Nitroethane → 1-Methylsulfanyl-4-(2-nitro-propenyl)-benzene
Reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.C([O-])(=O)C.[NH4+].[N+:16]([CH2:19][CH3:20])([O-:18])=[O:17]>>[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[C:19]([N+:16]([O-:18])=[O:17])[CH3:20])=[CH:5][CH:4]=1Participants
4
Procedure
A stirred solution of 4-methylsulfanyl-benzaldehyde (5.0 g, 28.8 mmol) and ammonium acetate (0.666 g, 8.6 mmol) in nitroethane (17 ml, 236 mmol) is heated at reflux for 5 hours. The solvent is removed and the residue is dissolved in CHCl3 (100 ml) and washed with water (100 ml) followed by brine (100 ml). After drying (MgSO4) the solvent is removed to give the title compound as a yellow solid which is used crude in the next step.
Workup
- temperatureat reflux for 5 hours
- customThe solvent is removed
- dissolutionthe residue is dissolved in CHCl3 (100 ml)
- washwashed with water (100 ml)
- dry with materialAfter drying (MgSO4) the solvent
- customis removed
Sources & evidence
- ORD record
- ord-d9d5e82ce36f4b93ad4056aa3cb08b40
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08017608B2
Reaction notes
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