GB938024A - Fungicides comprising manganese salts of dithiocarbamic acids and their preparation - Google Patents
Fungicides comprising manganese salts of dithiocarbamic acids and their preparationInfo
- Publication number
- GB938024A GB938024A GB4507661A GB4507661A GB938024A GB 938024 A GB938024 A GB 938024A GB 4507661 A GB4507661 A GB 4507661A GB 4507661 A GB4507661 A GB 4507661A GB 938024 A GB938024 A GB 938024A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diamine
- manganese
- dimethylamine
- reaction
- ethylene diamine
- 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
- 239000002253 acid Substances 0.000 title 1
- 150000007513 acids Chemical class 0.000 title 1
- 239000000417 fungicide Substances 0.000 title 1
- 150000002696 manganese Chemical class 0.000 title 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 8
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 6
- 150000001412 amines Chemical class 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 4
- 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
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 abstract 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 4
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 abstract 4
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 abstract 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 abstract 3
- 150000004985 diamines Chemical class 0.000 abstract 3
- 239000012990 dithiocarbamate Substances 0.000 abstract 3
- 230000000855 fungicidal effect Effects 0.000 abstract 3
- 229910052748 manganese Inorganic materials 0.000 abstract 3
- 239000011572 manganese Substances 0.000 abstract 3
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 abstract 2
- XTUVJUMINZSXGF-UHFFFAOYSA-N N-methylcyclohexylamine Chemical compound CNC1CCCCC1 XTUVJUMINZSXGF-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 2
- 239000003085 diluting agent Substances 0.000 abstract 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 abstract 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 abstract 2
- AMWRITDGCCNYAT-UHFFFAOYSA-L manganese oxide Inorganic materials [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 abstract 2
- PPNAOCWZXJOHFK-UHFFFAOYSA-N manganese(2+);oxygen(2-) Chemical class [O-2].[Mn+2] PPNAOCWZXJOHFK-UHFFFAOYSA-N 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- -1 propylene, butylene Chemical group 0.000 abstract 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 abstract 2
- 238000006467 substitution reaction Methods 0.000 abstract 2
- 239000000839 emulsion Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 abstract 1
- 229960002447 thiram Drugs 0.000 abstract 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)
Abstract
Fungicidal manganese-containing products are prepared by reacting manganese oxides with a dithiocarbamate formed by reaction between carbon disulphide and an aliphatic, cycloaliphatic or heterocyclic mono- or diamine, other than ethylene diamine, having at least one primary or secondary amino group in the presence of ammonia and/or an excess of the amine. At least 0.5 gm atom of manganese is reacted with each equivalent of the dithiocarbamate, and amines mentioned are dimethylamine, methylamine, ethylamine, diethylamine, propylamine, isopropylamine, butylamine, hexylamine, dodecylamine, cyclohexylamine, methylcyclohexylamine, piperidine, pyrrolidine, morpholine, propylene, butylene, or hexamethylene diamine or substitution derivatives thereof. Mixtures of amines which may include ethylene diamine, may also be used. Mixtures of the product with thiuram disulphides are produced if the amount of monoamine in a mixture with diamine is in excess. Examples describe the reaction of manganese dioxide with the products of the reaction of dimethylamine, ethylamine, and dimethylamine and ethylene diamine, with carbon disulphide. The compounds may be used with a carrier or diluent in fungicidal compositions.ALSO:Fungicidal compositions comprise the manganese containing products prepared by reacting manganese oxides with a dithiocarbamate formed by reaction between carbon disulphide and an aliphatic, cycloaliphatic or heterocyclic mono- or diamine other than ethylene diamine having at least one primary or secondary amino group in the presence of ammonia and/or excess of amine. Amines mentioned are dimethylamine, methylamine, ethylamine, diethylamine, propylamine, isopropylamine, butylamine, hexylamine, dodecylamine, cyclohexylamine, methylcyclohexylamine, piperidine, pyrrolidine, morpholine, propylene, butylene, or hexamethylene diamine or substitution derivatives thereof. Mixtures of amines which may include ethylene diamine may also be used. The compounds are used with a carrier or diluent in the form of solutions, suspensions, emulsions, wettable powders or dusts.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC19519A DE1186458B (en) | 1959-07-31 | 1959-07-31 | Process for the preparation of fungicidally active manganese-ethylene-bis-dithiocarbaminates |
| DEC20770A DE1195290B (en) | 1959-07-31 | 1960-02-11 | Process for the production of fungicidally active manganese-ethylene-bis-dithiocarbaminates |
| DEC0023379 | 1961-02-09 | ||
| CH1070961 | 1961-09-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB938024A true GB938024A (en) | 1963-09-25 |
Family
ID=27429312
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1870260A Expired GB888289A (en) | 1959-07-31 | 1960-05-26 | A process for the production of new manganese-containing dithiocarbamate reaction products |
| GB4507661A Expired GB938024A (en) | 1959-07-31 | 1961-12-15 | Fungicides comprising manganese salts of dithiocarbamic acids and their preparation |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1870260A Expired GB888289A (en) | 1959-07-31 | 1960-05-26 | A process for the production of new manganese-containing dithiocarbamate reaction products |
Country Status (4)
| Country | Link |
|---|---|
| BE (2) | BE613461A (en) |
| DE (2) | DE1186458B (en) |
| FR (2) | FR1260525A (en) |
| GB (2) | GB888289A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3412117A (en) * | 1963-02-14 | 1968-11-19 | Sipcam Spa | Preparation of heavy metal complex salts of ethylenebisdithiocarbamic acid and dimethyldithiocarbamic acid |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL282481A (en) * | 1961-08-26 | |||
| DE3534246A1 (en) * | 1985-09-26 | 1987-03-26 | Akzo Gmbh | METHOD FOR THE PRODUCTION OF ALKYLENE-BIS-DITHIOCARBAMATES OR THEIR AMMONIA ADDUCTS AND MIXTURES THAT CAN BE PRODUCED THEREOF |
| DE3739149A1 (en) * | 1987-11-19 | 1989-06-01 | Basf Ag | METHOD FOR PRODUCING DITHIOCARBAMINE ACIDS OR THEIR SALTS AND THEIR FOLLOW-UP PRODUCTS |
| CN105949100B (en) * | 2016-05-18 | 2017-12-19 | 浙江云涛生物技术股份有限公司 | The production technology of new dithiocarbamates heavy metal chelant |
Family Cites Families (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 BE593153D patent/BE593153A/xx unknown
- BE BE613461D patent/BE613461A/xx unknown
-
1959
- 1959-07-31 DE DEC19519A patent/DE1186458B/en active Pending
-
1960
- 1960-02-11 DE DEC20770A patent/DE1195290B/en active Pending
- 1960-05-26 GB GB1870260A patent/GB888289A/en not_active Expired
- 1960-06-24 FR FR831013A patent/FR1260525A/en not_active Expired
-
1961
- 1961-12-15 GB GB4507661A patent/GB938024A/en not_active Expired
-
1962
- 1962-02-02 FR FR886753A patent/FR81049E/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3412117A (en) * | 1963-02-14 | 1968-11-19 | Sipcam Spa | Preparation of heavy metal complex salts of ethylenebisdithiocarbamic acid and dimethyldithiocarbamic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1260525A (en) | 1961-05-05 |
| GB888289A (en) | 1962-01-31 |
| DE1195290B (en) | 1965-06-24 |
| DE1186458B (en) | 1965-02-04 |
| BE613461A (en) | |
| BE593153A (en) | |
| FR81049E (en) | 1963-07-19 |
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