KR830009049A - 1-벤조일-3-(6-옥소피리다지닐) 우레아의 제조방법 - Google Patents
1-벤조일-3-(6-옥소피리다지닐) 우레아의 제조방법 Download PDFInfo
- Publication number
- KR830009049A KR830009049A KR1019820001386A KR820001386A KR830009049A KR 830009049 A KR830009049 A KR 830009049A KR 1019820001386 A KR1019820001386 A KR 1019820001386A KR 820001386 A KR820001386 A KR 820001386A KR 830009049 A KR830009049 A KR 830009049A
- Authority
- KR
- South Korea
- Prior art keywords
- chloro
- urea
- dihydro
- oxopyridazin
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims 5
- MURHGRYYSHPYIR-UHFFFAOYSA-N n-[(6-oxo-1h-pyridazin-3-yl)carbamoyl]benzamide Chemical compound C1=CC(=O)NN=C1NC(=O)NC(=O)C1=CC=CC=C1 MURHGRYYSHPYIR-UHFFFAOYSA-N 0.000 title claims 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 23
- 239000004202 carbamide Substances 0.000 claims 23
- 125000001309 chloro group Chemical group Cl* 0.000 claims 15
- -1 (6-oxopyridazinyl) urea Chemical compound 0.000 claims 14
- 239000001257 hydrogen Substances 0.000 claims 13
- 229910052739 hydrogen Inorganic materials 0.000 claims 13
- 125000003541 2-chlorobenzoyl group Chemical group ClC1=C(C(=O)*)C=CC=C1 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000004098 2,6-dichlorobenzoyl group Chemical group O=C([*])C1=C(Cl)C([H])=C([H])C([H])=C1Cl 0.000 claims 6
- 125000001246 bromo group Chemical group Br* 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000003944 tolyl group Chemical group 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 4
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 3
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 3
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- RZANGAPBABWSDP-UHFFFAOYSA-N 2,6-dichloro-n-[(5-chloro-1-cyclohexyl-6-oxopyridazin-4-yl)carbamoyl]benzamide Chemical compound ClC1=CC=CC(Cl)=C1C(=O)NC(=O)NC1=C(Cl)C(=O)N(C2CCCCC2)N=C1 RZANGAPBABWSDP-UHFFFAOYSA-N 0.000 claims 1
- JLCLTYFRRCIRMD-UHFFFAOYSA-N 2,6-dichloro-n-[[1-(4-methoxyphenyl)-6-oxopyridazin-4-yl]carbamoyl]benzamide Chemical compound C1=CC(OC)=CC=C1N1C(=O)C=C(NC(=O)NC(=O)C=2C(=CC=CC=2Cl)Cl)C=N1 JLCLTYFRRCIRMD-UHFFFAOYSA-N 0.000 claims 1
- FCTQMIXCQVVPFC-UHFFFAOYSA-N 2,6-dichloro-n-[[5-chloro-1-(4-methoxyphenyl)-6-oxopyridazin-4-yl]carbamoyl]benzamide Chemical compound C1=CC(OC)=CC=C1N1C(=O)C(Cl)=C(NC(=O)NC(=O)C=2C(=CC=CC=2Cl)Cl)C=N1 FCTQMIXCQVVPFC-UHFFFAOYSA-N 0.000 claims 1
- NLOAFOHOQLOMRC-UHFFFAOYSA-N 2,6-dichloro-n-[[5-chloro-1-[(4-chlorophenyl)methyl]-6-oxopyridazin-4-yl]carbamoyl]benzamide Chemical compound C1=CC(Cl)=CC=C1CN1C(=O)C(Cl)=C(NC(=O)NC(=O)C=2C(=CC=CC=2Cl)Cl)C=N1 NLOAFOHOQLOMRC-UHFFFAOYSA-N 0.000 claims 1
- IQHSSYROJYPFDV-UHFFFAOYSA-N 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene Chemical group FC(F)(F)C1=CC(Cl)=C(Br)C(Cl)=C1 IQHSSYROJYPFDV-UHFFFAOYSA-N 0.000 claims 1
- OTNJJKFNFDOGAW-UHFFFAOYSA-N 2-bromo-n-[(1-tert-butyl-5-chloro-6-oxopyridazin-4-yl)carbamoyl]benzamide Chemical compound O=C1N(C(C)(C)C)N=CC(NC(=O)NC(=O)C=2C(=CC=CC=2)Br)=C1Cl OTNJJKFNFDOGAW-UHFFFAOYSA-N 0.000 claims 1
- AXZCQJZQQYOYGL-UHFFFAOYSA-N 2-bromo-n-[(5-chloro-1-cyclohexyl-6-oxopyridazin-4-yl)carbamoyl]benzamide Chemical compound C1=NN(C2CCCCC2)C(=O)C(Cl)=C1NC(=O)NC(=O)C1=CC=CC=C1Br AXZCQJZQQYOYGL-UHFFFAOYSA-N 0.000 claims 1
