Hydrochloric Acid → HCID 178444826, compound

Participants

Reaction Steps

2-(3-n-Hexylguanidino)-4-(5-[N,N-dimethylcarbamoyl]-2-furyl)thiazole (1.77 g., 4 mmole) was reduced with an excess of diborane in tetrahydrofuran, substantially according to the procedure of Example 1. At the end of the reduction, 20 ml. of 6N hydrochloric acid was added dropwise, very slowly, and then the mixture was heated at ca 90° C. to removed the majority of the tetrahydrofuran. The aqueous residue was made alkaline with 10N sodium hydroxide solution and then it was extracted with n-butanol. The dried (Na2SO4) extracts were evaporated in vacuo to give a dark-colored oil which was purified by chromatography on silica gel using 1:10 methanol-chloroform. This afforded the title compound, 950 mg, as an oil.

Provenance & Evidence