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Hydrazine → 1H-Pyrazole-3-carboxylic acid, 5-ethyl-, ethyl ester

HRID 1984378
ノート
印刷プレビュー

反応式

HRID 1984378 の反応式
O=[C:2]([CH2:8][C:9](=O)[CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[NH2:13][NH2:14]>C(O)(=O)C>[CH2:10]([C:9]1[NH:14][N:13]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:8]=1)[CH3:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 9321HydrazineHCID 61590Ethyl-2,4-dioxohexanoate

生成物 1

HCID 80276141H-Pyrazole-3-carboxylic acid, 5-ethyl-, ethyl ester収率 57.7%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of ethyl 2,4-dioxohexanoate (˜0.464 mol), prepared as described in Part A of Example 10, in glacial acetic acid (300 mL) was cooled to 0° C. Hydrazine (8.91 g, 0.278 mol) was added dropwise. The reaction was allowed to warm to ambient temperature, stirred overnight, and concentrated under reduced pressure. The residue was adjusted to pH 10 with the addition of 2 M aqueous sodium carbonate. The mixture was extracted with chloroform (3×250 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 27.0 g of ethyl 5-ethyl-1H-pyrazole-3-carboxylate, which was used without purification.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was adjusted to pH 10 with the addition of 2 M aqueous sodium carbonate
  3. extractionThe mixture was extracted with chloroform (3×250 mL)
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-01ae17b4db8246c284403aa4480d0b45
出典データセット
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07544697B2

反応ノート

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