GB1501589A - 1,2,4-oxadiazin-5-one derivatives having phytohormonal and herbicidal activity - Google Patents
1,2,4-oxadiazin-5-one derivatives having phytohormonal and herbicidal activityInfo
- Publication number
- GB1501589A GB1501589A GB37226/76A GB3722676A GB1501589A GB 1501589 A GB1501589 A GB 1501589A GB 37226/76 A GB37226/76 A GB 37226/76A GB 3722676 A GB3722676 A GB 3722676A GB 1501589 A GB1501589 A GB 1501589A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- radical
- radicals containing
- alkyl
- radicals
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
- C07D273/02—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00 having two nitrogen atoms and only one oxygen atom
- C07D273/04—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Abstract
1501589 1,2,4-Oxadiazin-5-one derivatives PHILAGRO 8 Sept 1976 [11 Sept 1975] 37226/76 Heading C2C Novel 1,2,4-oxadiazin-5-one derivatives having the general formula wherein R represents a hydrogen atom or an alkyl radical containing 1 to 4 carbon atoms, or a phenyl radical, and Ar represents a phenyl radical substituted by 1, 2 or 3 substituents, which-when two or three substituents are present-may be identical or different, selected from halogen atoms, the hydroxy radical, alkyl radicals containing 1 to.4 carbon atoms, alkoxy radicals containing 1 to 4 carbon atoms, alkylthio radicals containing 1 to 4 carbon atoms, alkylsulphinyl radicals containing 1 to 4 carbon atoms, alkylsulphonyl radicals containing 1 to 4 carbon atoms, the trifluoromethyl, trifluoromethoxy, trifluoromethylthio and carboxy radicals, alkoxycarbonyl radicals containing 2 to 5 carbon atoms, the nitro and amino radicals, alkylamino radicals containing 1 to 4 carbon atoms in the alkyl group, dialkylamino radicals containing 1 to 4 carbon atoms in each alkyl group, acylamino radicals containing 1 to 4 carbon atoms in the acyl moiety, alkoxycarbonylamino radicals containing 1 to 4 carbon atoms in the alkoxy group, the azido radical, alkanoyl radicals containing 1 to 4 carbon atoms, the sulphamoyl radical, dialkylsulphamoyl radicals containing 1 to 4 carbon atoms in each alkyl group, or the phenyl radical, or Ar represents a mononuclear aromatic heterocyclic radical with 5 atoms in the ring, the hetero atom being oxygen, sulphur or nitrogen, said heterocyclic radical being unsubstituted or substituted by a halogen atom, an alkyl radical containing 1 to 4 carbon atoms, a phenylalkyl radical containing 1 to 4 carbon atoms in the alkyl moiety, an alkoxy radical containing 1 to 4 carbon atoms or an alkylthio radical containing 1 to 4 carbon atoms, are prepared by either (a) cyclizing an amidoxime derivative of the formula wherein R 1 is (C 1 -C 4 ) alkyl, by heating in a basic medium at a temperature of from 20 to 70 C., or (b) reacting an α-aminoxy-ester of the general formula or an acid addition salt thereof, with an iminoether salt of the formula wherein HA is a molecule of hydrogen chloride or of fluoboric acid, in a basic organic solvent at a temperature of from 80 to 120 C., or (c] treating a compound of the formula wherein X is a halogen atom, with an alkali metal hydroxide in aqueous solution at a temperature of from 15 to 25 C., or (d) reacting an α-halogeno-ester of the general formula wherein Y is a halogen atom, with an amidoxime of the general formula in an aqueous organic solvent in the presence of an alkaline condensation agent at a temperature of from 20 to 80 C. The novel compounds possess phytohormonal and herbicidal properties.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7527885A FR2323692A1 (en) | 1975-09-11 | 1975-09-11 | NEW DERIVATIVES OF DIHYDRO-5,6 4H-OXADIAZINE-1,2,4 ONE-5, THEIR PREPARATION AND THE COMPOSITIONS WITH HERBICIDE PROPERTIES CONTAINING THEM |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1501589A true GB1501589A (en) | 1978-02-15 |
Family
ID=9159863
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37226/76A Expired GB1501589A (en) | 1975-09-11 | 1976-09-08 | 1,2,4-oxadiazin-5-one derivatives having phytohormonal and herbicidal activity |
