Iodine → HCID 13344824, compound

Participants

Reaction Steps

Compound (b) (950 mg) was dissolved in anhydrous tetrahydrofuran (30 ml) and a hexane solution (4.5 ml) of butyllithium was added thereto at -78° C. After 30 minutes iodine (1.6 g) was added to the above mixture, which was then allowed to react for 10 minutes at room temperature and evaporated to remove the tetrahydrofuran. Water is added to the residue, which was then extracted with ether. The extract was washed with water and evaporated to remove the solvent. The residue was applied to chromatography on silica gel (25 g) to give 2-(N-methyl-3-iodo-2-propynylamino)-5-methylthiazole (No.1) (1.38 g, yield 83%) from chloroform eluate. mp. 97°-98° C. (hydrochloride: mp. 205°-213° C. (decomp.))

Provenance & Evidence