Carbon Tetrachloride → 1-Acetyl-1-Methyl-2-Diethoxyphosphoryl Hydrazine
Reaction equation
[C:1]([N:4]([CH3:6])[NH2:5])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].C(Cl)(Cl)(Cl)Cl.[CH2:18]([O:20][P:21]([O-:25])[O:22][CH2:23][CH3:24])[CH3:19]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.ClCCl>[C:1]([N:4]([CH3:6])[NH:5][P:21]([O:22][CH2:23][CH3:24])([O:20][CH2:18][CH3:19])=[O:25])(=[O:3])[CH3:2]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 1-acetyl-1-methyl hydrazine (7.84 g., 0.09 mole), potassium carbonate (18.44 g., 0.13 mole) and triethylbenzyl ammonium chloride (0.2 g,) was stirred vigorously at reflux with dichloromethane (90 ml) and carbon tetrachloride (55 ml) for 30 minutes. A solution of diethylphosphite (12.29 g, 0.09 mole) in dichloromethane (18 ml) was then added dropwise to this refluxing mixture and the mixture stirred and refluxed for an additional 20 hours. The mixture was then filtered and the filtrate dried over anhydrous magnesium sulfate. The dried filtrate, then was evaporated down to an oil which was subjected to high vacuum for 2 or 3 hours to yield a liquid product, characterized by proton NMR, infra-red and mass spectroscopy as the subject compound.
Workup
- stirringthe mixture stirred
- temperaturerefluxed for an additional 20 hours
- filtrationThe mixture was then filtered
- dry with materialthe filtrate dried over anhydrous magnesium sulfate
- customThe dried filtrate, then was evaporated down to an oil which
- customwas subjected to high vacuum for 2 or 3 hours
- customto yield a liquid product
Sources & evidence
- ORD record
- ord-a6ef4567212946678b0b7496963aeee6
- Source dataset
- uspto-grants-1980_05
- Patent number
- US04203932
Reaction notes
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