DD254198A5 - Verfahren zur herstellung von thiobarbitursaeurederivaten - Google Patents
Verfahren zur herstellung von thiobarbitursaeurederivaten Download PDFInfo
- Publication number
- DD254198A5 DD254198A5 DD85283725A DD28372585A DD254198A5 DD 254198 A5 DD254198 A5 DD 254198A5 DD 85283725 A DD85283725 A DD 85283725A DD 28372585 A DD28372585 A DD 28372585A DD 254198 A5 DD254198 A5 DD 254198A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- alkyl
- pyridyl
- formula
- halogen
- nitro
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 59
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 34
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 32
- 150000002367 halogens Chemical class 0.000 claims abstract description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 31
- 125000005843 halogen group Chemical group 0.000 claims abstract description 29
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 27
- 239000001257 hydrogen Substances 0.000 claims abstract description 27
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 25
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 21
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 21
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- -1 cyano - Chemical class 0.000 claims description 36
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 34
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 24
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical class CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 24
- 239000000460 chlorine Chemical group 0.000 claims description 24
- 229910052801 chlorine Inorganic materials 0.000 claims description 24
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 20
- 125000001424 substituent group Chemical group 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 10
- 239000011737 fluorine Chemical group 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 6
- RVBUGGBMJDPOST-UHFFFAOYSA-N 2-thiobarbituric acid Chemical class O=C1CC(=O)NC(=S)N1 RVBUGGBMJDPOST-UHFFFAOYSA-N 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
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- 235000000346 sugar Nutrition 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000005019 zein Substances 0.000 description 1
- 229940093612 zein Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
- C07D213/643—2-Phenoxypyridines; Derivatives thereof
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
- C07C65/24—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups polycyclic
-
- 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
- C07D239/66—Thiobarbituric acids
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP85810303A EP0167491A3 (fr) | 1984-07-06 | 1985-07-01 | Dérivés d'acide thiobarbiturique |
| GB08516944A GB2163423B (en) | 1984-07-06 | 1985-07-04 | Thiobarbituric acid derivatives |
| CA000486322A CA1264746A (fr) | 1984-07-06 | 1985-07-04 | Derives de l'acide thiobarbiturique |
| AU44619/85A AU583281B2 (en) | 1984-07-06 | 1985-07-05 | Thiobarbituric acid derivatives |
| US06/751,715 US4670441A (en) | 1984-07-06 | 1985-07-05 | Thiobarbituric acid derivatives and their use as anthelminthics |
| JP14767685A JPS6136272A (ja) | 1984-07-06 | 1985-07-06 | チオバルビツル酸誘導体及びその製造方法並びにこの誘導体を含有する寄生虫駆除剤 |
| DD85283725A DD254198A5 (de) | 1984-07-06 | 1985-12-04 | Verfahren zur herstellung von thiobarbitursaeurederivaten |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH328884 | 1984-07-06 | ||
| DD85283725A DD254198A5 (de) | 1984-07-06 | 1985-12-04 | Verfahren zur herstellung von thiobarbitursaeurederivaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD254198A5 true DD254198A5 (de) | 1988-02-17 |
Family
ID=25692665
