2,2'-Bipyridine → 2-Pyridinecarboxylic acid, 4,5,6-trichloro-

A 25 mL scintillation vial was charged with NiCl2 (76.2 mg, 0.586 mmol) and 2,2′-bipyridine (188.4 mg, 1.20 mmol). The vial was sealed and purged with nitrogen for 20 min. The inert reactor was charged with DMF (9 mL) and water (1 mL). The resulting mixture was allowed to stir for 24 h, and then solid 3,4,5,6-tetrachloropicolinic acid (1.54 g, 5.9 mmol) and zinc powder (3.33 g, 50.9 mmol) were added through the top of the reactor. The reaction mixture was allowed to stir at ambient temperature for 3 h and was diluted to 20 mL with water. The resulting heterogeneous mixture was filtered to remove the solids, and the resulting clear, aqueous filtrate was made acidic (pH˜1) with concentrated HCl. Upon standing, a fine white solid formed and was collected via vacuum filtration to give the title compound (0.45 g, 33.6%) that was 86% pure as analyzed by calibrated HPLC. The residual material was 9% unreacted starting material and 2 unknown impurities.

1. customThe vial was sealed
2. custompurged with nitrogen for 20 min
3. additionThe inert reactor was charged with DMF (9 mL) and water (1 mL)
4. stirringto stir at ambient temperature for 3 h
5. filtrationThe resulting heterogeneous mixture was filtered
6. customto remove the solids
7. customa fine white solid formed
8. filtrationwas collected via vacuum filtration

ORDレコード

ord-9466a4db791d4a16a297a28b70e01dd2

出典データセット

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09440923B2