Pyridine → HCID 20130091, compound

Participants

Reaction Steps

To a suspension of 15.0 g of thiabendazole in 300 ml of chloroform, 6 g of pyridine was added and the suspension cooled in an ice bath. Chloromethyl chloroformate (10.6 g) was added to the reaction mixture dropwise during 10 minutes with stirring. A clear solution was formed which was kept stirred at room temperature for 16 hours. After washing the chloroform solution with water, it was dried over Na2SO4 and evaporated to a light yellow solid weighing 20.4 g. It was crystallized from EtOAc-CHCl3. Obtained in two crops were 15.07 g of compound, m.p. 143°-144° NMR (CDCl3) δ5.9 (2H, s, OCH2Cl), 7.2-8.2 (5H, m, aromatic), 8.93 (1H, d, J=3 Hz, aromatic). IR (KBr) ν3095, 1780, 1460, 1374, 1340, 1194, 1140, 1078 cm-1.

Provenance & Evidence