In 2017,Samvelyan, M. A.; Ghochikyan, T. V.; Grigoryan, S. V.; Tamazyan, R. A.; Aivazyan, A. G. published 《Alkylation of 1,2,4-triazole-3-thiols with haloalkanoic acid esters》.Russian Journal of Organic Chemistry published the findings.Formula: C4H7BrO2 The information in the text is summarized as follows:
Alkylation of 4,5-disubstituted 4H-1,2,4-triazole-3-thiols I [R = C6H5, (CH2)2OH, pyridin-3-yl, etc; R1 = C6H5, CH2=CHCH2] with Me chloroformate and Et chloroacetate chemoselectively afforded the corresponding S-alkyl derivatives, II (n = 0, 1; X = Et, Me), whereas the alkylation of 5-benzyl-4-phenyl-4H-1,2,4-triazole-3-thiol with methyl-3-bromopropanoate gave an inseparable mixture of Me 3-[(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]propanoate and Me 3-(3-benzyl-4-phenyl-5-sulfanylidene-4,5-dihydro-1H-1,2,4-triazol-1-yl)propanoate products. Hydrazinolysis of S-(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl) Me carbonothioate involved anomalous cleavage with formation of the initial 4,5-disubstituted 1,2,4-triazole I (R = benzyl; R1 = phenyl) and Me hydrazinecarboxylate. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-bromopropanoate(cas: 3395-91-3Formula: C4H7BrO2)
Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Formula: C4H7BrO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary