Dealkylation Reactions of Trialkylamines with 1,3,5-Trichloro-1,2,4,6-cyclothiatriazine: A Novel Route to Regiospecific Dialkylamino Substitution on Cyclocarbathiazines
| العنوان: | Dealkylation Reactions of Trialkylamines with 1,3,5-Trichloro-1,2,4,6-cyclothiatriazine: A Novel Route to Regiospecific Dialkylamino Substitution on Cyclocarbathiazines |
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| المؤلفون: | Ashwani Vij, Anil J. Elias, T. V. V. Ramakrishna |
| المصدر: | Inorganic Chemistry. 38:3022-3026 |
| بيانات النشر: | American Chemical Society (ACS), 1999. |
| سنة النشر: | 1999 |
| مصطلحات موضوعية: | Tertiary amine, Hydrogen bond, Stereochemistry, Dimer, Crystal structure, Alkylation, Ring (chemistry), Medicinal chemistry, Inorganic Chemistry, chemistry.chemical_compound, chemistry, Morpholine, Physical and Theoretical Chemistry, Triethylamine |
| الوصف: | Reaction of trialkylamines and diamines with 1,3,5-trichloro-1,2,4,6-cyclothiatriazine, (ClCN)2(ClSN), is found to result in the facile cleavage of a C−N bond of the tertiary amine and regiospecific substitution of the dialkylamino group on the carbon atoms of the heterocycle. Reaction of (ClCN)2(ClSN) with tetramethylmethylenediamine in diethyl ether at room temperature gives the thiatriazine with dimethylamino groups substituted on the ring carbon atoms, [(Me2N)CN]2(ClSN) (1). The reaction of triethylamine with (ClCN)2(ClSN) gives the diethylamino-substituted heterocycle [(Et2N)CN]2[S(O)NH] (2) which is partially saturated as a result of the hydrolysis of the S−Cl bond. The crystal structure of this compound shows it to be a dimer with hydrogen bonding interactions between the N−H and SO groups. Reaction of excess morpholine with (ClCN)2(ClSN) gives the trimorpholino-substituted compound [(OC4H8N)CN]2[(OC4H8N)SN] (3). The S−Cl bond of 1 has also been substituted with morpholine to give [(Me2N)CN]2[(OC4H... |
| تدمد: | 1520-510X 0020-1669 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_________::b98b49ca0a751a082193d23e2dc35a34Test https://doi.org/10.1021/ic980687cTest |
| رقم الانضمام: | edsair.doi...........b98b49ca0a751a082193d23e2dc35a34 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 1520510X 00201669 |
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