Hydrochloric Acid → 3-Hydrazinylpyridine dihydrochloride

Temperature

-5 °C

To a mixture of 3-aminopyridine (9.41 g, 100 mmol) and conc. hydrochloric acid (100 mL) was cooled to a temperature of lower than −5° C., a solution of sodium nitrite (7.20 g, 105 mmol) in water (60 mL) was added dropwise thereto. Subsequently, a solution of tin chloride (II) (56.9 g, 300 mmol) in conc. hydrochloric acid (50 mL) was added to the solution so that the temperature of the solution does not exceed −5° C., and the solution was stirred at a temperature of less than −5° C. for 3 hours, and the resulting crystals were collected by filtration. The crystals were washed with diethylether/methanol and air dried to give the title compound (15.6 g, 85% yield). The compound was used in the following process without further purification.

1. customdoes not exceed −5° C.
2. filtrationthe resulting crystals were collected by filtration
3. washThe crystals were washed with diethylether/methanol and air
4. customdried

ORD record

ord-951db14a9c5d4d9f9a837930607c63a5

Source dataset

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06949648B2