IE37346L - Pyrazoline compounds, insecticides - Google Patents
Pyrazoline compounds, insecticidesInfo
- Publication number
- IE37346L IE37346L IE730192A IE19273A IE37346L IE 37346 L IE37346 L IE 37346L IE 730192 A IE730192 A IE 730192A IE 19273 A IE19273 A IE 19273A IE 37346 L IE37346 L IE 37346L
- Authority
- IE
- Ireland
- Prior art keywords
- alkyl
- atom
- formula
- halogen
- phenyl group
- Prior art date
Links
- 150000003219 pyrazolines Chemical class 0.000 title abstract 2
- 239000002917 insecticide Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 6
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004414 alkyl thio group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000005842 heteroatom Chemical group 0.000 abstract 3
- -1 pyrryl Chemical group 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004076 pyridyl group Chemical group 0.000 abstract 2
- 125000006413 ring segment Chemical group 0.000 abstract 2
- 125000001544 thienyl group Chemical group 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 abstract 1
- 230000000704 physical effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (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)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1398196 1-Carbamoyl-#<SP>2</SP>-pyrazoline derivatives PHILIPS GLOEILAMPENFABRIEKEN NV 6 Feb 1973 [9 Feb 1972] 5832/73 Heading C2C Novel compounds have the Formula I wherein A is a phenyl group optionally carrying 1 or 2 substituents selected from halogen, -CN, C 1-4 alkyl, C 1-4 haloalkyl, cycloalkyl, C 1-4 alkoxy, C 1-4 alkylthio, -NHR, -NRR (each R is individually C 1-4 alkyl) and heterocyclic radicals attached to the phenyl group by a N ring atom and optionally containing a second hetero atom selected from S, O and N, or A is a thienyl or pyridyl group optionally substituted by a halogen atom or a C 1-4 alkyl group; B is a hydrogen atom or a phenyl group optionally carrying 1 to 3 substituents selected from halogen, C 1-4 alkoxy, C 1-4 alkyl, C 1-4 haloalkyl, cycloalkyl, C 1-4 alkylthio, C 1-4 alkylsulphonyl, C 1-4 dioxyalkylene, -NHR, -NRR (each R is individually C 1-4 alkyl) and heterocyclic radicals attached to the phenyl group by a N ring atom and optionally containing a second hetero atom, or B is a furyl, pyrryl, thienyl or pyridyl group optionally substituted by a halogen atom or a C 1-4 alkyl group; R 1 is halogen, C 1-4 alkoxy, C 1-4 alkyl, C 1-4 haloalkyl, cycloalkyl, C 1-4 alkylthio, C 1-4 alkylsulphonyl, -CN, -NO 2 or an amino group substituted by 1 or 2 alkyl groups which together with the common nitrogen atom can form a ring optionally containing a second hetero atom; and n is 0, 1 or 2, with the proviso that when A represents a phenyl group containing 2 substituents these do not occupy the 2,6 positions on the benzene ring and also that (R 1 ) n is not a 2,6- disubstitution. The #<SP>2</SP>-pyrazolines of Formula I are prepared by reacting a compound of Formula II with a compound of Formula III preferably in the presence of a solvent (e.g. an ether) and a catalyst (e.g. an organic base). Specific examples relate to the preparation of (a) 1 - (3,4 - dichlorophenylcarbamoyl) - 3- phenyl - #<SP>2</SP> - pyrazoline and (2) 1 - (4 - chlorophenylcarbamoyl) - 3 - (4 - chlorophenyl) - 5- (4 - chlorophenyl) - #<SP>2</SP> - pyrazoline but many more pyrazolines are listed with their physical properties. The compounds of Formula I possess biocidal activity.
