Hydrazine hydrate (1:1) → 6-Hydrazinylpyridine-3-sulfonamide

Temperature

5 °C

2-Chloro-5-sulfamoylpyridine (1.0 g, 0.005 mole) was added to methanol (20 ml) and the reaction mixture was cooled to 5° C. before adding hydrazine hydrate (0.50 ml, 0.52 g, 0.01 mole). After stirring for 10 minutes at 5° C., the mixture was refluxed for 45 minutes. Additional hydrazine hydrate (1.0 ml) was added and the mixture was refluxed for approximately 12 hours. The reaction mixture was concentrated in vacuo to an oil which was slurried with 40 ml of boiling ethanol. The ethanol layer was collected by decantation and cooled in an ice bath to produce a white solid which was collected by filtration and air dried; yield, 0.69 g (73 percent).

1. temperaturethe mixture was refluxed for 45 minutes
2. temperaturethe mixture was refluxed for approximately 12 hours
3. concentrationThe reaction mixture was concentrated in vacuo to an oil which
4. customThe ethanol layer was collected by decantation
5. temperaturecooled in an ice bath
6. customto produce a white solid which
7. filtrationwas collected by filtration and air
8. customdried
9. customyield

ORD record

ord-941e2d31f6c441e3ad2f6e67ae458ae6

Source dataset

uspto-grants-1981_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04273706