DE1186458B - Verfahren zur Herstellung von fungizid wirksamen Mangan-AEthylen-bis-dithiocarbaminaten - Google Patents
Verfahren zur Herstellung von fungizid wirksamen Mangan-AEthylen-bis-dithiocarbaminatenInfo
- Publication number
- DE1186458B DE1186458B DEC19519A DEC0019519A DE1186458B DE 1186458 B DE1186458 B DE 1186458B DE C19519 A DEC19519 A DE C19519A DE C0019519 A DEC0019519 A DE C0019519A DE 1186458 B DE1186458 B DE 1186458B
- Authority
- DE
- Germany
- Prior art keywords
- manganese
- parts
- bis
- ethylene
- oxide
- 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 9
- 238000002360 preparation method Methods 0.000 title description 4
- 239000011572 manganese Substances 0.000 claims description 21
- 229910052748 manganese Inorganic materials 0.000 claims description 17
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 239000001301 oxygen Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 5
- FROZIYRKKUFAOC-UHFFFAOYSA-N amobam Chemical compound N.N.SC(=S)NCCNC(S)=S FROZIYRKKUFAOC-UHFFFAOYSA-N 0.000 claims description 4
- AWYFNIZYMPNGAI-UHFFFAOYSA-N ethylenebis(dithiocarbamic acid) Chemical compound SC(=S)NCCNC(S)=S AWYFNIZYMPNGAI-UHFFFAOYSA-N 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000009987 spinning Methods 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 20
- 239000000047 product Substances 0.000 description 16
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 229910021529 ammonia Inorganic materials 0.000 description 10
- VASIZKWUTCETSD-UHFFFAOYSA-N manganese(II) oxide Inorganic materials [Mn]=O VASIZKWUTCETSD-UHFFFAOYSA-N 0.000 description 10
- 238000001035 drying Methods 0.000 description 9
- AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 8
- PPNAOCWZXJOHFK-UHFFFAOYSA-N manganese(2+);oxygen(2-) Chemical compound [O-2].[Mn+2] PPNAOCWZXJOHFK-UHFFFAOYSA-N 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
- 230000000855 fungicidal effect Effects 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- 229910052717 sulfur Inorganic materials 0.000 description 7
- 239000011593 sulfur Substances 0.000 description 7
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 150000002696 manganese Chemical class 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000223602 Alternaria alternata Species 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical group NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 230000035784 germination Effects 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 150000002697 manganese compounds Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 241000233679 Peronosporaceae Species 0.000 description 1
- 241000233626 Plasmopara Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- DCYNAHFAQKMWDW-UHFFFAOYSA-N azane;carbamodithioic acid Chemical compound N.NC(S)=S DCYNAHFAQKMWDW-UHFFFAOYSA-N 0.000 description 1
- GMSWRMUHJLKEIL-UHFFFAOYSA-N azane;ethene Chemical group N.C=C GMSWRMUHJLKEIL-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 208000035269 cancer or benign tumor Diseases 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- MKYNHKOAYQRSBD-UHFFFAOYSA-N dioxouranium;nitric acid Chemical compound O=[U]=O.O[N+]([O-])=O.O[N+]([O-])=O MKYNHKOAYQRSBD-UHFFFAOYSA-N 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229940099596 manganese sulfate Drugs 0.000 description 1
- 239000011702 manganese sulphate Substances 0.000 description 1
- 235000007079 manganese sulphate Nutrition 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- VOVZXURTCKPRDQ-CQSZACIVSA-N n-[4-[chloro(difluoro)methoxy]phenyl]-6-[(3r)-3-hydroxypyrrolidin-1-yl]-5-(1h-pyrazol-5-yl)pyridine-3-carboxamide Chemical compound C1[C@H](O)CCN1C1=NC=C(C(=O)NC=2C=CC(OC(F)(F)Cl)=CC=2)C=C1C1=CC=NN1 VOVZXURTCKPRDQ-CQSZACIVSA-N 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/14—Dithiocarbamic acids; Derivatives thereof
- C07C333/16—Salts of dithiocarbamic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE613461D BE613461A (enrdf_load_stackoverflow) | 1959-07-31 | ||
| BE593153D BE593153A (enrdf_load_stackoverflow) | 1959-07-31 | ||
| DEC19519A DE1186458B (de) | 1959-07-31 | 1959-07-31 | Verfahren zur Herstellung von fungizid wirksamen Mangan-AEthylen-bis-dithiocarbaminaten |
