Home / Publications / Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN

Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN

Vladimir Vladimirovich Baranov 1
Vladimir Vladimirovich Baranov
, 
Angelina Nikolaevna Kravchenko 1
Angelina Nikolaevna Kravchenko
, 
10.1016/j.mencom.2014.03.014
Published 2014-02-21
Communication , Volume 24, Issue 2, 105-107
11
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Baranov V. V., Kravchenko A. N., Nelyubina Y. V. Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN // Mendeleev Communications. 2014. Vol. 24. No. 2. pp. 105-107.
GOST all authors (up to 50) Copy
Baranov V. V., Kravchenko A. N., Nelyubina Y. V. Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN // Mendeleev Communications. 2014. Vol. 24. No. 2. pp. 105-107.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2014.03.014
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.03.014
TI - Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN
T2 - Mendeleev Communications
AU - Baranov, Vladimir Vladimirovich
AU - Kravchenko, Angelina Nikolaevna
AU - Nelyubina, Yulia Vladimirovna
PY - 2014
DA - 2014/02/21
PB - Mendeleev Communications
SP - 105-107
IS - 2
VL - 24
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Baranov,
author = {Vladimir Vladimirovich Baranov and Angelina Nikolaevna Kravchenko and Yulia Vladimirovna Nelyubina},
title = {Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN},
journal = {Mendeleev Communications},
year = {2014},
volume = {24},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.03.014},
number = {2},
pages = {105--107},
doi = {10.1016/j.mencom.2014.03.014}
}
MLA
Cite this
MLA Copy
Baranov, Vladimir Vladimirovich, et al. “Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN.” Mendeleev Communications, vol. 24, no. 2, Feb. 2014, pp. 105-107. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.03.014.

Abstract

Reaction of 2-thioxo or 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN in acidified MeOH affords 4,6-dialkyl-3a,6a-diphenyltetrahydro-2H-imidazo[4,5-d]oxazole-2,5(3H)-dithiones or 4,6-dimethyl-3a,6a-diphenyl-2-thioxotetrahydro-2H-imidazo-[4,5-d]oxazol-5(3H)-one, whose structure was proved by X-ray diffraction.

References

1.
W. J. Greenlee, D.B. R. Johnston, M. MacCoss, N.B. Mantlo, A.A. Patchett, P.K. Chakravarty and T. F. Walsh, EP Patent 407102, 1992.(Chem. Abstr., 1993, 115, 49693k).
2.
10.1016/j.mencom.2014.03.014_bib0010
Kakanejadifard
Pol. J. Chem., 2004
4.
Preparation of a clinically investigated ras farnesyl transferase inhibitor
Maligres P.E., Waters M.S., Weissman S.A., McWilliams J.C., Lewis S., Cowen J., Reamer R.A., Volante R.P., Reider P.J., Askin D.
Journal of Heterocyclic Chemistry, 2003
5.
Mechanistic studies in the chemistry of thiourea. Part 2. Reaction with benzil in acid solution
Broan C.J., Butler A.R.
Journal of the Chemical Society Perkin Transactions 2, 1991
6.
C. Alban, in Advances in Botanical Research, eds. F. Rebeille and R. Douce, Elsevier, Amsterdam, 2011, vol. 59, pp. 40-43.
7.
Biological Effects of Pharmacological Concentrations of Biotin
Fernandez-Mejia C., Lazo-de-la-Vega-Monroy M.
Journal of Evidence-Based Complementary & Alternative Medicine, 2011
8.
R. Kamburg, US Patent 227838, 2008.(Chem. Abstr., 2008, 149, 347537).
9.
Neuroprotective activity of (+)-(S)-2-[(1S,5R)-(3,7-dioxo-2,4,6,8- tetraazabicyclo[3.3.0]oct-2-yl)]-4-methylthiobutanoic acid
Kravchenko A.N., Baranov V.V., Anikina L.V., Vikharev Y.B., Bushmarinov I.S., Nelyubina Y.V.
Russian Journal of Bioorganic Chemistry, 2012
10.
Synthesis and antibacterial activity of 3-keto-6-O-carbamoyl-11,12-cyclic thiocarbamate erythromycin A derivatives
Zhu B., Marinelli B.A., Abbanat D., Foleno B.D., Bush K., Macielag M.J.
Bioorganic and Medicinal Chemistry Letters, 2007
11.
Synthesis and biological evaluation of five-Membered heterocycles fused to cyclopenta[ c ]thiophene as new antitumor agents
Dallemagne P., Pham Khanh L., Alsaı̈di A., Varlet I., Collot V., Paillet M., Bureau R., Rault S.
Bioorganic and Medicinal Chemistry, 2003
12.
Inhibition of the d-fructose transporter protein GLUT5 by fused-ring glyco-1,3-oxazolidin-2-thiones and -oxazolidin-2-ones
Girniene J., Tatibouët A., Sackus A., Yang J., Holman G.D., Rollin P.
Carbohydrate Research, 2003
13.
Baranov V.V., Nelyubina Y.V., Korlyukov A.A., Kravchenko A.N.
Mendeleev Communications, 2009
14.
Diastereoselective synthesis of 4,5-dihydroxyimidazolidin-2-ones (-thiones) and their structure
Kravchenko A.N., Baranov V.V., Nelyubina Y.V., Gazieva G.A., Svitan’ko I.V.
Russian Chemical Bulletin, 2012
16.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007