GB1110819A - N,n-di(hydroxyalkyl)-2-trifluoromethyl-4,6-dinitroanilines and their production - Google Patents
N,n-di(hydroxyalkyl)-2-trifluoromethyl-4,6-dinitroanilines and their productionInfo
- Publication number
- GB1110819A GB1110819A GB5492666A GB5492666A GB1110819A GB 1110819 A GB1110819 A GB 1110819A GB 5492666 A GB5492666 A GB 5492666A GB 5492666 A GB5492666 A GB 5492666A GB 1110819 A GB1110819 A GB 1110819A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trifluoromethyl
- dinitroaniline
- hydroxypropyl
- formula
- compounds
- 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
- 150000001875 compounds Chemical class 0.000 abstract 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 235000013312 flour Nutrition 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- UHUKPCUPXBPZID-UHFFFAOYSA-N 1-[2,4-dinitro-6-(trifluoromethyl)anilino]propan-2-ol Chemical compound CC(O)CNC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1C(F)(F)F UHUKPCUPXBPZID-UHFFFAOYSA-N 0.000 abstract 1
- HNADPLGBRMHGTQ-UHFFFAOYSA-N 1-[n-(2-hydroxypropyl)-2,4-dinitro-6-(trifluoromethyl)anilino]propan-2-ol Chemical compound CC(O)CN(CC(C)O)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1C(F)(F)F HNADPLGBRMHGTQ-UHFFFAOYSA-N 0.000 abstract 1
- VOVJPFSKVUPWTN-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-2,4-dinitro-6-(trifluoromethyl)anilino]ethanol Chemical compound OCCN(CCO)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1C(F)(F)F VOVJPFSKVUPWTN-UHFFFAOYSA-N 0.000 abstract 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 1
- JCYWFHRQACSHRK-UHFFFAOYSA-N 3-[N-(2-hydroxyethyl)-2,4-dinitro-6-(trifluoromethyl)anilino]propan-1-ol Chemical compound OCCN(C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C(F)(F)F)CCCO JCYWFHRQACSHRK-UHFFFAOYSA-N 0.000 abstract 1
- IGORULIFDWGSMO-UHFFFAOYSA-N 3-[N-(3-hydroxypropyl)-2,4-dinitro-6-(trifluoromethyl)anilino]propan-1-ol Chemical compound OCCCN(C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C(F)(F)F)CCCO IGORULIFDWGSMO-UHFFFAOYSA-N 0.000 abstract 1
- 240000007049 Juglans regia Species 0.000 abstract 1
- 235000009496 Juglans regia Nutrition 0.000 abstract 1
- 239000005909 Kieselgur Substances 0.000 abstract 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical class C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 239000000378 calcium silicate Substances 0.000 abstract 1
- 229910052918 calcium silicate Inorganic materials 0.000 abstract 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 abstract 1
- 239000012876 carrier material Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000003750 conditioning effect Effects 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 150000002334 glycols Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 239000003350 kerosene Substances 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- -1 natural clays Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 235000020234 walnut Nutrition 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/16—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of the formula <FORM:1110819/C2/1> in which R and R1 are each a hydroxy alkyl group containing 1-5 carbon atoms. They are prepared by heating a compound of formula <FORM:1110819/C2/2> in which X is a halogen atom with a compound of formula HNRR1. Among the new compounds prepared by the process are N,N-di(2-hydroxyethyl) - 2 - trifluoromethyl - 4,6 - dinitroaniline; N,N - di - (3 - hydroxypropyl) - 2- trifluoromethyl - 4,6 - dinitroaniline; N,N - di - (2-hydroxypropyl) - 2 - trifluoromethyl - 4,6 - dinitroaniline; N - (2 - hydroxyethyl) - N - (3-hydroxypropyl) - 2 - trifluoromethyl - 4,6 - dinitroaniline; and N - (2 - hydroxyethyl) - N (2 - hydroxypropyl) - 2 - trifluoromethyl - 4,6-dinitroaniline.ALSO:Compounds of the formula <FORM:1110819/A5-A6/1> in which R and R1 are each hydroxy alkyl groups having 1-5 carbon atoms are used as active agents in herbicidal compositions. The compounds may be used alone or in admixture with standard carrier materials or conditioning agents. They may be mixed with suitable inert solids, e.g. natural clays, diatomaceous earth, walnut shell flour, wood flour, synthetic silica and calcium silicate, and used as dusts. They may be made into liquid preparations by dissolving or suspending in, e.g. kerosene, Stoddard solvent, xylene, alcohols, alkylated napthalene, glycols and ketones. They may also be used in the form of wettable powders and these and the liquid compositions may also contain dispersing or emulsifying agents.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5492666A GB1110819A (en) | 1966-12-08 | 1966-12-08 | N,n-di(hydroxyalkyl)-2-trifluoromethyl-4,6-dinitroanilines and their production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5492666A GB1110819A (en) | 1966-12-08 | 1966-12-08 | N,n-di(hydroxyalkyl)-2-trifluoromethyl-4,6-dinitroanilines and their production |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1110819A true GB1110819A (en) | 1968-04-24 |
Family
ID=10472477
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5492666A Expired GB1110819A (en) | 1966-12-08 | 1966-12-08 | N,n-di(hydroxyalkyl)-2-trifluoromethyl-4,6-dinitroanilines and their production |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1110819A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3764625A (en) * | 1969-04-01 | 1973-10-09 | United States Borax Chem | Trifluoromethyl-1,3-phenylenediamine compounds |
| US3764623A (en) * | 1969-04-01 | 1973-10-09 | United States Borax Chem | Herbicidal dinitro-1,3-phenylenediamine compounds |
| WO2006108224A1 (en) * | 2005-04-11 | 2006-10-19 | Murdoch University | Antiparasitic compounds |
-
1966
- 1966-12-08 GB GB5492666A patent/GB1110819A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3764625A (en) * | 1969-04-01 | 1973-10-09 | United States Borax Chem | Trifluoromethyl-1,3-phenylenediamine compounds |
| US3764623A (en) * | 1969-04-01 | 1973-10-09 | United States Borax Chem | Herbicidal dinitro-1,3-phenylenediamine compounds |
| WO2006108224A1 (en) * | 2005-04-11 | 2006-10-19 | Murdoch University | Antiparasitic compounds |
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