BE893997A - Produit industriel nouveau consistant en n-(2,6-dimethylphenyl)-n-methoxyacetyl-3-amino-1,3-oxazolin-2-one - Google Patents
Produit industriel nouveau consistant en n-(2,6-dimethylphenyl)-n-methoxyacetyl-3-amino-1,3-oxazolin-2-one Download PDFInfo
- Publication number
- BE893997A BE893997A BE0/208726A BE208726A BE893997A BE 893997 A BE893997 A BE 893997A BE 0/208726 A BE0/208726 A BE 0/208726A BE 208726 A BE208726 A BE 208726A BE 893997 A BE893997 A BE 893997A
- Authority
- BE
- Belgium
- Prior art keywords
- emi
- compound
- formula
- sulfuric acid
- methoxyacetyl
- Prior art date
Links
- -1 2,6-DIMETHYLPHENYL Chemical class 0.000 title claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 26
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 10
- 206010061217 Infestation Diseases 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 230000000855 fungicidal effect Effects 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 5
- 238000007363 ring formation reaction Methods 0.000 claims description 4
- 230000002538 fungal effect Effects 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 3
- 238000005507 spraying Methods 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- CCHJMGDYNLOYKM-UHFFFAOYSA-N (2,6-dimethylphenyl)hydrazine Chemical compound CC1=CC=CC(C)=C1NN CCHJMGDYNLOYKM-UHFFFAOYSA-N 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 244000045561 useful plants Species 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 241000196324 Embryophyta Species 0.000 description 11
- 239000000047 product Substances 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- OWIUPIRUAQMTTK-UHFFFAOYSA-M n-aminocarbamate Chemical compound NNC([O-])=O OWIUPIRUAQMTTK-UHFFFAOYSA-M 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000417 fungicide Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 241000233866 Fungi Species 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000001143 conditioned effect Effects 0.000 description 3
- 238000011534 incubation Methods 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 2
- SKYBRLALUDNCSM-UHFFFAOYSA-N 1,1-dimethyl-2-phenylhydrazine Chemical compound CN(C)NC1=CC=CC=C1 SKYBRLALUDNCSM-UHFFFAOYSA-N 0.000 description 1
- BRDUXGCUCGNJIZ-UHFFFAOYSA-N 2,2-diethoxyethyl N-(2,6-dimethylanilino)carbamate Chemical compound CC1=C(C(=CC=C1)C)NNC(=O)OCC(OCC)OCC BRDUXGCUCGNJIZ-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical group C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- JJKWHOSQTYYFAE-UHFFFAOYSA-N 2-methoxyacetyl chloride Chemical compound COCC(Cl)=O JJKWHOSQTYYFAE-UHFFFAOYSA-N 0.000 description 1
- KFNWRDJNTIMKLA-UHFFFAOYSA-N 3-amino-4-hydroxy-1,3-oxazolidin-2-one Chemical compound NN1C(OCC1O)=O KFNWRDJNTIMKLA-UHFFFAOYSA-N 0.000 description 1
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 1
- 206010017533 Fungal infection Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001266 acyl halides Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 159000000032 aromatic acids Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or 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
- C07D263/36—One oxygen atom
- C07D263/38—One oxygen atom attached in position 2
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/02—Preparation of esters of carbonic or haloformic acids from phosgene or haloformates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/26—Oxygen atoms attached in position 2 with hetero atoms or acyl radicals directly attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT23362/81A IT1138137B (it) | 1981-08-04 | 1981-08-04 | Derivati di n-aril-n-acil-3-ammino-1,3-ossazolidin-2-oni utili come fungicidi e come intermedi |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE893997A true BE893997A (fr) | 1983-01-31 |