Country Status (23)
| Country | Link |
|---|---|
| JP (1) | JPS5236679A (en) |
| AR (1) | AR222625A1 (en) |
| AT (1) | AT346852B (en) |
| BE (1) | BE846083A (en) |
| BR (1) | BR7606002A (en) |
| CA (1) | CA1092109A (en) |
| CH (1) | CH600766A5 (en) |
| DD (1) | DD129024A5 (en) |
| DE (1) | DE2640464A1 (en) |
| DK (1) | DK410776A (en) |
| ES (1) | ES451145A1 (en) |
| FR (1) | FR2323692A1 (en) |
| GB (1) | GB1501589A (en) |
| HU (1) | HU176418B (en) |
| IE (1) | IE43946B1 (en) |
| IL (1) | IL50464A (en) |
| LU (1) | LU75767A1 (en) |
| NL (1) | NL7610067A (en) |
| PL (1) | PL101303B1 (en) |
| PT (1) | PT65574B (en) |
| RO (1) | RO69406A (en) |
| SE (1) | SE7610051L (en) |
| SU (1) | SU625608A3 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU181588B (en) * | 1980-12-31 | 1983-10-28 | Richter Gedeon Vegyeszet | Process for preparing n4-substituted tetrahydro-1,2,4-oxadiazin-5-one derivatives with anticonvulsive effect |
| FR2497202A1 (en) * | 1980-12-31 | 1982-07-02 | Richter Gedeon Vegyeszet | NOVEL TETRAHYDRO-1,2,4-OXADIAZIN-5-ONE DERIVATIVES, THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME |
| DE3514450A1 (en) * | 1985-04-22 | 1986-10-23 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING IMIDATES AND NEW ARYL-SUBSTITUTED IMIDATES |
| JPS63173419A (en) * | 1987-01-12 | 1988-07-18 | Fujitsu Ltd | Atomic oscillator |
| CN107629020B (en) * | 2017-09-28 | 2020-09-04 | 湖北科技学院 | 4H-1,2, 4-oxadiazine-5 (6H) -ketone compound and synthetic method thereof |
-
1975
- 1975-09-11 FR FR7527885A patent/FR2323692A1/en active Granted
-
1976
- 1976-09-01 ES ES451145A patent/ES451145A1/en not_active Expired
- 1976-09-08 DE DE19762640464 patent/DE2640464A1/en not_active Withdrawn
- 1976-09-08 DD DD7600194682A patent/DD129024A5/en unknown
- 1976-09-08 GB GB37226/76A patent/GB1501589A/en not_active Expired
- 1976-09-08 IE IE2009/76A patent/IE43946B1/en unknown
- 1976-09-08 CA CA260,696A patent/CA1092109A/en not_active Expired
- 1976-09-09 SU SU762395116A patent/SU625608A3/en active
- 1976-09-10 BE BE170534A patent/BE846083A/en unknown
- 1976-09-10 RO RO7687500A patent/RO69406A/en unknown
- 1976-09-10 PT PT65574A patent/PT65574B/en unknown
- 1976-09-10 IL IL50464A patent/IL50464A/en unknown
- 1976-09-10 PL PL1976192320A patent/PL101303B1/en unknown
- 1976-09-10 NL NL7610067A patent/NL7610067A/en not_active Application Discontinuation
- 1976-09-10 DK DK410776A patent/DK410776A/en unknown
- 1976-09-10 AR AR264651A patent/AR222625A1/en active
- 1976-09-10 BR BR7606002A patent/BR7606002A/en unknown
- 1976-09-10 CH CH1155976A patent/CH600766A5/xx not_active IP Right Cessation
- 1976-09-10 AT AT669876A patent/AT346852B/en not_active IP Right Cessation
- 1976-09-10 HU HU76PI538A patent/HU176418B/en unknown
- 1976-09-10 LU LU75767A patent/LU75767A1/xx unknown
- 1976-09-10 SE SE7610051A patent/SE7610051L/en not_active Application Discontinuation
- 1976-09-10 JP JP51109353A patent/JPS5236679A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| SE7610051L (en) | 1977-03-12 |
| IL50464A (en) | 1979-03-12 |
| LU75767A1 (en) | 1978-05-12 |
| FR2323692B1 (en) | 1978-10-27 |
| RO69406A (en) | 1982-09-09 |
| AR222625A1 (en) | 1981-06-15 |
| CA1092109A (en) | 1980-12-23 |
| IE43946B1 (en) | 1981-07-01 |
| BR7606002A (en) | 1977-08-23 |
| AT346852B (en) | 1978-11-27 |
| IL50464A0 (en) | 1976-11-30 |
| PT65574A (en) | 1976-10-01 |
| CH600766A5 (en) | 1978-06-30 |
| PL101303B1 (en) | 1978-12-30 |
| NL7610067A (en) | 1977-03-15 |
| ATA669876A (en) | 1978-04-15 |
| PT65574B (en) | 1978-07-04 |
| DK410776A (en) | 1977-03-12 |
| SU625608A3 (en) | 1978-09-25 |
| FR2323692A1 (en) | 1977-04-08 |
| JPS5236679A (en) | 1977-03-22 |
| BE846083A (en) | 1977-03-10 |
| HU176418B (en) | 1981-02-28 |
| DD129024A5 (en) | 1977-12-21 |
| ES451145A1 (en) | 1977-11-16 |
| IE43946L (en) | 1977-03-11 |
| DE2640464A1 (en) | 1977-04-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |