Investigation on the synthesis of new 3-[4-(arylalkoxy)phenylethyl]-2-thioxo-1,3-thiazolidin-4-ones and their biological evaluation against cancer cells was written by Dago, Camille Deliko;Ambeu, Christelle N’ta;Coulibaly, Wacothon Karime;Bekro, Yves-Alain;Mamyrbekova-Bekro, Janat A.;Le Guevel, Remy;Corlu, Anne;Bazureau, Jean-Pierre. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2017.Synthetic Route of C9H11BrO This article mentions the following:
The 5-step synthesis of new 3-[4-(arylalkoxy)phenylethyl]-2-thioxo-1,3-thiazolidin-4-ones I [X = (CH2)n; R = OMe, n = 2; R = H, n = 2; R = OMe, n = 1] without 5-arylidene fragments starting from tyramine was described. The construction involved protection with Boc2O, regioselective O-alkylation, deprotection with 6 M HCl, neutralization, and finally reaction of bis(carboxymethyl)trithiocarbonate under microwave irradiation The intermediates and the N-substituted rhodanine have been also evaluated for their in vitro inhibition of cell proliferation (Huh7, Caco 2, MDA-MB231, HCT 116, PC3, NCI-H727, HaCat). Two compounds have shown a selective potent activity against HCT116 cell line. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Synthetic Route of C9H11BrO).
1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Synthetic Route of C9H11BrO
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary