GB868165A - Trifluoromethyl-nitro-diphenyl-amines - Google Patents
Trifluoromethyl-nitro-diphenyl-aminesInfo
- Publication number
- GB868165A GB868165A GB12690/59A GB1269059A GB868165A GB 868165 A GB868165 A GB 868165A GB 12690/59 A GB12690/59 A GB 12690/59A GB 1269059 A GB1269059 A GB 1269059A GB 868165 A GB868165 A GB 868165A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trifluoromethyl
- nitro
- chloro
- whole number
- zero
- 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
- LCNHDFSRGVQOCR-UHFFFAOYSA-N FC(F)(F)C1=C(C=CC=C1)N(C1=CC=CC=C1)[N+](=O)[O-] Chemical class FC(F)(F)C1=C(C=CC=C1)N(C1=CC=CC=C1)[N+](=O)[O-] LCNHDFSRGVQOCR-UHFFFAOYSA-N 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 2
- 238000005660 chlorination reaction Methods 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 230000000749 insecticidal effect Effects 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 150000001448 anilines Chemical class 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000008422 chlorobenzenes Chemical class 0.000 abstract 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000005181 nitrobenzenes Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
Landscapes
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of the general formula: <FORM:0868165/IV (b)/1> in which Hal is a fluorine, chlorine or bromine atom, Alk is an alkyl radical containing up to 4 carbon atoms, R is hydrogen or an alkyl radical containing up to 4 carbon atoms, m and p are whole numbers from 1 to 3 n is zero or a whole number up to 6 and q is zero or a whole number up to 3, m, n, pand q together being a whole number not exceeding 10, all the substituents apart from R being nuclear substituents. The products are employed as active ingredients in insecticidal compositions (see Group VI). Examples are furnished relating to the production of products of the above general formula by the reaction of appropriately substituted chlorobenzenes or nitrobenzenes and anilines and alkylation or chlorination of appropriately substituted diphenylamines. Specific products described include 2-nitro-4-trifluoro-41-chloro-, fluoro- and brom-, 2-nitro-21-methyl-4-trifluoromethyl -41-chloro-, N-methyl- and ethyl-2-nitro-4-trifluoromethyl-41-chloro-, 2-nitro-4-31-di (trifluoromethyl)-41-chloro-, 2-nitro-4-trifluoromethyl -31,41-dichloro-, 2-nitro-21-chloro-4,51-di-(trifluoromethyl) - 2.4-dinitro-31-trifluoromethyl and 2- ethyl- 4,6- dinitro- 31- trifluoromethyl diphenylamines. The preparation is also described of 2-nitro-4-trifluoromethyl- and 2-nitro- 21-methyl- 4-trifluoromethyldiphenylamines and their chlorination to products containing 6 and 5 chlorine atoms respectively.ALSO:Insecticidal compositions comprise as active ingredients, in a proportion of up to 0.1% by weight, compounds of the general formula <FORM:0868165/VI/1> in which Hal is a fluorine, chlorine or bromine atom, Alk is an alkyl radical containing up to 4 carbon atoms, R is hydrogen or an alkyl radical containing up to 4 carbon atoms, m and p are whole numbers from 1 to 3, n is zero or a whole number up to 6 and q is zero or a whole number up to 3, m, n, p and q together being a whole number not exceeding 10 and all the substituents apart from R being nuclear substituents (see Group IV (b)) in an aqueous medium. Many specific compounds of the kind defined above and an emulsion comprising 2 - nitro - 4 - trifluoromethyl - 41 - chloro-diphenylamine, xylene, emulsifier and water are described.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE868165X | 1958-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB868165A true GB868165A (en) | 1961-05-17 |
Family
ID=6802315
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12690/59A Expired GB868165A (en) | 1958-04-22 | 1959-04-14 | Trifluoromethyl-nitro-diphenyl-amines |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE577941A (en) |
| FR (1) | FR1222199A (en) |
| GB (1) | GB868165A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2509416A1 (en) * | 1974-03-07 | 1975-09-25 | Ici Ltd | DINITROBENZOTRIFLUORIDE |
| US3948990A (en) * | 1971-03-19 | 1976-04-06 | Imperial Chemical Industries Limited | Chemical compounds and compositions |
| US4187318A (en) | 1975-09-26 | 1980-02-05 | Eli Lilly And Company | Rodenticidal N-alkyldiphenylamines |
| US4292446A (en) * | 1978-01-18 | 1981-09-29 | Imperial Chemical Industries Limited | Aniline derivatives |
| US4316988A (en) * | 1976-07-21 | 1982-02-23 | Eli Lilly And Company | N-Alkyldiphenylamines |
| US4407820A (en) | 1981-03-19 | 1983-10-04 | Eli Lilly And Company | Diphenylamine compounds |
| US4670596A (en) * | 1983-08-01 | 1987-06-02 | Eli Lilly And Company | Diphenylamine compounds |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE43932B1 (en) * | 1976-07-21 | 1981-07-01 | Lilly Co Eli | 4-nitro-2-trifluoromethyl diphenylamines and their use as rodenticides |
-
0
- BE BE577941D patent/BE577941A/xx unknown
-
1959
- 1959-04-14 GB GB12690/59A patent/GB868165A/en not_active Expired
- 1959-04-22 FR FR792867A patent/FR1222199A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3948990A (en) * | 1971-03-19 | 1976-04-06 | Imperial Chemical Industries Limited | Chemical compounds and compositions |
| DE2509416A1 (en) * | 1974-03-07 | 1975-09-25 | Ici Ltd | DINITROBENZOTRIFLUORIDE |
| US4187318A (en) | 1975-09-26 | 1980-02-05 | Eli Lilly And Company | Rodenticidal N-alkyldiphenylamines |
| US4316988A (en) * | 1976-07-21 | 1982-02-23 | Eli Lilly And Company | N-Alkyldiphenylamines |
| US4292446A (en) * | 1978-01-18 | 1981-09-29 | Imperial Chemical Industries Limited | Aniline derivatives |
| US4407820A (en) | 1981-03-19 | 1983-10-04 | Eli Lilly And Company | Diphenylamine compounds |
| US4670596A (en) * | 1983-08-01 | 1987-06-02 | Eli Lilly And Company | Diphenylamine compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| BE577941A (en) | |
| FR1222199A (en) | 1960-06-08 |
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