Reactions of Substituted 5-Nitro-3-furoylthioureas

Abstract

Some cyclization and cyclocondensation reactions of 1-(5-nitro-3-furoyl)-3-(4-R-phenyl)thioureas 1a-1e (R = H, CH3, N(C2H5)2, Br, CN) were conducted. 6-R-2-(5-Nitro-3-furoylamino)benzothiazoles 2a-2c (R = H, CH3, Br) were obtained by bromine-induced cyclization of the corresponding thioureas. Reacted with bromoacetone and ω-bromoacetophenone, respectively, the derivatives 1a-1e gave 2-(4-R-phenylimino)-3-(5-nitro-3-furoyl)-4-R1-4-thiazolines 3a-3e (R = H, CH3, N(C2H5)2, Br, CN; R1 = CH3) and 3f-3j (R = H, CH3, N(C2H5)2, Br, CN; R1 = C6H5), respectively. The structure of the compounds synthesized was confirmed by IR, UV, 1H NMR and MS data.