Family
ID=11206410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE0/208726A BE893997A (fr) | 1981-08-04 | 1982-07-30 | Produit industriel nouveau consistant en n-(2,6-dimethylphenyl)-n-methoxyacetyl-3-amino-1,3-oxazolin-2-one |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS5826876A (ko) |
| BE (1) | BE893997A (ko) |
| IT (1) | IT1138137B (ko) |
-
1981
- 1981-08-04 IT IT23362/81A patent/IT1138137B/it active
-
1982
- 1982-07-30 JP JP57132282A patent/JPS5826876A/ja active Granted
- 1982-07-30 BE BE0/208726A patent/BE893997A/fr not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT8123362A0 (it) | 1981-08-04 |
| IT1138137B (it) | 1986-09-17 |
| JPH0258268B2 (ko) | 1990-12-07 |
| JPS5826876A (ja) | 1983-02-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH450417A (fr) | Procédé pour préparer des esters de l'acide cyclopropanecarboxylique | |
| US4070481A (en) | Substituted 2-higher alkyl-3-hydroxy-1,4-naphthoquinone carboxylic acid esters and their use as miticides | |
| US4115584A (en) | Substituted 2-higher alkyl-3-hydroxy-1,4-naphthoquinone carboxylic acid esters and their use as miticides | |
| FR2522501A1 (fr) | Isothiosemicarbazones antivirales et leur utilisation pour prevenir une infection fongique | |
| FR2464649A1 (fr) | Nouveaux fongicides de la classe des 3-amino-oxazolidin-2-ones | |
| FR2532938A1 (fr) | Nouveaux derives du thiophene, leur preparation et leur utilisation en tant que fongicides | |
| BE893997A (fr) | Produit industriel nouveau consistant en n-(2,6-dimethylphenyl)-n-methoxyacetyl-3-amino-1,3-oxazolin-2-one | |
| FR2531953A2 (fr) | Nouvelles 2-(1-(oxyamino)-alkylidene)-5-(2-methylthiopropyl)-cyclohexane-1,3-diones herbicides et leurs applications | |
| FR2513998A1 (fr) | Composes fongicides | |
| CH640700A5 (fr) | Composes et composition fongicide. | |
| FR2491464A1 (fr) | Alkyl 3-aryl-3-acyl-2-methyl-carbazates, leur procede de preparation et leur utilisation fongicide | |
| FR2528045A1 (fr) | Derives triazolyles et leur application fongicide | |
| EP0017602B1 (fr) | Dérivés de la phényl-2-pyrone-4, procédé pour leur préparation et leur utilisation comme fongicides | |
| FR2511000A1 (fr) | Produit industriel nouveau consistant en n-(2,6-dimethylphenyl)-n-methoxyacetyl-3-amino-1,3-oxazolin-2-one, son procede de preparation et son utilisation fongicide | |
| EP0012703B1 (fr) | Dérivés de phosphates de N-phényle N-(alcoxycarbonylalcoyle)acétamides, procédé pour leur préparation et les compositions fongicides les contenant | |
| FR2493840A1 (fr) | Derives du n-phenyl-dichloromaleimide et fongicides agricole et horticole | |
| CH616312A5 (ko) | ||
| BE896914A (fr) | Derives triazolyles et leur applecation fongicide | |
| US6043286A (en) | Pesticidal compounds | |
| US4024252A (en) | 2-(5-Ethyl-6-bromothiazolo[3,2-b]-5-triazolyl)thiophosphonate esters, compositions and method of use | |
| BE889317Q (fr) | Arylhydrazo-aldoximes nouveaux et leur emploi en tant que fongicides | |
| BE883271R (fr) | Nouveaux pyrethroides | |
| BE884786A (fr) | Nouveaux n-acyl-s-haloalkyles ou s-halovinylthiolcarbamates, preparation de ces composes ainsi que leur emploi en tant que fongicides | |
| LU85451A1 (fr) | Nouveaux derives de l'ethanol,leur preparation et leur utilisation comme fongicides | |
| LU83121A1 (fr) | Nouveaux fongicides de la classe des 3-amino-oxazolidin-2-ones |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RE | Patent lapsed |
Owner name: MONTEDISON S.P.A. Effective date: 19930731 |