Hydrazine hydrate (1:1) → 3-[4-(3-Nitrophenyl)piperazino]propanohydrazide

HRID 1514158ノート

反応式

HRID 1514158 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]([O:20]CC)=O)[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].O.[NH2:24][NH2:25]>C(O)C>[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]([NH:24][NH2:25])=[O:20])[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 59536469Ethyl 3-[4-(3-nitrophenyl)piperazino]propanoate

生成物 1

HCID 595364643-[4-(3-Nitrophenyl)piperazino]propanohydrazide収率 19.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of ethyl 3-[4-(3-nitrophenyl)piperazino]propanoate D6 (3.00 g, 9.76 mmol) and hydrazine monohydrate (2.93 g, 2.85 mL, 58.56 mmol) in ethanol (30 mL) was refluxed for 24 hrs. The solvent was evaporated under reduced pressure, brine was added to the residue and the product was extracted several times with dichloromethane. The combined organic phases were dried over MgSO4 and the solvent was evaporated under reduced pressure to afford 3.00 g crude product as an orange semi-solid. Purification by flash chromatography (Silica gel 60 Å, 45 μm, 10% methanol in dichloromethane) afforded 0.55 g (19%) 3-[4-(3-nitrophenyl)piperazino]propanohydrazide D7.

後処理

  1. customThe solvent was evaporated under reduced pressure, brine
  2. additionwas added to the residue
  3. extractionthe product was extracted several times with dichloromethane
  4. dry with materialThe combined organic phases were dried over MgSO4
  5. customthe solvent was evaporated under reduced pressure
  6. customto afford 3.00 g crude product as an orange semi-solid
  7. customPurification by flash chromatography (Silica gel 60 Å, 45 μm, 10% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-00976d3cfa2b45538dc03bceb59ef815
出典データセット
uspto-grants-2012_07
特許番号
US08222254B2

反応ノート

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