- VOZOIDPNAUWKEH-UHFFFAOYSA-N 2-bromo-n-[[5-chloro-1-(4-chlorophenyl)-6-oxopyridazin-4-yl]carbamoyl]benzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(Cl)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Br)C=N1 VOZOIDPNAUWKEH-UHFFFAOYSA-N 0.000 claims 1
- HYFNRYOJEMXJOT-UHFFFAOYSA-N 2-chloro-N-[[5-chloro-1-(3,5-dichlorophenyl)-6-oxopyridazin-4-yl]carbamoyl]benzamide Chemical compound ClC1=CC(Cl)=CC(N2C(C(Cl)=C(NC(=O)NC(=O)C=3C(=CC=CC=3)Cl)C=N2)=O)=C1 HYFNRYOJEMXJOT-UHFFFAOYSA-N 0.000 claims 1
- HVZDXHADYXOEFS-UHFFFAOYSA-N 2-chloro-n-[(5-chloro-1-cyclohexyl-6-oxopyridazin-4-yl)carbamoyl]benzamide Chemical compound ClC1=CC=CC=C1C(=O)NC(=O)NC1=C(Cl)C(=O)N(C2CCCCC2)N=C1 HVZDXHADYXOEFS-UHFFFAOYSA-N 0.000 claims 1
- ZDQFGGNCRFPJDP-UHFFFAOYSA-N 2-chloro-n-[[5-chloro-1-(4-chlorophenyl)-6-oxopyridazin-4-yl]carbamoyl]benzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(Cl)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Cl)C=N1 ZDQFGGNCRFPJDP-UHFFFAOYSA-N 0.000 claims 1
- MJSOXUAUMZKRAK-UHFFFAOYSA-N 4-amino-1h-pyridazin-6-one Chemical compound NC=1C=NNC(=O)C=1 MJSOXUAUMZKRAK-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- LURYMYITPCOQAU-UHFFFAOYSA-N benzoyl isocyanate Chemical compound O=C=NC(=O)C1=CC=CC=C1 LURYMYITPCOQAU-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000000068 chlorophenyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- ILFHWYWHRXDJHO-UHFFFAOYSA-N n-[(1-tert-butyl-5-chloro-6-oxopyridazin-4-yl)carbamoyl]-2,6-dichlorobenzamide Chemical compound O=C1N(C(C)(C)C)N=CC(NC(=O)NC(=O)C=2C(=CC=CC=2Cl)Cl)=C1Cl ILFHWYWHRXDJHO-UHFFFAOYSA-N 0.000 claims 1
- XHLQMJWSDSJKHY-UHFFFAOYSA-N n-[(1-tert-butyl-5-chloro-6-oxopyridazin-4-yl)carbamoyl]-2-chlorobenzamide Chemical compound O=C1N(C(C)(C)C)N=CC(NC(=O)NC(=O)C=2C(=CC=CC=2)Cl)=C1Cl XHLQMJWSDSJKHY-UHFFFAOYSA-N 0.000 claims 1
- GZVJSMCDNARPDK-UHFFFAOYSA-N n-[[1-(4-bromophenyl)-5-chloro-6-oxopyridazin-4-yl]carbamoyl]-2,6-dichlorobenzamide Chemical compound ClC1=CC=CC(Cl)=C1C(=O)NC(=O)NC1=C(Cl)C(=O)N(C=2C=CC(Br)=CC=2)N=C1 GZVJSMCDNARPDK-UHFFFAOYSA-N 0.000 claims 1
- LPWYVWLDMBABOA-UHFFFAOYSA-N n-[[5-bromo-1-(4-chlorophenyl)-6-oxopyridazin-4-yl]carbamoyl]-2-chlorobenzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(Br)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Cl)C=N1 LPWYVWLDMBABOA-UHFFFAOYSA-N 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/22—Nitrogen and oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/249,054 US4366155A (en) | 1981-03-30 | 1981-03-30 | 1-Benzoyl-3-(6-oxopyridazinyl)ureas, compositions, and insecticidal method |
| US249054 | 1999-02-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR830009049A true KR830009049A (ko) | 1983-12-17 |
Family
ID=22941866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019820001386A Abandoned KR830009049A (ko) | 1981-03-30 | 1982-03-30 | 1-벤조일-3-(6-옥소피리다지닐) 우레아의 제조방법 |
Country Status (9)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0169375B1 (en) * | 1984-06-23 | 1989-12-20 | Nissan Chemical Industries Ltd. | Process for producing 2-tert.-butyl-4,5-dichloro-3(2h)-pyridazinone |
| US5135953A (en) * | 1984-12-28 | 1992-08-04 | Ciba-Geigy | Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals |
| US4983605A (en) * | 1986-10-23 | 1991-01-08 | Ishihara Sangyo Kaisha Ltd. | Pharmaceutical composition |
