Hydrazine hydrate (1:1) → HCID 68913607, compound

HRID 887629Notes

Reaction equation

HRID 887629 reaction equation
C[N:2](C)[CH:3]=[CH:4][C:5](=O)[C:6]([CH3:17])([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)[CH3:7].O.[NH2:21]N>CCO>[CH3:7][C:6]([C:5]1[NH:21][N:2]=[CH:3][CH:4]=1)([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)[CH3:17]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68531706HCID 68531706, compound

Product 1

HCID 68913607HCID 68913607, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 1-dimethylamino-4-methyl-4-(4-nitro-phenyl)-pent-1-en-3-one (0.36 g, 1.4 mmol) and hydrazine hydrate (1.0 g, 6.25 mmol) in EtOH was heated at 50° C. for 3 h. The mixture was concentrated, and the residue was diluted with H2O and EtOAc. The organic layer was dried over Na2SO4 and concentrated to give the titled compound as a yellow solid. MS: (ES+) 232 (M+H.) Calc'd for C12H14N3O2—232.10.

Workup

  1. concentrationThe mixture was concentrated
  2. additionthe residue was diluted with H2O and EtOAc
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ed8e5ac7dda345988faffb33041a27ee
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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