| DEC20770A DE1195290B (de) | 1959-07-31 | 1960-02-11 | Verfahren zur Herstellung von fungicid wirksamen Mangan-aethylen-bis-dithiocarbaminaten |
| GB1870260A GB888289A (en) | 1959-07-31 | 1960-05-26 | A process for the production of new manganese-containing dithiocarbamate reaction products |
| FR831013A FR1260525A (fr) | 1959-07-31 | 1960-06-24 | Procédé de préparation de composés de manganèse à action fongicide utilisables en agriculture |
| GB4507661A GB938024A (en) | 1959-07-31 | 1961-12-15 | Fungicides comprising manganese salts of dithiocarbamic acids and their preparation |
| FR886753A FR81049E (fr) | 1959-07-31 | 1962-02-02 | Procédé de préparation de composés de manganèse à action fongicide utilisables en agriculture |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC19519A DE1186458B (de) | 1959-07-31 | 1959-07-31 | Verfahren zur Herstellung von fungizid wirksamen Mangan-AEthylen-bis-dithiocarbaminaten |
| DEC20770A DE1195290B (de) | 1959-07-31 | 1960-02-11 | Verfahren zur Herstellung von fungicid wirksamen Mangan-aethylen-bis-dithiocarbaminaten |
| DEC0023379 | 1961-02-09 | ||
| CH1070961 | 1961-09-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1186458B true DE1186458B (de) | 1965-02-04 |
Family
ID=27429312
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC19519A Pending DE1186458B (de) | 1959-07-31 | 1959-07-31 | Verfahren zur Herstellung von fungizid wirksamen Mangan-AEthylen-bis-dithiocarbaminaten |
| DEC20770A Pending DE1195290B (de) | 1959-07-31 | 1960-02-11 | Verfahren zur Herstellung von fungicid wirksamen Mangan-aethylen-bis-dithiocarbaminaten |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC20770A Pending DE1195290B (de) | 1959-07-31 | 1960-02-11 | Verfahren zur Herstellung von fungicid wirksamen Mangan-aethylen-bis-dithiocarbaminaten |
Country Status (4)
| Country | Link |
|---|---|
| BE (2) | BE593153A (enrdf_load_stackoverflow) |
| DE (2) | DE1186458B (enrdf_load_stackoverflow) |
| FR (2) | FR1260525A (enrdf_load_stackoverflow) |
| GB (2) | GB888289A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0216244A3 (de) * | 1985-09-26 | 1989-05-31 | Akzo N.V. | Verfahren zur Herstellung von Alkylen-bis-dithiocarbamaten oder deren Ammoniak-Addukten sowie danach herstellbare Gemische |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL282481A (enrdf_load_stackoverflow) * | 1961-08-26 | |||
| US3412117A (en) * | 1963-02-14 | 1968-11-19 | Sipcam Spa | Preparation of heavy metal complex salts of ethylenebisdithiocarbamic acid and dimethyldithiocarbamic acid |
| DE3739149A1 (de) * | 1987-11-19 | 1989-06-01 | Basf Ag | Verfahren zur herstellung von dithiocarbaminsaeuren bzw. deren salzen und deren folgeprodukten |
| CN105949100B (zh) * | 2016-05-18 | 2017-12-19 | 浙江云涛生物技术股份有限公司 | 新型二硫代氨基甲酸盐类重金属螯合剂的生产工艺 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2492314A (en) * | 1945-01-16 | 1949-12-27 | Sharples Chemicals Inc | Process for producing metal salts of substituted dithiocarbamic acids |
-
0
- BE BE613461D patent/BE613461A/xx unknown
- BE BE593153D patent/BE593153A/xx unknown
-
1959
- 1959-07-31 DE DEC19519A patent/DE1186458B/de active Pending
-
1960
- 1960-02-11 DE DEC20770A patent/DE1195290B/de active Pending
- 1960-05-26 GB GB1870260A patent/GB888289A/en not_active Expired
- 1960-06-24 FR FR831013A patent/FR1260525A/fr not_active Expired
-
1961
- 1961-12-15 GB GB4507661A patent/GB938024A/en not_active Expired
-
1962
- 1962-02-02 FR FR886753A patent/FR81049E/fr not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2492314A (en) * | 1945-01-16 | 1949-12-27 | Sharples Chemicals Inc | Process for producing metal salts of substituted dithiocarbamic acids |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0216244A3 (de) * | 1985-09-26 | 1989-05-31 | Akzo N.V. | Verfahren zur Herstellung von Alkylen-bis-dithiocarbamaten oder deren Ammoniak-Addukten sowie danach herstellbare Gemische |
Also Published As
| Publication number | Publication date |
|---|---|
| GB938024A (en) | 1963-09-25 |
| GB888289A (en) | 1962-01-31 |
| BE593153A (enrdf_load_stackoverflow) | |
| BE613461A (enrdf_load_stackoverflow) | |
| DE1195290B (de) | 1965-06-24 |
| FR81049E (fr) | 1963-07-19 |
| FR1260525A (fr) | 1961-05-05 |
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