Diethyl Ether → HCID 178435926、化合物

HRID 430672ノート

反応式

HRID 430672 の反応式
C[CH2:2][O:3][CH2:4][CH3:5].[CH2:6]([C:8]1[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=1[C:10]([NH:12][NH2:13])=O)[CH3:7]>C(#N)C>[CH2:6]([C:8]1[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=1[C:10]1[N:12]=[C:10]([C:9]2[CH:8]=[CH:6][CH:5]=[C:4]([O:3][CH3:2])[CH:14]=2)[NH:13][N:12]=1)[CH3:7]

参加物

4

反応物 2

HCID 3283Diethyl EtherHCID 131336082-Ethylbenzohydrazide

生成物 1

HCID 178435926HCID 178435926、化合物収率 72.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of immino ether (85 mg, 0.474 mmoles) and 2-ethyl benzo-hydrazide (164 mg, 1 mmole) in acetonitrile (0.5 mL), was warmed under reflux. After 1 hour stirring, solvent was distilled and substituted by 2-ethoxyethanol (0.6 mL). The reaction mixture was refluxed for 3 hours, the solvent evaporated under vacuum and the residue, re-dissolved in CH2Cl2 (2 mL), was chromatographed on a silica gel column (10 g). As elution solvents, mixtures of CH2Cl2 and CH3COOC2H5 in varying proportion (99:1 to 95:5) were used. Fractions containing the desired product were collected, solvent evaporated to give 96,27 mg (72.6%) of compound (XIII). Of particular interest, was compound (XIV), which, can be synthesised according to the procedure hereafter reported in example 2.

後処理

  1. temperaturewas warmed
  2. temperatureunder reflux
  3. distillationsolvent was distilled
  4. temperatureThe reaction mixture was refluxed for 3 hours
  5. customthe solvent evaporated under vacuum
  6. dissolutionthe residue, re-dissolved in CH2Cl2 (2 mL)
  7. customwas chromatographed on a silica gel column (10 g)
  8. washAs elution solvents, mixtures of CH2Cl2 and CH3COOC2H5
  9. additionFractions containing the desired product
  10. customwere collected
  11. customsolvent evaporated

出典と根拠

ORDレコード
ord-b15d7ecfd8af41b291fc77d076d55eef
出典データセット
uspto-grants-2001_11
特許番号
US06323230B1

反応ノート

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