DE2515631A1 - Pyridyl-thiomethyl-thiocyanate, sowie verfahren zur herstellung derselben - Google Patents
Pyridyl-thiomethyl-thiocyanate, sowie verfahren zur herstellung derselbenInfo
- Publication number
- DE2515631A1 DE2515631A1 DE19752515631 DE2515631A DE2515631A1 DE 2515631 A1 DE2515631 A1 DE 2515631A1 DE 19752515631 DE19752515631 DE 19752515631 DE 2515631 A DE2515631 A DE 2515631A DE 2515631 A1 DE2515631 A1 DE 2515631A1
- Authority
- DE
- Germany
- Prior art keywords
- chloromethylthio
- thiocyanate
- thiomethyl
- sch
- pyridine
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000460 chlorine Substances 0.000 claims description 12
- -1 chloromethylthio group Chemical group 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Chemical group 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- MHUWEOQDXZYKSC-UHFFFAOYSA-N [3,5-dichloro-4-(chloromethylsulfanyl)-6-(thiocyanatomethylsulfanyl)pyridin-2-yl]sulfanylmethyl thiocyanate Chemical compound ClC=1C(=NC(=C(C1SCCl)Cl)SCSC#N)SCSC#N MHUWEOQDXZYKSC-UHFFFAOYSA-N 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 claims description 2
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims 1
- 230000000855 fungicidal effect Effects 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 6
- 239000003973 paint Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 229920001817 Agar Polymers 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 241001045770 Trichophyton mentagrophytes Species 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000010730 cutting oil Substances 0.000 description 2
- 230000002538 fungal effect Effects 0.000 description 2
- 239000006916 nutrient agar Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 2
- 229940116357 potassium thiocyanate Drugs 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241001465318 Aspergillus terreus Species 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 241000187481 Mycobacterium phlei Species 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- HNLMVAYWJIEAPP-UHFFFAOYSA-N [3,5,6-trichloro-4-(chloromethylsulfanyl)pyridin-2-yl]sulfanylmethyl thiocyanate Chemical compound ClC=1C(=NC(=C(C1SCCl)Cl)Cl)SCSC#N HNLMVAYWJIEAPP-UHFFFAOYSA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- LGDSHSYDSCRFAB-UHFFFAOYSA-N isothiocyanatomethane Natural products CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- VYHVQEYOFIYNJP-UHFFFAOYSA-N methyl thiocyanate Chemical compound CSC#N VYHVQEYOFIYNJP-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229940055036 mycobacterium phlei Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US460834A US3895016A (en) | 1974-04-15 | 1974-04-15 | Halopyridyl thioalkylthio cyanates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2515631A1 true DE2515631A1 (de) | 1975-10-23 |
Family
ID=23830253
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752515631 Pending DE2515631A1 (de) | 1974-04-15 | 1975-04-10 | Pyridyl-thiomethyl-thiocyanate, sowie verfahren zur herstellung derselben |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3895016A (forum.php) |
| JP (1) | JPS50140460A (forum.php) |
| CA (1) | CA1027571A (forum.php) |
| DE (1) | DE2515631A1 (forum.php) |
| ES (1) | ES436372A1 (forum.php) |
| GB (1) | GB1470627A (forum.php) |
| NL (1) | NL7504114A (forum.php) |
| NO (1) | NO751315L (forum.php) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2587377Y2 (ja) * | 1992-02-17 | 1998-12-16 | 日本バイリーン株式会社 | 作業用ワイパー |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3758482A (en) * | 1971-06-30 | 1973-09-11 | Dow Chemical Co | Halopyridyl thiocyanates |
| US3787425A (en) * | 1973-02-09 | 1974-01-22 | Dow Chemical Co | Halopyridyl thiocyanates |
| US3787422A (en) * | 1973-02-09 | 1974-01-22 | Dow Chemical Co | Halopyridyl thiocyanates |
-
1974
- 1974-04-15 US US460834A patent/US3895016A/en not_active Expired - Lifetime
-
1975
- 1975-04-07 ES ES436372A patent/ES436372A1/es not_active Expired
- 1975-04-07 NL NL7504114A patent/NL7504114A/xx unknown
- 1975-04-08 CA CA224,023A patent/CA1027571A/en not_active Expired
- 1975-04-09 GB GB1459875A patent/GB1470627A/en not_active Expired
- 1975-04-10 DE DE19752515631 patent/DE2515631A1/de active Pending
- 1975-04-10 JP JP50043860A patent/JPS50140460A/ja active Pending
- 1975-04-14 NO NO751315A patent/NO751315L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1470627A (en) | 1977-04-14 |
| ES436372A1 (es) | 1977-01-16 |
| JPS50140460A (forum.php) | 1975-11-11 |
| NL7504114A (nl) | 1975-10-17 |
| CA1027571A (en) | 1978-03-07 |
| NO751315L (forum.php) | 1975-10-16 |
| US3895016A (en) | 1975-07-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |