BE623104A - - Google Patents
Info
- Publication number
- BE623104A BE623104A BE623104DA BE623104A BE 623104 A BE623104 A BE 623104A BE 623104D A BE623104D A BE 623104DA BE 623104 A BE623104 A BE 623104A
- Authority
- BE
- Belgium
- Prior art keywords
- acid
- dimethylformamide
- solution
- dithiocarboxylic
- alcohol
- Prior art date
Links
- 150000002023 dithiocarboxylic acids Chemical class 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000011780 sodium chloride Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 150000001923 cyclic compounds Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims 1
- WREDNSAXDZCLCP-UHFFFAOYSA-N dithiocarboxylic acid group Chemical group C(=S)S WREDNSAXDZCLCP-UHFFFAOYSA-N 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 32
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000007795 chemical reaction product Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- -1 aromatic dithiocarboxylic acids Chemical class 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000011877 solvent mixture Substances 0.000 description 4
- 239000012043 crude product Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- RRPMYCSKKFKLIK-UHFFFAOYSA-N 2,2-dicyanoethanedithioic acid Chemical compound SC(=S)C(C#N)C#N RRPMYCSKKFKLIK-UHFFFAOYSA-N 0.000 description 2
- SVPKNMBRVBMTLB-UHFFFAOYSA-N 2,3-dichloronaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(Cl)=C(Cl)C(=O)C2=C1 SVPKNMBRVBMTLB-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N carbon bisulphide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000006418 Brown reaction Methods 0.000 description 1
- GJKPPNLWVJEADO-UHFFFAOYSA-N C(C)(=O)C(C(=S)S)C(C)=O Chemical compound C(C)(=O)C(C(=S)S)C(C)=O GJKPPNLWVJEADO-UHFFFAOYSA-N 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N Chloranil Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- NLWMEABLXCEVGJ-UHFFFAOYSA-N OC1=C(C2=CC=CC=C2C=C1)C(=S)S Chemical compound OC1=C(C2=CC=CC=C2C=C1)C(=S)S NLWMEABLXCEVGJ-UHFFFAOYSA-N 0.000 description 1
- BDEPDWCOZOWYDW-UHFFFAOYSA-N Oc1cc(O)c(C(S)=S)c(O)c1 Chemical compound Oc1cc(O)c(C(S)=S)c(O)c1 BDEPDWCOZOWYDW-UHFFFAOYSA-N 0.000 description 1
- QAGZXKFIAQRBEL-UHFFFAOYSA-N Oc1ccc(cc1)C(S)=S Chemical compound Oc1ccc(cc1)C(S)=S QAGZXKFIAQRBEL-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- ZEUUVJSRINKECZ-UHFFFAOYSA-N ethanedithioic acid Chemical compound CC(S)=S ZEUUVJSRINKECZ-UHFFFAOYSA-N 0.000 description 1
- 230000000855 fungicidal Effects 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 230000000590 parasiticidal Effects 0.000 description 1
- 239000002297 parasiticide Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/02—Five-membered rings
- C07D339/06—Five-membered rings having the hetero atoms in positions 1 and 3, e.g. cyclic dithiocarbonates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE623104A true BE623104A (US20030199744A1-20031023-C00003.png) |
Family
ID=195382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE623104D BE623104A (US20030199744A1-20031023-C00003.png) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE623104A (US20030199744A1-20031023-C00003.png) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3429895A (en) * | 1965-06-16 | 1969-02-25 | American Cyanamid Co | 2-methylenenaphtho(2,3-d)-1,3-dithiole-4,9-diones |
| WO2019142538A1 (ja) * | 2018-01-19 | 2019-07-25 | 富士フイルム株式会社 | 組成物、硬化性組成物および化合物 |
| WO2019150311A1 (en) * | 2018-02-02 | 2019-08-08 | Pi Industries Ltd. | 1-3 dithiol compounds and their use for the protection of crops from phytopathogenic microorganisms |
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0
- BE BE623104D patent/BE623104A/fr unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3429895A (en) * | 1965-06-16 | 1969-02-25 | American Cyanamid Co | 2-methylenenaphtho(2,3-d)-1,3-dithiole-4,9-diones |
| WO2019142538A1 (ja) * | 2018-01-19 | 2019-07-25 | 富士フイルム株式会社 | 組成物、硬化性組成物および化合物 |
| CN111615545A (zh) * | 2018-01-19 | 2020-09-01 | 富士胶片株式会社 | 组合物、固化性组合物及化合物 |
| JPWO2019142538A1 (ja) * | 2018-01-19 | 2021-01-28 | 富士フイルム株式会社 | 組成物、硬化性組成物および化合物 |
| CN111615545B (zh) * | 2018-01-19 | 2023-03-14 | 富士胶片株式会社 | 组合物、固化性组合物及化合物 |
| WO2019150311A1 (en) * | 2018-02-02 | 2019-08-08 | Pi Industries Ltd. | 1-3 dithiol compounds and their use for the protection of crops from phytopathogenic microorganisms |
