The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《S-Derivatives of thiourea. V. Reaction of thiourea with 2,3-dibromopropionic acid》. Authors are Fedoseev, V. M.; Zavada, M.; Silaev, A. B..The article about the compound:2,3-Dibromopropionic acidcas:600-05-5,SMILESS:O=C(O)C(Br)CBr).Product Details of 600-05-5. Through the article, more information about this compound (cas:600-05-5) is conveyed.
cf. CA 55, 18708c; 57, 8428f. SC(NH2)2 reacts with BrCH2CHBrCO2H through formation of H2NC(:NH)SCH2CHBrCO2H (I). Refluxing the reactants in iso-PrOH 2 hrs. and paper chromatography of the resulting products failed to yield a pure individual substance; other solvents were similarly fruitless. SC(NH2)2 and CH2:CBrCO2H in AcOH gave, in 14 days in a desiccator, 60% I.HBr, m. 140° picrate m. 148-9°. This in iso-PrOH and SC(NH22.HBr refluxed 0.5 hr. gave chromatographic evidence of at least 7 substances, from which the following were isolated by the use of 4:1:5 BuOH-AcOH-H2O: H2NC(:NH)SCH2CH[SC(:NH)NH2]CO2H (II); dipicrate m. 146°; 2-imino-4-oxo-5-isothioureidomethylthiazolidine (III); dipicrate decomposed 159-60°; and I; picrate m. 149°. Reaction of S35C(NH2)2 with CH2:CBrCO2H and with BrCH2CHBrCO2H, as well as with I.HBr showed that II and III contained twice as much S35 as found in I.
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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem