Hydrazine hydrate (1:1) → 1-[2-(Hydrazinecarbonyl)phenyl]methanesulfonamide
Reaction equation
[NH2:1][S:2]([CH2:5][C:6]1[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=1[C:8](OC)=[O:9])(=[O:4])=[O:3].O.[NH2:17][NH2:18]>C(O)C>[NH2:1][S:2]([CH2:5][C:6]1[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([NH:17][NH2:18])=[O:9])(=[O:4])=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
To a suspension of 84 g of methyl 2-[(aminosulfonyl)methyl]benzoate in 300 ml of absolute ethanol was added dropwise 22 g of hydrazine monohydrate. The thick suspension was heated at reflux for about 16 hours to yield a solution, then a thick suspension, at reflux temperature. The suspension was cooled to 20° C., filtered, and the residue was washed 1×100 ml of water and suction dried about three hours to provide 49 g of the subject compound; m.p. 221°-222° C.
Workup
- temperatureThe thick suspension was heated
- temperatureat reflux for about 16 hours
- customto yield a solution
- temperaturea thick suspension, at reflux temperature
- filtrationfiltered
- washthe residue was washed 1×100 ml of water and suction
- customdried about three hours
Sources & evidence
- ORD record
- ord-e4129bf8aaab4dfe99c4eabf8f8adf80
- Source dataset
- uspto-grants-1991_02
- Patent number
- USH0000890
Reaction notes
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