Synthesis of trifluoromethyl – containing oxo(thioxo)imidazothiazolones and thioglycolurils based on perfluorobiacetyl

Add time:08/23/2019    Source:sciencedirect.com

The reaction of perfluorobiacetyl with thiourea produced 4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidine-2-thione, mainly in trans-form, in a yield of ∼60%. 4,5-Dihydroxy-4,5-bis(trifluoromethyl)imidazolidine-2-thione(one) were introduced for the first time in the condensation with thiourea in dimethylacetamide at elevated temperature and trifluoromethylated thioxo(oxo)imidazothiazolones were unexpectedly obtained (yield ∼41 − 30%). A similar reaction of 4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidine-2-thione(one) with NH4SCN and 4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidine-2-thione with N-alkyl(aryl)ureas and N,N'-dialkyl(diaryl)ureas afforded the same thioxo(oxo)imidazothiazolones (yield ∼50 − 16%). In contrast to it, the condensation of 4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidine-2-thione with urea under similar conditions gave mainly trifluoromethylated thioglycoluril in ∼31% yield.

We also recommend Trading Suppliers and Manufacturers of Thiazole, 4-(trifluoromethyl)- (cas 101048-75-3). Pls Click Website Link as below: cas 101048-75-3 suppliers

Prev:Research paperStructure-activity relationships of thiazole and benzothiazole derivatives as selective cannabinoid CB2 agonists with in vivo anti-inflammatory properties
Next:Research paperDiscovery of tropinone-thiazole derivatives as potent caspase 3/7 activators, and noncompetitive tyrosinase inhibitors with high antiproliferative activity: Rational design, one-pot tricomponent synthesis, and lipophilicity determination)