DD222876A5 - Verfahren zur herstellung von 5-phenylcarbamoylbarbitur saeurederivaten - Google Patents
Verfahren zur herstellung von 5-phenylcarbamoylbarbitur saeurederivaten Download PDFInfo
- Publication number
- DD222876A5 DD222876A5 DD84266391A DD26639184A DD222876A5 DD 222876 A5 DD222876 A5 DD 222876A5 DD 84266391 A DD84266391 A DD 84266391A DD 26639184 A DD26639184 A DD 26639184A DD 222876 A5 DD222876 A5 DD 222876A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- formula
- alkyl
- phenyl
- pyridyl
- substituted
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 22
- 238000002360 preparation method Methods 0.000 title claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 21
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000001301 oxygen Substances 0.000 claims abstract description 10
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910052717 sulfur Chemical group 0.000 claims abstract description 6
- 239000011593 sulfur Chemical group 0.000 claims abstract description 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 5
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 96
- -1 cyano, thiocyano, isothiocyano Chemical group 0.000 claims description 46
- 229910052739 hydrogen Inorganic materials 0.000 claims description 46
- 239000000460 chlorine Substances 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 34
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 150000002367 halogens Chemical group 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 150000002431 hydrogen Chemical class 0.000 claims description 11
- 125000001188 haloalkyl group Chemical group 0.000 claims description 9
- PJHUABJTDFXYRQ-UHFFFAOYSA-N benzoyl azide Chemical class [N-]=[N+]=NC(=O)C1=CC=CC=C1 PJHUABJTDFXYRQ-UHFFFAOYSA-N 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
- 239000003701 inert diluent Substances 0.000 claims description 2
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- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 8
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- 241000869417 Trematodes Species 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 238000001228 spectrum Methods 0.000 description 6
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- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/60—Three or more oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/60—Three or more oxygen or sulfur atoms
- C07D239/62—Barbituric acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pest Control & Pesticides (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Public Health (AREA)
- Agronomy & Crop Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH453583 | 1983-08-19 | ||
| CH352684 | 1984-07-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD222876A5 true DD222876A5 (de) | 1985-05-29 |
Family
ID=25693240
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD84266391A DD222876A5 (de) | 1983-08-19 | 1984-08-17 | Verfahren zur herstellung von 5-phenylcarbamoylbarbitur saeurederivaten |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4748178A (fr) |
| EP (1) | EP0135155B1 (fr) |
| KR (1) | KR850001907A (fr) |
| AU (1) | AU583796B2 (fr) |
| CA (1) | CA1264745A (fr) |
| DD (1) | DD222876A5 (fr) |
| DE (1) | DE3483294D1 (fr) |
| DK (1) | DK396384A (fr) |
| EG (1) | EG17262A (fr) |
| ES (3) | ES8506290A1 (fr) |
| GB (1) | GB2145087B (fr) |
| HU (1) | HU192991B (fr) |
| IL (1) | IL72716A (fr) |
| MX (1) | MX160630A (fr) |
| MY (1) | MY101864A (fr) |
| NZ (1) | NZ209267A (fr) |
| PH (1) | PH23080A (fr) |
| ZW (1) | ZW13584A1 (fr) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2145087B (en) * | 1983-08-19 | 1987-02-04 | Ciba Geigy Ag | Barbituric acid derivatives |
| CH657015A5 (de) * | 1984-06-27 | 1986-08-15 | Ciba Geigy Ag | Motten- und kaeferschutzmittel. |
| PH24423A (en) * | 1985-02-15 | 1990-06-25 | Ciba Geigy Ag | 5-(azolyloxyphenylcarbamoyl)barbituric acid derivatives as anthelmintics |
| US4753940A (en) * | 1985-02-15 | 1988-06-28 | Ciba-Geigy Corporation | Barbituric acid derivatives |
| GB8531815D0 (en) * | 1985-12-24 | 1986-02-05 | Wellcome Found | Insecticidal compounds |
| EP0430885A3 (en) * | 1989-12-01 | 1991-11-06 | Ciba-Geigy Ag | Anthelmintical compounds |
| NL9001075A (fr) * | 1990-05-04 | 1991-12-02 | Duphar Int Res | |
| AUPO190596A0 (en) | 1996-08-26 | 1996-09-19 | Alchemia Pty Ltd | Oligosaccharide synthesis |
