b8a93477685fc85a3846c464b
出典データセット
uspto-grants-2014_11
特許番号
US08883821B2

反応ノート

読み込み中…