2,6-Lutidine → HCID 20230064, compound

Participants

Reaction Steps

Ethylchloroformate (9.01 g., 0.066 mol) was added dropwise to a suspension of 4-amino-1-(2'-formylhydrazino)benzene (10.0 g., 0.066 mol) and 2,6-lutidine (7.1 g, 0.066 mol) in acetonitrile (250 ml). Upon heating to reflux, the reaction mixture became homogeneous. After three hours the reaction had gone to completion as evidenced by thin layer chromatographic examination. The solvent was removed under reduced pressure. The resulting solid was slurried in water and filtered to remove any water soluble amine starting material. The collected solid was slurried in diethyl ether and filtered to remove ether soluble impurities. The collected solid was recrytallized from methanol to yield a white solid (11.4 g., 77% of theoretical yield, melting point 134° C.).

Provenance & Evidence