Nitroethane → HCID 68506476, compound
Reaction equation
[N:1]1([C:6]2[CH:13]=[CH:12][C:9]([CH:10]=O)=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.C([O-])(=O)C.[NH4+].[N+:19]([CH2:22][CH3:23])([O-:21])=[O:20]>>[N+:19]([CH:22]([CH3:23])[CH2:10][C:9]1[CH:12]=[CH:13][C:6]([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)=[CH:7][CH:8]=1)([O-:21])=[O:20]Participants
4
Procedure
A mixture comprising 4-pyrazol-1-yl-benzaldehyde (7.0 g, 40.65 mmol), ammonium acetate (0.94 g, 12.19 mmol) and nitroethane (24 ml, 333.3 mmol) is stirred at reflux for 10 hours. The solvent is removed in vacuo and the resulting solid is dissolved in EtOAc and washed with water (3×50 ml). The organic portion is dried (MgSO4) and concentrated in vacuo to afford the title compound as an orange solid. [MH+ 230.1].
Workup
- temperatureat reflux for 10 hours