Conveniently accessible 4‐[(2‐(3,4‐dimethoxyphenyl)ethyl]‐3‐thiosemicarbazide (2) was converted to new 1‐substituted benzylidene/furfurylidene‐4‐[2‐(3,4‐dimethoxyphenyl)ethyl]‐3‐thiosemicarbazides (3) which furnished 2‐(substituted benzylidene/furfurylidene)hydrazono‐3‐[2‐(3,4‐dimethoxyphenyl)ethyl]thiaz‐olidin‐4‐ones (4) and 1‐(substituted benzylidene/furfurylidene)‐amino‐3‐[2‐(3,4‐dimethoxyphenyl)ethyl]‐2‐thioxo‐4,5‐imidazol‐idinediones (5) on reaction with chloroacetic acid and oxalyl chloride, respectively. The structure of 5 was confirmed by X‐ray diffraction studies performed on 5a. 4 and 5 were evaluated for their potentiating effects on pentobarbital induced hypnosis. Most of the compounds caused remarkable increases in pentobarbital sleeping time.

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A series of 4-(alkylidene/arylidene)amino-5-(2-furanyl)-2,4-dihydro- 3H-1,2,4-triazole-3-thiones (2) and 6-aryl-3-(2-furanyl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines (3) were synthesized. The configuration of 2g was assigned on the basis of 1H-NMR data. Of the new derivatives tested, only 2b, 2g, and 4f were found to be active against Staphylococcus aureus and/or Staphylococcus epidermidis (MIC 125-1.95 micrograms/ml), whereas all exhibited varying degrees of antifungal activity (MIC 25-0.8 micrograms/ml).