SK277932B6 - £(5-hydroxy-4-oxo-4h-pyran-2yl)methyl|carbanilates and method of their production - Google Patents
£(5-hydroxy-4-oxo-4h-pyran-2yl)methyl|carbanilates and method of their production Download PDFInfo
- Publication number
- SK277932B6 SK277932B6 SK451490A SK451490A SK277932B6 SK 277932 B6 SK277932 B6 SK 277932B6 SK 451490 A SK451490 A SK 451490A SK 451490 A SK451490 A SK 451490A SK 277932 B6 SK277932 B6 SK 277932B6
- Authority
- SK
- Slovakia
- Prior art keywords
- hydroxy
- pyran
- oxo
- methyl
- mol
- Prior art date
Links
- -1 5-hydroxy-4-oxo-4h-pyran-2yl Chemical group 0.000 title claims abstract description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 title claims description 9
- BEJNERDRQOWKJM-UHFFFAOYSA-N kojic acid Chemical group OCC1=CC(=O)C(O)=CO1 BEJNERDRQOWKJM-UHFFFAOYSA-N 0.000 claims abstract description 11
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000011541 reaction mixture Substances 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 238000009835 boiling Methods 0.000 claims abstract description 3
- 229960004705 kojic acid Drugs 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000008096 xylene Substances 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- WZNJWVWKTVETCG-UHFFFAOYSA-N kojic acid Natural products OC(=O)C(N)CN1C=CC(=O)C(O)=C1 WZNJWVWKTVETCG-UHFFFAOYSA-N 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 6
- 238000000921 elemental analysis Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 238000002211 ultraviolet spectrum Methods 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000004936 stimulating effect Effects 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000287828 Gallus gallus Species 0.000 description 2
- 235000013330 chicken meat Nutrition 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- FNZIDMLQYDVRMY-UHFFFAOYSA-N (5-hydroxy-4-oxopyran-2-yl)methyl n-phenylcarbamate Chemical compound O=C1C(O)=COC(COC(=O)NC=2C=CC=CC=2)=C1 FNZIDMLQYDVRMY-UHFFFAOYSA-N 0.000 description 1
- WSFPKNWCNNAHOB-UHFFFAOYSA-N 1-butoxy-2-isocyanatobenzene Chemical compound CCCCOC1=CC=CC=C1N=C=O WSFPKNWCNNAHOB-UHFFFAOYSA-N 0.000 description 1
- WBYVBEZGKXTLFG-UHFFFAOYSA-N 1-isocyanato-2-propoxybenzene Chemical compound CCCOC1=CC=CC=C1N=C=O WBYVBEZGKXTLFG-UHFFFAOYSA-N 0.000 description 1
- 239000004184 Avoparcin Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 240000008620 Fagopyrum esculentum Species 0.000 description 1
- 235000009419 Fagopyrum esculentum Nutrition 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 229940064004 antiseptic throat preparations Drugs 0.000 description 1
- JWFVWARSGMYXRN-HTQQBIQNSA-N avoparcin Chemical compound O([C@H]1[C@H](C(N[C@H](C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(N[C@H](C4=CC(O)=CC(O)=C4C=4C(O)=CC=C3C=4)C(O)=O)=O)CC3=C(O[C@@H]4O[C@@H](C)[C@H](O)[C@H](N)C4)C=C(C(=C3)Cl)OC=3C=C2C=C(C=3O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O[C@@H]2O[C@@H](C)[C@H](O)[C@H](N)C2)OC2=CC=C1C=C2)C=1C=CC(O)=CC=1)=O)NC(=O)[C@@H](NC)C=1C=CC(O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)=CC=1)[C@@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@H]1O JWFVWARSGMYXRN-HTQQBIQNSA-N 0.000 description 1
- 229950001335 avoparcin Drugs 0.000 description 1
- 235000019377 avoparcin Nutrition 0.000 description 1
- 108010053278 avoparcin Proteins 0.000 description 1
- 238000010170 biological method Methods 0.000 description 1
- 230000003177 cardiotonic effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000004062 cytokinin Substances 0.000 description 1
- UQHKFADEQIVWID-UHFFFAOYSA-N cytokinin Natural products C1=NC=2C(NCC=C(CO)C)=NC=NC=2N1C1CC(O)C(CO)O1 UQHKFADEQIVWID-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 238000013332 literature search Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS904514A CS451490A3 (en) | 1990-09-17 | 1990-09-17 | /(5-hydroxy-4-oxo-4h-pyran-2-yl)methyl/ carbanilates and process for preparing thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK451490A3 SK451490A3 (en) | 1995-08-09 |
| SK277932B6 true SK277932B6 (en) | 1995-08-09 |
Family
ID=5388039
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK451490A SK277932B6 (en) | 1990-09-17 | 1990-09-17 | £(5-hydroxy-4-oxo-4h-pyran-2yl)methyl|carbanilates and method of their production |
Country Status (2)
| Country | Link |
|---|---|
| CS (1) | CS451490A3 (cs) |
| SK (1) | SK277932B6 (cs) |
-
1990
- 1990-09-17 SK SK451490A patent/SK277932B6/sk unknown
- 1990-09-17 CS CS904514A patent/CS451490A3/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SK451490A3 (en) | 1995-08-09 |
| CS451490A3 (en) | 1992-03-18 |
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