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Triethylamine → 5-[2-(Methylcarbamoyloxy)ethylthio]imidazo[1,2-a]pyridine

HRID 1608601
ノート
印刷プレビュー

反応式

HRID 1608601 の反応式
[OH:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH3:21][N:22]=[C:23]=[O:24]>C(Cl)Cl>[CH3:21][NH:22][C:23]([O:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1)=[O:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 144568495-[2-(Hydroxy)ethylthio]imidazo[1,2-a]pyridine

生成物 1

HCID 233628175-[2-(Methylcarbamoyloxy)ethylthio]imidazo[1,2-a]pyridine収率 85.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 5-[2-(hydroxy)ethylthio]imidazo[1,2-a]pyridine (971 mg, 5 mmoles) and trietylamine (0.91 ml, 6.53 mmoles) in methylene chloride (40 ml) was added methyl isocyanate (0.65 ml, 11 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 12 hours. The reaction mixture was washed with saturtated saline and dried over anhydrous magnesium sulfater. After the solvent was distilled off, the residue was purified by column chromatography (eluent: methanol/chloroform=1:20) to obtain 1.07 g of the desired product (85.2%, colorless crystals).

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 12 hours
  3. washThe reaction mixture was washed with saturtated saline
  4. dry with materialdried over anhydrous magnesium sulfater
  5. distillationAfter the solvent was distilled off
  6. customthe residue was purified by column chromatography (eluent: methanol/chloroform=1:20)

出典と根拠

ORDレコード
ord-a5aefb578de64f57b6086b41813d6bf4
出典データセット
uspto-grants-1995_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05395839

反応ノート

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