| JPH0278699A (ja) * | 1988-09-12 | 1990-03-19 | Green Cross Corp:The | ベンゾイルウレア系化合物・アルブミン複合体 |
| AU2011213621A1 (en) * | 2010-02-08 | 2012-08-30 | Allergan, Inc. | Pyridazine derivatives useful as cannabinoid - 2 agonists |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3210353A (en) * | 1958-11-21 | 1965-10-05 | Basf Ag | Substituted pyridazones |
| NL160809C (nl) * | 1970-05-15 | 1979-12-17 | Duphar Int Res | Werkwijze ter bereiding van benzoylureumverbindingen, alsmede werkwijze ter bereiding van insekticide prepara- ten op basis van benzoylureumverbindingen. |
| BE778142A (fr) * | 1971-01-19 | 1972-07-17 | Sandoz Sa | Nouveaux derives de la pyridazone, leur preparation et leur applicationcomme herbicides |
| US3947437A (en) * | 1974-01-22 | 1976-03-30 | The Dow Chemical Company | Substituted pyridazinyloxy(thio)phenyl ureas and derivatives thereof |
| EG11837A (en) * | 1974-09-19 | 1977-12-31 | Lilly Co Eli | Novel 1-(substituted benzoyl)-3-(substituted pyrazinyl ureas used as insecticides |
| JPS5840946B2 (ja) | 1976-10-29 | 1983-09-08 | 石原産業株式会社 | Ｎ−ベンゾイル−ｎ′−ピリジルオキシフエニルウレア系化合物、それらの製造方法及びそれらを含有する殺虫剤 |
| US4160834A (en) * | 1977-03-09 | 1979-07-10 | Eli Lilly And Company | 1-(Substituted benzoyl)-3-(substituted pyrazinyl)ureas |
| US4092421A (en) * | 1977-05-13 | 1978-05-30 | The Dow Chemical Company | Method of controlling manure-breeding insects |
| US4133956A (en) * | 1977-07-27 | 1979-01-09 | Eli Lilly And Company | Preparation of benzoylureas |
| IT1096594B (it) | 1978-06-22 | 1985-08-26 | Oxon Italia Spa | Procedimento per ottenere 5-amino-4-cloro-2-fenil-3(2h)-pirid azinone esente da 5-cloro-4amino-2-fenil-3(2h)-pirida zionone da miscele dei due isomeri ed applicazione quale erbicida selettivo del prodotto ottenuto |
| US4173639A (en) * | 1978-08-31 | 1979-11-06 | Eli Lilly And Company | 1-Benzoyl-3-(alkoxy- or alkylthiopyridinyl)ureas |
| US4212870A (en) * | 1979-06-18 | 1980-07-15 | Gulf Oil Corporation | 1-(2,6-Dichlorobenzoyl)-3-(5-chloro-2-pyridinyl-N-oxide)urea and use as insecticide |
-
1981
- 1981-03-30 US US06/249,054 patent/US4366155A/en not_active Expired - Fee Related
-
1982
- 1982-03-23 GB GB8208500A patent/GB2095669B/en not_active Expired
- 1982-03-23 EP EP82301480A patent/EP0063413A1/en not_active Ceased
- 1982-03-25 IL IL65351A patent/IL65351A/xx unknown
- 1982-03-29 DK DK142682A patent/DK142682A/da not_active IP Right Cessation
- 1982-03-29 GR GR67749A patent/GR74751B/el unknown
- 1982-03-29 BR BR8201780A patent/BR8201780A/pt unknown
- 1982-03-30 JP JP57052200A patent/JPS57175173A/ja active Pending
- 1982-03-30 KR KR1019820001386A patent/KR830009049A/ko not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| BR8201780A (pt) | 1983-03-01 |
| GB2095669A (en) | 1982-10-06 |
| JPS57175173A (en) | 1982-10-28 |
| DK142682A (da) | 1982-10-01 |
| GR74751B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1984-07-11 |
| IL65351A (en) | 1984-12-31 |
| US4366155A (en) | 1982-12-28 |
| EP0063413A1 (en) | 1982-10-27 |
| GB2095669B (en) | 1985-04-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19820330 |
|
| PG1501 | Laying open of application | ||
| PC1902 | Submission of document of abandonment before decision of registration |