Synthesis of 2-(5-(2-Chlorophenyl)-2-Furoylamido)-5-Aryloxymethyl-1,3,4-Thiadiazoles Under Microwave Irradiation

Recent Advances in Microwave-Assisted Synthesis of Heterocyclic Compounds

“…Nevertheless, microwave irradiation of 127 provided the 2-alkyl substituted thiadiazole 128 in 95% yield. Similarly, 2-amido-thiadiazoles can also be obtained in high yields (91-97%) with microwave-assisted chemistry [219,220].…”

Heterocyclic Chemistry Using Microwave‐Assisted Approaches

“…These include the dethionation-cyclisation of acylthiosemicarbazides (RC==ONHNHC== SNHR) 40,41 using mercury(II) acetate (Scheme 3.23) and also from acyldithiocarbazinate salts (CC==ONHNHC==SS − K + ) (Scheme 3.23) 42 . Under acidic conditions, in the absence of a mercury(II) salt, acylthiosemicarbazides may be cyclised to 1,3,4-thiadiazoles by microwave heating (Scheme 3.24) 43 .…”

Synthesis and antibacterial activity of novel 4-chloro-2-mercaptobenzenesulfonamide derivatives

“…Through investigations presented, we have also joined the trend of research on the antibacterial properties of sulfonamides. In particular, the substituted 1,3,4-thiadiazoles have attracted considerable attention due to their wide-range biological activities, including anti-bacterial, anti-tuberculosis, anaesthetic, anti-inflammatory, antithrombotic, anti-convulsant, anti-hypertensive, antiulcer, anti-viral, anti-HIV-1 or anti-cancer activities [13][14][15][16][17][18][19][20] . Therefore, for the initial chemical studies, we synthesized a series of novel 2-benzylthio-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide derivatives and determined their anti-bacterial activity.…”

“…N-(2-Allylthio-4-chloro-5-methylbenzenesulfonyl) cyanamide potassium salt (13): Starting from 6 and allyl bromide (2.06 g), the title compound 13 was obtained. Yield: 4.98 g, 98%, mp 192°C-194°C; IR ν max (KBr) (16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27): To a suspension of corresponding N-(benzenesulfonyl)cyanamide potassium salt 7, 9-12 (2 mmol) in glacial acetic acid (6 mL), the equimolar amount of the appropiate hydrazinecarbodithioic acid esters or 1-substituted carbothioic acid hydrazides was added and then refluxed for 8-40 h. After cooling to 10°C, the precipitate was collected by filtration, washed with cold acetic acid and dried. 2-Benzylthio-4-chloro-5-methyl-N-(5-methylthio-1, 3,4-thiadiazol-2-yl)benzenesulfonamide (16): Starting from 7 (0.78 g) and methyl hydrazinecarbodithioate (0.24 g) at reflux for 8 h, the title compound 16 was obtained.…”