Formic Acid → HCID 20544502, compound

Participants

Reaction Steps

Hydroxylamine hydrochloride (24.0 g, 0.30 m+15% molar excess), crude 2-amino-5-formylthiazole (38.4 g, 0.30 m), and sodium formate (37.5 g, 0.55 m) are combined in 450 ml of 97% (commercial) formic acid. The mixture is heated on a steam bath until TLC (10% CH3OH/CHCl3) shows only a single product spot (about 7-8 hr.). The reaction mixture is filtered hot and the filtrate condensed under reduced pressure. The residue is triturated in ice water, the solid collected by filtration, washed with water, and air-dried to yield 27.7 g (0.18 m, 60.5%) of 5-cyano-2-formamidothiazole as a reddish-brown powder.

Provenance & Evidence