JPS5583735A - Diphenylamine derivative, its preparation and selective weed killer - Google Patents
Diphenylamine derivative, its preparation and selective weed killerInfo
- Publication number
- JPS5583735A JPS5583735A JP15718078A JP15718078A JPS5583735A JP S5583735 A JPS5583735 A JP S5583735A JP 15718078 A JP15718078 A JP 15718078A JP 15718078 A JP15718078 A JP 15718078A JP S5583735 A JPS5583735 A JP S5583735A
- Authority
- JP
- Japan
- Prior art keywords
- selective weed
- compound
- benzyl
- weed killer
- diphenylamine derivative
- 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.)
- Granted
Links
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 title abstract 2
- 239000004009 herbicide Substances 0.000 title abstract 2
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 title abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- 208000001953 Hypotension Diseases 0.000 abstract 1
- 240000007594 Oryza sativa Species 0.000 abstract 1
- 231100000674 Phytotoxicity Toxicity 0.000 abstract 1
- 244000062793 Sorghum vulgare Species 0.000 abstract 1
- 241001148683 Zostera marina Species 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000843 anti-fungal effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 235000019713 millet Nutrition 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
NEW MATERIAL:A diphenylamine derivative I (R1 and R2 are lower alkyl; R3 is H, benzyl, etc.; n is 0, 1 or 2; the combination of R1=CH3, R3=H and n=0 is excluded).
EXAMPLE: Ethyl 2-{4-(2-nitro-4-trifluoromethylanilino)phenoxy} butyrate.
USE: A selective weed killer. It has remarkably excellent selective weed-killing action for grass weeds, e.g. a barn millet, etc., and it is almost harmless for broadleaved crops, and rice plants. etc. Extremely low phytotoxicity. Wide ranges for the application time, place, concentration, etc. It has antipyretic, hypotensive and antiinflammatory actions and antifungal activity, and is also useful as a medicine.
PROCESS: A compound II and a compound III (X is halogen; R' is benzyl, etc.) are heated and refluxed in an inert solvent usually for 3W6hr in the presence of an acid acceptor (e.g. K2CO3, etc.). The reaction solution is poured into cold water and extracted with an organic solvent to give the compound I.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15718078A JPS6045635B2 (en) | 1978-12-19 | 1978-12-19 | Diphenylamine derivatives, their production methods and selective herbicides |
| US06/033,682 US4259105A (en) | 1978-05-10 | 1979-04-26 | Diphenylamine derivatives |
| CA000326616A CA1196655A (en) | 1978-05-10 | 1979-04-30 | Diphenylamine derivatives |
| IL57184A IL57184A (en) | 1978-05-10 | 1979-04-30 | Diphenylamine derivatives,their preparation and herbicidal compositions containing them |
| GB7915433A GB2022578B (en) | 1978-05-10 | 1979-05-03 | Diphenylamine derivatives |
| AT0341079A AT364668B (en) | 1978-05-10 | 1979-05-07 | HERBICIDAL COMPOSITIONS |
| MX10150779U MX6509E (en) | 1978-05-10 | 1979-05-07 | PROCEDURE FOR PREPARING DIPHENYL-AMINE DERIVATIVES |
| DE2918541A DE2918541C3 (en) | 1978-05-10 | 1979-05-08 | Diphenylamine derivatives, processes for their production and herbicides based on them |
| BR7902790A BR7902790A (en) | 1978-05-10 | 1979-05-08 | HERBICIDIC COMPOSITIONS AND PROCESS TO PREPARE DIPHENYLAMINE DERIVATIVES THEREOF IN USES |
| ES480391A ES480391A1 (en) | 1978-05-10 | 1979-05-09 | Diphenylamine derivatives |
| FR7911767A FR2425430A1 (en) | 1978-05-10 | 1979-05-09 | DIPHENYLAMINE DERIVATIVES AND USE AS SELECTIVE HERBICIDES |
| CS793203A CS209924B2 (en) | 1978-05-10 | 1979-05-10 | Herbicide means and method of making the active component |
| NL7903687A NL7903687A (en) | 1978-05-10 | 1979-05-10 | DIPHENYLAMINE DERIVATIVES. |
| AR276463A AR222331A1 (en) | 1978-05-10 | 1979-05-10 | NEW DERIVATIVES OF ACIDES 4- (2-NITROANILINO) -FENOXIALCANOICOS SUBSTITUTED, HERBICIDES COMPOSITIONS THAT CONTAIN THEM AND PROCEDURE TO PREPARE THEM |
| PL1979215492A PL120448B1 (en) | 1978-05-10 | 1979-05-10 | Herbicide |
| IT49017/79A IT1164683B (en) | 1978-05-10 | 1979-05-10 | DIPHENYLAMINE DERIVATIVES |
| HU79NI227A HU182547B (en) | 1978-05-10 | 1979-05-10 | Herbicide compositions containing diphenyl-amine derivatives and process for producing these compounds |
| SU813277846A SU1172447A3 (en) | 1978-05-10 | 1981-05-05 | Herbicide composition (versions) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15718078A JPS6045635B2 (en) | 1978-12-19 | 1978-12-19 | Diphenylamine derivatives, their production methods and selective herbicides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5583735A true JPS5583735A (en) | 1980-06-24 |
| JPS6045635B2 JPS6045635B2 (en) | 1985-10-11 |
Family
ID=15643927
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15718078A Expired JPS6045635B2 (en) | 1978-05-10 | 1978-12-19 | Diphenylamine derivatives, their production methods and selective herbicides |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6045635B2 (en) |
-
1978
- 1978-12-19 JP JP15718078A patent/JPS6045635B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6045635B2 (en) | 1985-10-11 |
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