[GB1398196A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL7201674.A NL158177B (en) | 1972-02-09 | 1972-02-09 | METHOD FOR PREPARING INSECTICIDE PREPARATIONS BASED ON UNSATURATED PYRAZOLIDINE DERIVATIVES, SO PREPARED PREPARATIONS, AND METHOD FOR PREPARING UNSATURATED PYRAZOLIDIN DERIVATICIDE DERIVATICIDE. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE37346L true IE37346L (en) | 1973-08-09 |
| IE37346B1 IE37346B1 (en) | 1977-07-06 |
Family
ID=19815330
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE192/73A IE37346B1 (en) | 1972-02-09 | 1973-02-06 | Novel pyrazoline compounds having insecticidal activity |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS5419445B2 (en) |
| AR (1) | AR195824A1 (en) |
| AT (1) | AT330791B (en) |
| BE (1) | BE795264A (en) |
| CA (1) | CA974991A (en) |
| CH (1) | CH590846A5 (en) |
| CS (1) | CS193020B2 (en) |
| DE (1) | DE2304584C2 (en) |
| DK (1) | DK136841B (en) |
| EG (1) | EG11009A (en) |
| ES (1) | ES411380A1 (en) |
| FR (1) | FR2171218B1 (en) |
| GB (1) | GB1398196A (en) |
| IE (1) | IE37346B1 (en) |
| IL (1) | IL41472A (en) |
| IT (1) | IT978847B (en) |
| NL (1) | NL158177B (en) |
| PL (2) | PL98035B1 (en) |
| SE (1) | SE410187B (en) |
| SU (1) | SU479295A3 (en) |
| ZA (1) | ZA73576B (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL158178B (en) * | 1974-07-12 | 1978-10-16 | Philips Nv | METHOD OF PREPARING INSECTICIDE PREPARATIONS CONTAINING A PYRAZOLINE DERIVATIVE, SO PREPARED PREPARATIONS, AND METHOD OF PREPARING PYRAZOLINE DERIVATIVES WITH INSECTICIDE ACTION. |
| US4156007A (en) * | 1974-07-12 | 1979-05-22 | U.S. Philips Corporation | Pyrazoline compounds |
| US4174393A (en) * | 1975-07-09 | 1979-11-13 | Duphar International Research B.V. | 1,3,4-Substituted pyrazoline derivatives |
| NL183400C (en) * | 1976-01-09 | 1988-10-17 | Duphar Int Res | METHOD FOR PREPARING AN INSECTICIDE PREPARATION CONTAINING A PYRAZOLINE COMPOUND AND METHOD FOR PREPARING A PYRAZOLINE COMPOUND WITH INSECTICIDE ACTION |
| US4214090A (en) * | 1976-01-14 | 1980-07-22 | Commonwealth Scientific And Industrial Research Organization | Fungicidal carboxamidopyrazoles |
| US4134987A (en) * | 1976-01-14 | 1979-01-16 | Huppatz John L | Compounds and compositions |
| JPS57209275A (en) * | 1981-06-19 | 1982-12-22 | Nissan Chem Ind Ltd | Novel pyrazoline derivative, its preparation, and vermin-controlling agent containing said derivative as active component |
| GB2093836B (en) * | 1981-02-17 | 1984-09-05 | Nissan Chemical Ind Ltd | Insecticidal pyrazoline derivatives |
| US4663341A (en) | 1984-02-16 | 1987-05-05 | Rohm And Haas Company | Insecticidal n-aryl-3-aryl-4,5-dihydro-1h-pyrazole-1-carboxamides |
| AU556949B2 (en) * | 1984-10-25 | 1986-11-27 | Fmc Corporation | Pyrozoline insecticides |
| CA2074179A1 (en) * | 1990-01-31 | 1991-08-01 | Charles R. Harrison | Arthropodicidal pyrazolines, pyrazolidines and hyrazines |
