Chloroform → 1-methyl-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2(1H)-one

HRID 1620091ノート

反応式

HRID 1620091 の反応式
CI.[CH:3](Cl)(Cl)Cl.[N+:7]([C:10]1[CH:11]=[C:12]([N:17]2[N:21]=[CH:20][CH:19]=[N:18]2)[C:13]([OH:16])=[N:14][CH:15]=1)([O-:9])=[O:8].[N+:22]([C:25]1[CH:26]=[C:27]([N:32]2[CH:36]=[CH:35][N:34]=[N:33]2)[C:28]([OH:31])=[N:29][CH:30]=1)([O-:24])=[O:23]>C(=O)([O-])[O-].[Ag+2].O>[CH3:25][N:14]1[CH:15]=[C:10]([N+:7]([O-:9])=[O:8])[CH:11]=[C:12]([N:17]2[N:21]=[CH:20][CH:19]=[N:18]2)[C:13]1=[O:16].[CH3:3][N:29]1[CH:30]=[C:25]([N+:22]([O-:24])=[O:23])[CH:26]=[C:27]([N:32]2[CH:36]=[CH:35][N:34]=[N:33]2)[C:28]1=[O:31]

参加物

8

反応物 4

HCID 6212ChloroformHCID 6328Methyl iodideHCID 1785268425-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2-olHCID 178526843HCID 178526843、化合物

生成物 2

HCID 866838671-methyl-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2(1H)-oneHCID 866838681-methyl-5-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2(1H)-one

試薬・触媒・溶媒 2

HCID 178418647HCID 178418647、化合物触媒HCID 962Water溶媒

実験手順

Silver carbonate (377 mg) and methyl iodide (366 W) were added to a chloroform (10 ml) solution containing the mixture of 5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2-ol and 5-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2-ol (184 mg) obtained in the 1st step while shielding light, followed by reflux for 2 hours. Water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=2:5 to 2:3), and a white solid of 1-methyl-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2(1H)-one (28.1 mg) and a white solid of 1-methyl-5-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2(1H)-one (23.3 mg) were thus obtained.

後処理

  1. additioncontaining
  2. customobtained in the 1st step
  3. temperatureby reflux for 2 hours
  4. extractionfollowed by extraction with ethyl acetate
  5. washThe resultant was washed with saturated saline
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationSubsequently, the solvent was distilled away under reduced pressure
  8. customthe obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=2:5 to 2:3)

出典と根拠

ORDレコード
ord-2ec20bb790d641ad8429ca22df11c8d4
出典データセット
uspto-grants-2014_07
特許番号
US08772320B2

反応ノート

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