Hydrochloric Acid → HCID 178510577, compound

Participants

Reaction Steps

2-cyano-6-chloro-3-pyridinylamine (0.153 g, 1 mmol) was added into 3 mL of hydrochloric acid (10 mol/L), and then cooled to 0° C. in ice-salt bath. Sodium nitrite (0.072 g) dissolved in water (1.0 mL) was added to the solution dropwise under stirring for 20 min. The diazonium solution was neutralized with 0.093 g of aniline (1.0 mmol) dissolved in anhydrous ethanol to pH 5-6 and stirred for 2 h at 0-5° C. The solution was kept overnight, filtered, and washed with water till colorless to yield the crude product. The crude product was purified on a silica gel column with petroleum ether:ethylacetate (v/v)=20:1 to yield yellow solid product (0.116 g) with a recovery rate of 45.1%.

Provenance & Evidence