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Hydrazine hydrate (1:1) → HCID 57758598、化合物

HRID 229401
ノート
印刷プレビュー

反応式

HRID 229401 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9](S(C)(=O)=O)=[N:10][CH:11]=1)=[O:5])[CH3:2].[F:17][C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=1[OH:25].CC[O-].[Na+].O.[NH2:31][NH2:32]>CC(OC)(C)C.O>[CH2:1]([O:3][C:4]([C:6]1[C:7]([NH:31][NH2:32])=[N:8][C:9]([O:25][C:19]2[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=2[F:17])=[N:10][CH:11]=1)=[O:5])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 24654Hydrazine hydrate (1:1)HCID 1230512,4-DifluorophenolHCID 2723922Sodium ethoxideHCID 577586014-Chloro-2-methanesulfinyl-pyrimidine-5-carboxylic acid ethyl ester

生成物 1

HCID 57758598HCID 57758598、化合物収率 53.3%

試薬・触媒・溶媒 2

HCID 962Water
溶媒
HCID 15413tert-Butyl methyl ether溶媒2 回

実験手順

To a suspension of 4-chloro-2-methanesulfonyl-pyrimidine-5-carboxylic acid ethyl ester (12.8 g) and 2,4-difluorophenol (6.42 g) in MTBE (100 mL) was added a solution of NaOEt (3.87 g) in water (64 mL) at 0° C. The reaction was warmed to room temperature and stirred for one hour. The mixture was then added into a solution of hydrazine hydrate (4.8 g) in MTBE (25 mL) at 0° C. The reaction mixture was slowly warmed to room temperature and stirred for four hours, then quenched by addition of water and extracted with methylene chloride. The combined organic layers were dried with MgSO4, filtered and concentrated under reduced pressure to give 2-(2,4-difluoro-phenoxy)-4-hydrazino-pyrimidine-5-carboxylic acid ethyl ester (8.0 g).

後処理

  1. temperatureThe reaction mixture was slowly warmed to room temperature
  2. stirringstirred for four hours
  3. customquenched by addition of water
  4. extractionextracted with methylene chloride
  5. dry with materialThe combined organic layers were dried with MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8488dfdcf7814c829f04751e21b33793
出典データセット
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07563800B2

反応ノート

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