Hydrazine hydrate (1:1) → 2-Hydrazinyl-4-methylpyridine

Temperature

150 °C

2-Chloro-4-methylpyridine (3.43 mL, 39.19 mmol) and hydrazine hydrate (19.07 mL, 391.9 mmol) were suspended together in a flask and heated to 150° C. for 72 hours. The mixture was concentrated in vacuo to an oil. The oil was taken up in EtOAc and the resulting solid was removed by vacuum filtration. The organic filtrate was washed with 40% aqueous NaOH (2×50 mL) and dried over Na2SO4, filtered and concentrated to provide the desired product (2.42 g, 54%) as a white solid.

1. concentrationThe mixture was concentrated in vacuo to an oil
2. customthe resulting solid was removed by vacuum filtration
3. washThe organic filtrate was washed with 40% aqueous NaOH (2×50 mL)
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-5636213538da4404abf1c6dc06d04a20

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08575145B2