GB770267A - Improvements in or relating to pest control and disinfecting agents - Google Patents
Improvements in or relating to pest control and disinfecting agentsInfo
- Publication number
- GB770267A GB770267A GB18669/55A GB1866955A GB770267A GB 770267 A GB770267 A GB 770267A GB 18669/55 A GB18669/55 A GB 18669/55A GB 1866955 A GB1866955 A GB 1866955A GB 770267 A GB770267 A GB 770267A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mercury
- pentachlorophenoxyacetyl
- chlorobenzenesulphonamide
- reacted
- straight
- 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
- 241000607479 Yersinia pestis Species 0.000 title 1
- 239000000645 desinfectant Substances 0.000 title 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052753 mercury Inorganic materials 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- -1 pentachlorophenoxy fatty acid halide Chemical class 0.000 abstract 3
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 abstract 2
- 239000005995 Aluminium silicate Substances 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 235000012211 aluminium silicate Nutrition 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 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
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 abstract 2
- 229920000609 methyl cellulose Polymers 0.000 abstract 2
- 239000001923 methylcellulose Substances 0.000 abstract 2
- 235000010981 methylcellulose Nutrition 0.000 abstract 2
- 125000001624 naphthyl group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000004076 pyridyl group Chemical group 0.000 abstract 2
- 125000005493 quinolyl group Chemical group 0.000 abstract 2
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 2
- 235000011152 sodium sulphate Nutrition 0.000 abstract 2
- 239000000080 wetting agent Substances 0.000 abstract 2
- KGWBDXGQCYLPDZ-UHFFFAOYSA-N 2-(2,3,4,5,6-pentachlorophenoxy)acetyl chloride Chemical compound ClC1=C(C(=C(C(=C1OCC(=O)Cl)Cl)Cl)Cl)Cl KGWBDXGQCYLPDZ-UHFFFAOYSA-N 0.000 abstract 1
- CAROJNCYNZQKRC-UHFFFAOYSA-N 2-acetyl-4-chlorobenzenesulfonamide Chemical compound C(C)(=O)C1=C(C=CC(=C1)Cl)S(=O)(=O)N CAROJNCYNZQKRC-UHFFFAOYSA-N 0.000 abstract 1
- HHHDJHHNEURCNV-UHFFFAOYSA-N 4-chlorobenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=C(Cl)C=C1 HHHDJHHNEURCNV-UHFFFAOYSA-N 0.000 abstract 1
- HJVGPWKCLJVXGK-UHFFFAOYSA-N N-(2,3,4,5,6-pentachlorophenoxy)acetamide Chemical compound C(C)(=O)NOC1=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl HJVGPWKCLJVXGK-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- SPIUPAOJDZNUJH-UHFFFAOYSA-N diethylmercury Chemical compound CC[Hg]CC SPIUPAOJDZNUJH-UHFFFAOYSA-N 0.000 abstract 1
- 238000010410 dusting Methods 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 229940100892 mercury compound Drugs 0.000 abstract 1
- 150000002731 mercury compounds Chemical class 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 150000003385 sodium Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/10—Mercury compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises alkyl-mercury diacylimides of formula <FORM:0770267/IV(b)/1> where R1 is hydrogen or a straight or branchedchain C1-4 aliphatic residue, R2 is a straight or branched chain C1-5 aliphatic residue, R3 is an aromatic carboxylic or heterocyclic ring which may be unsubstituted or substituted with one or more halogen atoms or with one or more C1-3 alkyl radicals, and X is -SO2- or -CO-. R3 may be phenyl, naphthyl, pyridyl or quinolyl. The compounds may be prepared from the diacylimine, which may be prepared by reacting the pentachlorophenoxy fatty acid halide (e.g. chloride) with the aromatic acid amide at a temperature between 150 DEG and 200 DEG C., or by reacting the pentachlorophenoxy acetamide with the appropriate aromatic acid halide (e.g. chloride). The diacylimine so prepared may be reacted with the dialkyl mercury compound, or alternatively the sodium derivative of the diacylimine may be reacted with the alkyl-mercury halide. The compounds may be used as fungicides (see Group VI). In an example: (1) pentachlorophenoxyacetic acid chloride is reacted with p-chlorobenzenesulphonamide to give N-pentachlorophenoxyacetyl - p - chlorobenzenesulphonamide, which in its turn is reacted with diethyl mercury in toluene to give N-ethylmercury-N-pentachlorophenoxyacetyl - p - chlorobenzenesulphonamide. Other examples describe the preparation of N-ethylmercury - N - pentachlorophenoxyacetyl - 3,4,6 - trichlorobenzenesulphonamide, N - isopropylmercury - N - pentachlorophenoxyacetyl - p - chlorobenzenesulphonamide and N - ethylmercury - N - pentachlorophenoxyacetyl - benzamide.ALSO:Fungicidal compositions comprise alkyl mercury diacylimides of formula <FORM:0770267/VI/1> where R1 is hydrogen or a straight or branched chain C2-4 aliphatic residue, R2 is a straight or branched chain C1-5 aliphatic residue, R3 is an aromatic carbocyclic or heterocyclic ring which may be unsubstituted or substituted with one or more halogen atoms or with one or more C1-3 alkyl radicals, and X is -SO2- or -CO. R3 may be phenyl, naphthyl, pyridyl or quinolyl. The compositions may be aqueous suspensions or dusting powders, and may contain kaolin, methylcellulose, sodium sulphate, sulphur and a wetting agent. Specified compounds include N-ethyl-mercury-N-pentachlorophenoxy acetyl-p-chlorobenzene-sulphonamide, -benzamide and -3.4, 6-trichloro-benzenesulphonamide and N-isopropylmercury - N - pentachloro - phenoxy - acetyl - p - chlorobenzenesul - phonamide. In an example (5) a composition comprising kaolin, methyl cellulose, sodium sulphate, a wetting agent and the active compound is described.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB31736A DE1009420B (en) | 1954-07-06 | 1954-07-06 | Pest control and disinfectant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB770267A true GB770267A (en) | 1957-03-20 |
Family
ID=6963577
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB18669/55A Expired GB770267A (en) | 1954-07-06 | 1955-06-28 | Improvements in or relating to pest control and disinfecting agents |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1009420B (en) |
| GB (1) | GB770267A (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2598562A (en) * | 1951-01-03 | 1952-05-27 | Velsicol Corp | Nu-mercuri-1, 2, 3, 6-tetrahydro-3, 6-endomethano-3, 4, 5, 6, 7, 7-hexachlorophthalimide |
-
1954
- 1954-07-06 DE DEB31736A patent/DE1009420B/en active Pending
-
1955
- 1955-06-28 GB GB18669/55A patent/GB770267A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1009420B (en) | 1957-05-29 |
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