| AUPO937597A0 (en) * | 1997-09-24 | 1997-10-16 | Alchemia Pty Ltd | Protecting and linking groups for organic synthesis |
| EP1846963A4 (fr) * | 2005-02-08 | 2010-08-04 | Semiconductor Energy Lab | Element electroluminescent, dispositif electroluminescent, et appareil electronique |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2405733C2 (de) * | 1974-02-07 | 1984-12-13 | Bayer Ag, 5090 Leverkusen | Amidocarbonylthiobarbitursäurederivate und deren Salze, Verfahren zu ihrer Herstellung sowie ihre Verwendung zur Bekämpfung von Insekten, Milben und Pilzen |
| PL103086B1 (pl) * | 1976-05-06 | 1979-05-31 | Ciba Geigy Ag | Srodek owadobojczy |
| DE2832698A1 (de) * | 1978-07-26 | 1980-02-07 | Bayer Ag | Substituierte 5-phenylcarbamoyl- barbitursaeuren, verfahren zu ihrer herstellung und ihre verwendung als insektizide |
| US4283444A (en) * | 1978-09-12 | 1981-08-11 | Ciba-Geigy Corporation | Method of protecting keratinous material from attack by insects that feed on keratin by treatment with 5-phenylcarbamoylbarbituric acid compounds |
| EP0102327A3 (fr) * | 1982-08-26 | 1985-05-15 | Ciba-Geigy Ag | Dérivés de l'acide barbiturique comme anthelmintique |
| CH658770A5 (de) * | 1982-08-26 | 1986-12-15 | Ciba Geigy Ag | Motten- und kaeferschutzmittel. |
| GB2145087B (en) * | 1983-08-19 | 1987-02-04 | Ciba Geigy Ag | Barbituric acid derivatives |
| IL73840A (en) * | 1983-12-19 | 1988-11-15 | Uniroyal Chem Co Inc | 2-thio-5-(thio)carbamoyl barbituric acid derivatives,their preparation and pharmaceutical compositions containing them |
| CH657015A5 (de) * | 1984-06-27 | 1986-08-15 | Ciba Geigy Ag | Motten- und kaeferschutzmittel. |
| EP0167491A3 (fr) * | 1984-07-06 | 1986-12-30 | Ciba-Geigy Ag | Dérivés d'acide thiobarbiturique |
| PH24423A (en) * | 1985-02-15 | 1990-06-25 | Ciba Geigy Ag | 5-(azolyloxyphenylcarbamoyl)barbituric acid derivatives as anthelmintics |
-
1984
- 1984-08-15 GB GB08420712A patent/GB2145087B/en not_active Expired
- 1984-08-16 DE DE8484109765T patent/DE3483294D1/de not_active Expired - Lifetime
- 1984-08-16 EP EP84109765A patent/EP0135155B1/fr not_active Expired - Lifetime
- 1984-08-17 DD DD84266391A patent/DD222876A5/de unknown
- 1984-08-17 HU HU843130A patent/HU192991B/hu unknown
- 1984-08-17 NZ NZ209267A patent/NZ209267A/en unknown
- 1984-08-17 AU AU32040/84A patent/AU583796B2/en not_active Ceased
- 1984-08-17 PH PH31116A patent/PH23080A/en unknown
- 1984-08-17 IL IL72716A patent/IL72716A/xx unknown
- 1984-08-17 CA CA000461250A patent/CA1264745A/fr not_active Expired - Lifetime
- 1984-08-17 ZW ZW135/84A patent/ZW13584A1/xx unknown
- 1984-08-17 DK DK396384A patent/DK396384A/da not_active Application Discontinuation
- 1984-08-18 KR KR1019840004982A patent/KR850001907A/ko not_active Ceased
- 1984-08-19 EG EG530/84A patent/EG17262A/xx active
- 1984-08-20 MX MX8345A patent/MX160630A/es unknown
- 1984-08-20 ES ES535293A patent/ES8506290A1/es not_active Expired
-
1985
- 1985-02-01 ES ES540040A patent/ES540040A0/es active Granted
- 1985-02-01 ES ES540037A patent/ES8601152A1/es not_active Expired
-
1986
- 1986-02-13 US US06/829,589 patent/US4748178A/en not_active Expired - Fee Related
-
1987
- 1987-09-25 MY MYPI87001955A patent/MY101864A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZW13584A1 (en) | 1985-03-06 |
| ES540037A0 (es) | 1985-11-01 |
| CA1264745A (fr) | 1990-01-23 |
| IL72716A0 (en) | 1984-11-30 |
| EP0135155B1 (fr) | 1990-09-26 |
| GB8420712D0 (en) | 1984-09-19 |
| ES8601153A1 (es) | 1985-11-01 |
| ES535293A0 (es) | 1985-07-16 |
| HU192991B (en) | 1987-08-28 |
| US4748178A (en) | 1988-05-31 |
| MY101864A (en) | 1992-01-31 |
| PH23080A (en) | 1989-04-10 |
| AU3204084A (en) | 1985-02-21 |
| GB2145087B (en) | 1987-02-04 |
| AU583796B2 (en) | 1989-05-11 |
| EG17262A (en) | 1991-08-30 |
| ES8601152A1 (es) | 1985-11-01 |
| EP0135155A3 (en) | 1986-01-02 |
| GB2145087A (en) | 1985-03-20 |
| ES8506290A1 (es) | 1985-07-16 |
| DK396384A (da) | 1985-02-20 |
| DE3483294D1 (de) | 1990-10-31 |
| DK396384D0 (da) | 1984-08-17 |
| NZ209267A (en) | 1988-01-08 |
| HUT35653A (en) | 1985-07-29 |
| IL72716A (en) | 1987-10-20 |
| ES540040A0 (es) | 1985-11-01 |
| EP0135155A2 (fr) | 1985-03-27 |
| KR850001907A (ko) | 1985-04-10 |
| MX160630A (es) | 1990-03-29 |
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