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Water → 1-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-phenyl-1,2-ethanedione 1-oxime

HRID 915004
ノート
印刷プレビュー

反応式

HRID 915004 の反応式
[N:1]([O-:3])=O.[Na+].O.[CH:6]([N:9]1[C:14](=[O:15])[CH:13]=[CH:12][C:11]([CH2:16][C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:10]1)([CH3:8])[CH3:7]>CC(O)=O.CCOC(C)=O>[CH:6]([N:9]1[C:14](=[O:15])[CH:13]=[CH:12][C:11]([C:16](=[N:1][OH:3])[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:24])=[N:10]1)([CH3:8])[CH3:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 962WaterHCID 23668193Sodium NitriteHCID 693314642-isopropyl-6-(2-oxo-2-phenylethyl)-3(2H)-pyridazinone

生成物 1

HCID 1363499311-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-phenyl-1,2-ethanedione 1-oxime収率 59.8%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒
HCID 8857
Ethyl Acetate
溶媒
2 回

実験手順

A solution of sodium nitrite (1.725 g) of water (5.42 ml) was added in portions to a solution of 2-isopropyl-6-(2-oxo-2-phenylethyl)-3(2H)-pyridazinone (2.57 g) in a mixture of AcOH (2 ml) and EtOAc (8 ml) at 20-25° C. and the mixture was stirred at the same temperature for 8 hours. EtOAc was added to the mixture, washed with sat. aq. NaHCO3 solution and brine, dried over MgSO4 and concentrated under reduced pressure to give a solid. The solid was triturated with IPE and collected by filtration to give 1-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-phenyl-1,2-ethanedione 1-oxime as a solid (1.71 g), which was identical to the authentic sample (the product of Preparation 1) by melting point and IR, MS and NMR spectra.

後処理

  1. washwashed with sat. aq. NaHCO3 solution and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customto give a solid
  5. customThe solid was triturated with IPE
  6. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-85b47aeb5b984caebb68a1bf9f5aa59b
出典データセット
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07265120B2

反応ノート

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