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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Fundamental chemistry of iodine. The reaction of di-iodine towards thiourea and its methylderivative: formation of aminothiazoles and aminothiadiazoles through dicationic disulfides
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Fundamental chemistry of iodine. The reaction of di-iodine towards thiourea and its methylderivative: formation of aminothiazoles and aminothiadiazoles through dicationic disulfides

机译：碘的基本化学。二碘与硫脲及其甲基衍生物的反应：通过二硫化二硫形成氨基噻唑和氨基噻二唑

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The reactivity of di-iodine towards thiourea (TU) and its derivative methylthiourea (MeTU) was studied. A diversity of products was obtained from these reactions. TU reacted with di-iodine in the absence or presence of hydroiodic or hydrochloric acids in a 1: 1, 1: 1: 1 or 1: 1: 2 (TU: I2: HX (X = I, Cl)) molar ratio to form the ionic compounds [(TU_2)~(2+)_2(I~-)·H_2O] (1), [2(TU_2)~(2+)·(Cl~-)·2(I~-)·(I3 -)] (2) and [(TUH)+ (I_3~-)] (3). The compounds [(TU_2)~(2+)(Br~-)(I3 -)] (4) and [(TU_2)~(2+)_2(Br~-)·H_2O] (5) were derived from the reactions of TU with di-iodine in the presence of hydrobromic acid in a 1: 1: 1 or 1: 2: 1 (TU: I2: HBr) molar ratio. However, when the product of the reaction between TU and di-iodine in a 2: 1 (TU: I2) molar ratio was crystallized in acetone-ethylether media the ionic salt of formula [(DAThdH+)(I~-)] (6) (DAThd = 3,5-diamino-1,2,4- thiadiazole) was obtained. Methylthiourea (MeTU) reacted with di-iodine in the presence of hydrobromic acid (1: 1: 1, MeTU: I2: HBr) in dichloromethane to form a solid product which gives [2(MeTU_2)~(2+)·(2Br~-) (I_4~(2-))] (7). Moreover, MeTU reacted with I2 in 2: 1 (MeTU: I2) to form an intermediate powder product which was crystallized in acetone to give the 2-amino-3,4-dimethylthiazolium cation in [(DMeAThH+)(I~-)- (H_2O)] (8). Upon changing the crystallization medium to ethanol, instead of acetone, the cationic 5-amino- 3-methylamino-4-methyl-1,2,4-thiadiazolium (AMeAThdH)~+ in [(AMeAThdH~+)(I_3~-)] (9) was formed. The compounds were characterized by m.p., FT-IR, UV-Vis, 1H-NMR spectroscopy and mass spectrometry. The crystal structures of compounds 1-9 were determined by X-ray crystallography.
机译：研究了二碘对硫脲（TU）及其衍生物甲基硫脲（MeTU）的反应性。从这些反应中获得了多种产物。在不存在或存在氢碘酸或盐酸的情况下，TU与二碘的摩尔比为1：1：1：1：1：1或1：1：1（TU：I2：HX（X = I，Cl））形成离子化合物[（TU_2）〜（2 +）_ 2（I〜-）·H_2O]（1），[2（TU_2）〜（2+）·（Cl〜-）·2（I〜-）· （I3--）]（2）和[（TUH）+（I_3〜-）]（3）。化合物[（TU_2）〜（2 +）（Br〜-）（I3-）]（4）和[（TU_2）〜（2 +）_ 2（Br〜-）·H_2O]（5）衍生自在氢溴酸存在下，摩尔比为1：1：1或1：2：1（TU：I2：HBr）时，TU与二碘的反应。但是，当TU和二碘之间的摩尔比为2：1（TU：I2）的反应产物在丙酮-乙醚介质中结晶时，式[（DAThdH +）（I〜-）]的离子盐）（DAThd ＝ 3，5-二氨基-1，2，4-噻二唑）。甲基硫脲（MeTU）在二氯甲烷中存在氢溴酸（1：1：1，MeTU：I2：HBr）的情况下与二碘反应生成固体产物，生成[2（MeTU_2）〜（2+）·（2Br 〜-）（I_4〜（2-））]（7）。此外，MeTU与I2以2：1（MeTU：I2）反应形成中间体粉末产物，该产物在丙酮中结晶，得到[（DMeAThH +）（I〜-）-中的2-氨基-3,4-二甲基噻唑鎓阳离子。 （H_2O）]（8）。在将结晶介质改为乙醇（而不是丙酮）后，将[（AMeAThdH〜+）（I_3〜-）中的阳离子5-氨基-3-甲基氨基-4-甲基-1,2,4-噻二唑鎓（AMeAThdH）〜+ ]（9）形成。化合物的特征在于熔点，FT-IR，UV-Vis，1H-NMR光谱和质谱。化合物1-9的晶体结构通过X射线晶体学测定。

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