| dc.contributor.advisor |
Kafka, Stanislav
|
|
| dc.contributor.author |
Machoňová, Tereza
|
|
| dc.date.accessioned |
2019-07-04T09:11:30Z |
|
| dc.date.available |
2019-07-04T09:11:30Z |
|
| dc.date.issued |
2019-02-01 |
|
| dc.identifier |
Elektronický archiv Knihovny UTB |
|
| dc.identifier.uri |
http://hdl.handle.net/10563/45524
|
|
| dc.description.abstract |
Reakcí iminů acyklických ketonů 2 s estery substituovaných malonových kyselin byly připraveny 4-hydroxypyridin-2(1H)-ony 3. Analogicky kondenzací N-cyklohexylidenanilinu (4) s bis(2,4,6-trichlorfenyl)-malonáty byly získány odpovídající 4-hydroxy-5,6,7,8-tetrahydrochinolin-2(1H)-ony 5. Imin 2a byl připraven přes -anilinonitril 1, zatímco anil 4 byl získán kondenzací anilinu s cyklohexanonem v přítomnosti molekulového síta. Chlorací hydroxypyridonů 3 sulfurylchloridem byly získány 3,5-dichlorpyridin-2,4(1H,3H)-diony 6. Chlorace 4-hydroxy-5,6,7,8-tetrahydrochinolin-2(1H)-onu 5b vedla ke směsi, z níž byl izolován 3,8-dichlor-5,6,7,8-tetrahydrochinolin-2,4(1H,3H)-dion 7. Reakcí dichlorpyridin?dionů 6 s azidem sodným vznikly 3-azido-5-chlorpyridin-2,4(1H,3H)-diony 8 a redukce sloučenin 6 zinkem v kyselině octové poskytla 5-chlor-4-hydroxypyridin-2(1H)-ony 9. Reakcí hydroxypyridonů 3 s 3-chlorchinolin-2,4(1H,3H)-dionem 11a byly získány 3-((2-oxo-1,2-dihydropyridin-4-yl)oxy)chinolin-2,4(1H,3H)-diony 12. 3-Chlorchinolin-2,4(1H,3H)-diony 11 byly připraveny známým dvoustupňovým postupem z anilinů a substituovaných diethyl-malonátů přes 4-hydroxychinolin-2,4(1H,3H)-diony. |
|
| dc.format |
63 s. (71 914 znaků) |
|
| dc.language.iso |
cs |
|
| dc.publisher |
Univerzita Tomáše Bati ve Zlíně |
|
| dc.rights |
Bez omezení |
|
| dc.subject |
syntéza
|
cs |
| dc.subject |
iminy
|
cs |
| dc.subject |
malonáty
|
cs |
| dc.subject |
4-hydroxypyridin-2
|
cs |
| dc.subject |
1H
|
cs |
| dc.subject |
-ony
|
cs |
| dc.subject |
3
|
cs |
| dc.subject |
5-disubstituované pyridin-2
|
cs |
| dc.subject |
4
|
cs |
| dc.subject |
1H
|
cs |
| dc.subject |
3H
|
cs |
| dc.subject |
-diony
|
cs |
| dc.subject |
synthesis
|
en |
| dc.subject |
imines
|
en |
| dc.subject |
malonates
|
en |
| dc.subject |
4-hydroxypyridin-2
|
en |
| dc.subject |
1H
|
en |
| dc.subject |
-ones
|
en |
| dc.subject |
3
|
en |
| dc.subject |
5-disubstituted pyridin-2
|
en |
| dc.subject |
4
|
en |
| dc.subject |
1H
|
en |
| dc.subject |
3H
|
en |
| dc.subject |
-diones
|
en |
| dc.title |
Syntézy a studium chemických přeměn derivátů pyridinu k získání zajímavých sloučenin z hlediska jejich potenciálních biologických účinků |
|
| dc.title.alternative |
Syntheses and Study of Chemical Transformations of Pyridine Derivatives to Obtain Interesting Compounds in Terms of Their Potential Biological Effects |
|
| dc.type |
diplomová práce |
cs |
| dc.contributor.referee |
Potáček, Milan |
|
| dc.date.accepted |
2019-06-11 |
|
| dc.description.abstract-translated |
Reaction of imines of acyclic ketones 2 with esters of substituted malonic acids produced 4-hydroxypyridin-2 (1H) -ones 3. Analogously by condensation of N-cyclohexylidenaniline (4) with bis(2,4,6-trichlorophenyl) malonates, the corresponding 4-hydroxy-5,6,7,8-tetrahydroquinolin-2 (1H) -ones 5 were obtained. Imine 2a was prepared via -anilinonitrile 1, while anil 4 was obtained by condensation of aniline with cyclohexanone in the presence of a molecular sieve. Chlorination of hydroxypyridones 3 with sulfuryl chloride afforded 3,5-dichloropyridine-2,4(1H,3H)-diones 6. Chlorination of 4-hydroxy-5,6,7,8-tetrahydroquinolin-2(1H)-one 5b resulted in a mixture from which 3,8-dichloro-5,6,7,8-tetrahydroquinoline-2,4(1H,3H) -dione 7 was isolated. Reaction of dichloropyridinediones 6 with sodium azide gave 3-azido-5-chloropyridine-2,4(1H,3H)-diones 8 and the reduction of compounds 6 with zinc in acetic acid furnished 5-chloro-4-hydroxypyridin-2(1H)-ones 9. Reaction of hydroxypyridones 3 with 3-chloroquinoline-2,4(1H,3H)-dione 11a provided 3-((2-oxo-1,2-dihydropyridin-4-yl)oxy)quinoline-2,4(1H,3H))-diones 12. 3-Chloroquinoline-2,4(1H,3H)-diones 11 were prepared by a known two-step procedure from anilines and substituted diethyl malonates via 4-hydroxyquinoline-2,4(1H,3H)-diones. |
|
| dc.description.department |
Ústav chemie |
|
| dc.thesis.degree-discipline |
Chemie potravin a bioaktivních látek |
cs |
| dc.thesis.degree-discipline |
Food Chemistry and Chemistry of Bioactive Substances |
en |
| dc.thesis.degree-grantor |
Univerzita Tomáše Bati ve Zlíně. Fakulta technologická |
cs |
| dc.thesis.degree-grantor |
Tomas Bata University in Zlín. Faculty of Technology |
en |
| dc.thesis.degree-name |
Ing. |
|
| dc.thesis.degree-program |
Chemie a technologie potravin |
cs |
| dc.thesis.degree-program |
Chemistry and Food Technologies |
en |
| dc.identifier.stag |
53217
|
|
| utb.result.grade |
B |
|
| dc.date.submitted |
2019-05-21 |
|