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD85283725A DD254198A5 (de) | 1984-07-06 | 1985-12-04 | Verfahren zur herstellung von thiobarbitursaeurederivaten |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4670441A (fr) |
| EP (1) | EP0167491A3 (fr) |
| JP (1) | JPS6136272A (fr) |
| AU (1) | AU583281B2 (fr) |
| CA (1) | CA1264746A (fr) |
| DD (1) | DD254198A5 (fr) |
| GB (1) | GB2163423B (fr) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4550108A (en) * | 1983-08-17 | 1985-10-29 | Ciba Geigy Corporation | 1,3,5-Oxadiazine-2,4-diones and pesticidal use |
| 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 |
| 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 |
| EP0202823A3 (fr) * | 1985-05-17 | 1987-11-19 | Uniroyal Limited | Purification de 5-pyrimidinecarboxamides |
| GB8531815D0 (en) * | 1985-12-24 | 1986-02-05 | Wellcome Found | Insecticidal compounds |
| DE3903404A1 (de) * | 1989-02-06 | 1990-08-09 | Hoechst Ag | Pyrimidintrionderivate, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als schaedlingsbekaempfungsmittel |
| EP0415889A3 (en) * | 1989-09-01 | 1991-08-28 | Ciba-Geigy Ag | Anthelmintic agent |
| EP0430885A3 (en) * | 1989-12-01 | 1991-11-06 | Ciba-Geigy Ag | Anthelmintical compounds |
| ATA86392A (de) * | 1992-04-27 | 1997-04-15 | Chemie Linz Gmbh | Verwendung von guanidinbarbituraten und guanidinthiobarbituraten als flammhemmer für kunststoffe sowie flammfeste kunststoffe mit einem gehalt an guanidinbarbituraten oder guanidinthiobarbituraten |
| DE4323916A1 (de) * | 1993-07-16 | 1995-01-19 | Basf Ag | Substituierte 2-Phenylpyridine |
| ES2377430T3 (es) * | 2004-09-02 | 2012-03-27 | Genentech, Inc. | Inhibidores piridílicos de la señalización de hedgehog |
Family Cites Families (13)
| 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 |
| DE2405732A1 (de) * | 1974-02-07 | 1975-08-21 | Bayer Ag | Ekto- und endoparasitenmittel |
| US3915986A (en) * | 1974-06-19 | 1975-10-28 | Smithkline Corp | Methyl 5-propylthio-2-benzimidazolecarbamate |
| PL103086B1 (pl) * | 1976-05-06 | 1979-05-31 | Ciba Geigy Ag | Srodek owadobojczy |
| 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 |
| ATE9131T1 (de) * | 1980-05-14 | 1984-09-15 | Ciba-Geigy Ag | Phenylbenzoylharnstoffe. |
| CH654720A5 (de) * | 1981-09-03 | 1986-03-14 | Ciba Geigy Ag | Lagerstabile mottenschutzformulierungen. |
| US4511571A (en) * | 1981-10-20 | 1985-04-16 | Ciba Geigy Corporation | N-(2-Pyridyloxyphenyl)-N'-benzoyl ureas, pesticidal compositions containing same and pesticidal methods of use |
| DE3241138A1 (de) * | 1981-11-10 | 1983-05-19 | CIBA-GEIGY AG, 4002 Basel | Phenylharnstoffe |
| 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. |
| EP0109211A1 (fr) * | 1982-11-05 | 1984-05-23 | Imperial Chemical Industries Plc | Dérivés de la pyridine |
| 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 |
-
1985
- 1985-07-01 EP EP85810303A patent/EP0167491A3/fr not_active Ceased
- 1985-07-04 CA CA000486322A patent/CA1264746A/fr not_active Expired - Lifetime
- 1985-07-04 GB GB08516944A patent/GB2163423B/en not_active Expired
- 1985-07-05 AU AU44619/85A patent/AU583281B2/en not_active Ceased
- 1985-07-05 US US06/751,715 patent/US4670441A/en not_active Expired - Fee Related
- 1985-07-06 JP JP14767685A patent/JPS6136272A/ja active Pending
- 1985-12-04 DD DD85283725A patent/DD254198A5/de unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0167491A2 (fr) | 1986-01-08 |
| GB2163423B (en) | 1988-04-27 |
| GB2163423A (en) | 1986-02-26 |
| GB8516944D0 (en) | 1985-08-07 |
| JPS6136272A (ja) | 1986-02-20 |
| EP0167491A3 (fr) | 1986-12-30 |
| AU4461985A (en) | 1986-01-09 |
| CA1264746A (fr) | 1990-01-23 |
| US4670441A (en) | 1987-06-02 |
| AU583281B2 (en) | 1989-04-27 |
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