bis(4-chlorophenyl)methylidenehydrazine → diazo bis-(4-chloro-phenyl)-methane
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:16][NH2:17])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.O=[Mn]=O>[N+:16](=[C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:9]1[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=1)=[N-:17]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 21 °C
Procedure
To a solution of [bis-(4-chloro-phenyl)-methylene]-hydrazine from Step 1 (2.0 g, 7.5 mmol) in CHCl3 (20 mL) was added MnO2 (5.0 g, 57 mmol). The resulting reaction mixture was stirred 1 h at 21° C., then filtered on a bed of MgSO4 and the filtrate concentrated to provided the diazo bis-(4-chloro-phenyl)-methane compound as a purple solid.
Workup
- customThe resulting reaction mixture
- filtrationfiltered on a bed of MgSO4
- concentrationthe filtrate concentrated
Sources & evidence
- ORD record
- ord-75a435f7d2614a3d91576975e6474257
- Source dataset
- uspto-grants-2005_07
- Patent number
- US06919353B2
Reaction notes
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