Collect. Czech. Chem. Commun. 1996, 61, 305-312
doi:10.1135/cccc19960305

Reactions of Substituted 5-Nitro-3-furoylthioureas

Jarmila Štetinováa, Martina Lojkáskováa, Miloslava Dandárováa, Ján Leškob and Rudolf Kadaa

a Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava, Slovak Republic
b Mass Spectrometry Laboratory, Slovak Technical University, 812 37 Bratislava, Slovak Republic

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.

Keywords: 5-Nitro-3-furoylthioureas; Cyclocondensation.