| DE4117076A1 (en) * | 1991-05-25 | 1992-11-26 | Bayer Ag | SUBSTITUTED 4-HETARYL PYRAZOLINE |
| JPH05112556A (en) * | 1991-10-18 | 1993-05-07 | Nippon Bayeragrochem Kk | Insecticidal pyrazolines |
| JPH05112555A (en) * | 1991-10-18 | 1993-05-07 | Nippon Bayeragrochem Kk | Selective insecticidal pyrazolines |
-
0
- BE BE795264D patent/BE795264A/en not_active IP Right Cessation
-
1972
- 1972-02-09 NL NL7201674.A patent/NL158177B/en not_active IP Right Cessation
-
1973
- 1973-01-26 ZA ZA730576A patent/ZA73576B/en unknown
- 1973-01-31 DE DE2304584A patent/DE2304584C2/en not_active Expired
- 1973-02-06 IL IL41472A patent/IL41472A/en unknown
- 1973-02-06 PL PL1973181302A patent/PL98035B1/en unknown
- 1973-02-06 IE IE192/73A patent/IE37346B1/en unknown
- 1973-02-06 SE SE7301633A patent/SE410187B/en unknown
- 1973-02-06 DK DK63473AA patent/DK136841B/en not_active IP Right Cessation
- 1973-02-06 IT IT20074/73A patent/IT978847B/en active
- 1973-02-06 CH CH165073A patent/CH590846A5/xx not_active IP Right Cessation
- 1973-02-06 CA CA163,018A patent/CA974991A/en not_active Expired
- 1973-02-06 GB GB583273A patent/GB1398196A/en not_active Expired
- 1973-02-06 AT AT103673A patent/AT330791B/en not_active IP Right Cessation
- 1973-02-06 PL PL1973160612A patent/PL93536B1/pl unknown
- 1973-02-07 FR FR7304238A patent/FR2171218B1/fr not_active Expired
- 1973-02-07 ES ES411380A patent/ES411380A1/en not_active Expired
- 1973-02-08 CS CS73944A patent/CS193020B2/en unknown
- 1973-02-08 AR AR246492A patent/AR195824A1/en active
- 1973-02-08 JP JP1525273A patent/JPS5419445B2/ja not_active Expired
- 1973-02-08 SU SU1963822A patent/SU479295A3/en active
- 1973-02-08 EG EG51/73A patent/EG11009A/en active
Also Published As
| Publication number | Publication date |
|---|---|
| ZA73576B (en) | 1974-08-28 |
| NL158177B (en) | 1978-10-16 |
| IE37346B1 (en) | 1977-07-06 |
| NL7201674A (en) | 1973-08-13 |
| IL41472A0 (en) | 1973-04-30 |
| SU479295A3 (en) | 1975-07-30 |
| IL41472A (en) | 1976-08-31 |
| IT978847B (en) | 1974-09-20 |
| BE795264A (en) | 1973-08-09 |
| EG11009A (en) | 1976-10-31 |
| CA974991A (en) | 1975-09-23 |
| JPS4887028A (en) | 1973-11-16 |
| DK136841B (en) | 1977-12-05 |
| PL98035B1 (en) | 1978-04-29 |
| PL93536B1 (en) | 1977-06-30 |
| FR2171218B1 (en) | 1978-09-08 |
| SE410187B (en) | 1979-10-01 |
| AT330791B (en) | 1976-07-26 |
| JPS5419445B2 (en) | 1979-07-16 |
| ES411380A1 (en) | 1976-07-16 |
| AR195824A1 (en) | 1973-11-09 |
| CS193020B2 (en) | 1979-09-17 |
| AU5179773A (en) | 1974-08-08 |
| DE2304584A1 (en) | 1973-08-16 |
| DK136841C (en) | 1978-05-16 |
| FR2171218A1 (en) | 1973-09-21 |
| DE2304584C2 (en) | 1983-08-11 |
| GB1398196A (en) | 1975-06-18 |
| CH590846A5 (en) | 1977-08-31 |
| ATA103673A (en) | 1975-10-15 |
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