Ammonium Hydroxide → 2-Chloro-5-hydrazinylpyrazine

To a mixture of 2,5-dichloropyrazine (CombiPhos, 2.00 g, 13.42 mmol), ammonium hydroxide (5.05 mL, 38.9 mmol), and water (10.0 mL) was added hydrazine hydrate (1.57 mL, 32.2 mmol). The mixture was heated at reflux for about 17 h, cooled in an ice bath for about 15 min, filtered, washed with ice cold water (3×25 mL), and dried in a vacuum oven at about 70° C. to give the title compound (1.60 g, 78%): LC/MS (Table 1, Method h) Rt=1.07 min; MS m/z: 145.0 (M+H)+.

1. temperatureThe mixture was heated
2. temperatureat reflux for about 17 h
3. temperaturecooled in an ice bath for about 15 min
4. filtrationfiltered
5. washwashed with ice cold water (3×25 mL)
6. customdried in a vacuum oven at about 70° C.

ORD record

ord-c82822285e0f4d799e0dc83d6e3ac1a6

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08188083B2