GB989523A - Improvements in or relating to dithiophosphoric esters - Google Patents
Improvements in or relating to dithiophosphoric estersInfo
- Publication number
- GB989523A GB989523A GB1130663A GB1130663A GB989523A GB 989523 A GB989523 A GB 989523A GB 1130663 A GB1130663 A GB 1130663A GB 1130663 A GB1130663 A GB 1130663A GB 989523 A GB989523 A GB 989523A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrrolidine
- morpholine
- piperidine
- mole
- active ingredient
- 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
- 150000002148 esters Chemical class 0.000 title abstract 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 4
- -1 dithio phosphate Chemical compound 0.000 abstract 3
- 239000007788 liquid Substances 0.000 abstract 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- 241000607479 Yersinia pestis Species 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical class C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- 241000219146 Gossypium Species 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
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 1
- 241000209140 Triticum Species 0.000 abstract 1
- 235000021307 Triticum Nutrition 0.000 abstract 1
- 239000012190 activator Substances 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 abstract 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 abstract 1
- 150000008041 alkali metal carbonates Chemical class 0.000 abstract 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 abstract 1
- 239000000428 dust Substances 0.000 abstract 1
- 239000003337 fertilizer Substances 0.000 abstract 1
- 235000013312 flour Nutrition 0.000 abstract 1
- 239000000295 fuel oil Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 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
- 150000002790 naphthalenes Chemical class 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000008247 solid mixture Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000454 talc Substances 0.000 abstract 1
- 229910052623 talc Inorganic materials 0.000 abstract 1
- 235000020234 walnut Nutrition 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000080 wetting agent Substances 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises dithiophosphoric acid esters of the formula <FORM:0989523/C2/1> wherein R is a C1-C4 alkyl radical, R1 and R2 which may be the same or different are H atoms or C1-C4 alkyl radicals or are radicals which together with the N atom complete a pyrrolidine, piperidine, morpholine, or pyrimidine ring. They may be obtained by condensing, preferably in the presence of a basic condensing agent, about one mole of an appropriate 2-mercafto acetamide with about one mole of an appropriate O,O-dialkyl-S-halomethyl dithio phosphate in which the halogen atom is Cl or Br. The reaction is suitably effected by refluxing the reactants in a normally liquid organic solvent, e.g. a lower saturated aliphatic alcohol or ketone or a lower monoalkyl ether of a glycol. Suitable basic condensing agents are alkali metal carbonates and hydroxides. The products have pesticidal properties (see Division A5).ALSO:A method of killing pests comprises applying to a pest habitat a small but effective amount of an organophosphorus ester of the general formula <FORM:0989523/A5-A6/1> wherein R is a C1-C4 alkyl group, and R1 and R2 which may be the same or different are hydrogen atoms or C1-C4 alkyl radicals or together with the N atom complete a pyrrolidine, piperidine, morpholine or pyrimidine ring (see Division C2). The active ingredient may be applied in the form of a liquid or solid composition, e.g. a dust obtained by mixing the active ingredient with talc, natural clays, diatomaceous earth, or a flour such as walnut shell, wheat, soya bean or cotton seed. The solvent medium in the liquid composition may be kerosene, fuel oil, xylene or an alkylated naphthalene and the solution may be dispersed in water with the aid of an anionic, cationic, or non-ionic type wetting agent. The compositions may also include adhesives, spreaders, activators or fertilizers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18371962A | 1962-03-30 | 1962-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB989523A true GB989523A (en) | 1965-04-22 |
Family
ID=22674041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1130663A Expired GB989523A (en) | 1962-03-30 | 1963-03-21 | Improvements in or relating to dithiophosphoric esters |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH436836A (en) |
| GB (1) | GB989523A (en) |
| NL (1) | NL290811A (en) |
-
0
- NL NL290811D patent/NL290811A/xx unknown
-
1963
- 1963-03-21 GB GB1130663A patent/GB989523A/en not_active Expired
- 1963-03-25 CH CH372863A patent/CH436836A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH436836A (en) | 1967-05-31 |
| NL290811A (en) |
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