Synthetical application of alkyl 2-isothiocyanatocarboxylates. A simple synthesis of 5-substituted-3-amino-2-thioxo-4-imidazolidinones (3-amino-2-thiohydantoins)

Molecules

Volumn 4, Issue 10, 1999, Pages 279-286

  Floch, Lubomir ^a   Oremus, Vladimir ^b   Kovac, Martin ^a  

^a SLOVAK UNIVERSITY OF TECHNOLOGY   (Slovakia)

^b Drug Research Institute   (Slovakia)

Author keywords

Agrochemicals; Isothiocyanate; Thiohydantoin; Thiosemicarbazide

Indexed keywords

ALKYL GROUP; AMINO ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; HYDANTOIN DERIVATIVE; HYDRAZINE; IMIDAZOLIDINE DERIVATIVE; ISOTHIOCYANIC ACID DERIVATIVE; THIOXYL DERIVATIVE;

ALKYLATION; ARTICLE; ENERGY YIELD; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR MECHANICS; REACTION ANALYSIS; SPECTRAL SENSITIVITY; SUBSTITUTION REACTION; SYNTHESIS;

EID: 4344617657     PISSN: 14203049     EISSN: None     Source Type: Journal    
DOI: 10.3390/41000279     Document Type: Article

References (12)

1. Uota, H.; Takai, A. Japanese Patent 1733, 1955; Chem.Abstr. 1957, 51, 3668h
2. Jacobsen, N.; Toelberg, J. A simple synthesis of 3-substituted 1-amino-2-thioxo-4-imidazolidinones (1-amino-thiohydantoins). Synthesis 1986, 559-561.
3. Pilgram, K.H.; Kollmeyer, W.D.; Skiles, R.D.; Wittsell, L.E. In Synthesis and Chemistry of Agrochemicals, ACS Symposium series; Comstock, M.J., Ed.; American Chemical Society, 1987, Chapter 4, Synthesis and herbicidal properties of N-(benzilideneamino), N-(benzilamino), and N-(phenylazo) heterocycles., p.36-53.
4. Thorwart, W.; Gebert, V.; Schleuerbach, R.; Bartlett, R. Ger.Offen. DE 3,702,757, 1987; Chem.Abstr. 1989, 110, 8223k.
5. Floch, L.; Kosik, M.; Kosik, M. Study of the thermal properties of 1,4-disubstituted thiosemicarbazides. J.Thermal Analysis 1991, 2377-2382, ibid. 1992, 38, 2417 (Errata ).
6. Floch, L.; Kosik, M.; Kosik, M. Study of the thermal properties of 1,4-disubstituted thiosemicarbazides. J.Thermal Analysis 1991, 2377-2382, ibid. 1992, 38, 2417 (Errata ).
7. Gut, J.; Novacek, A.; Fiedler, P. Reaction of six-membered cyclic hydrazides with aromatic aldehydes. Coll.Czechoslov.Chem.Commun. 1968, 2087-2096.
8. Gante, J.; Lautsch, W. Über semicarbazino-(4)-essigsäure- und thiosemicarbazino-(4)-essigsäurederivate. Chem.Ber. 1964, 97, 994-1001.
9. Veverka, M.; Marchalin, M. Addition-cyclization reactions of ethyl isothiocyanatoacetate with carboxylic acid hydrazides. Coll. Czechoslov. Chem. Commun. 1987, 52, 113-119.
10. Glushkov, V. A.; Mashevskaya, I. V.; Sokol, V. I.; Feshina, E. V.; Majorova, O. A. Syntez i struktura 5,5-dialkyl-3-arylamino-2-tiogitantoinov. Khim. Geterotsikl. Soedin. 1997, 898-903.
11. Böehme, F.; Martin, F.; Strahl, J. Synthesen von derivativen des 3-amino-2-thiohydantoins. Arch.Pharm.(Weinheim, Ger.) 1980, 313, 10-15.
12. Floch, L.; Kovac, S. Synthesis and properties of alkyl isothiocyanatocarboxylates. Coll. Czechoslov. Chem. Commun. 1975, 40, 2845-2854.