BE562707A - - Google Patents
Info
- Publication number
- BE562707A BE562707A BE562707DA BE562707A BE 562707 A BE562707 A BE 562707A BE 562707D A BE562707D A BE 562707DA BE 562707 A BE562707 A BE 562707A
- Authority
- BE
- Belgium
- Prior art keywords
- chlorinated
- carbon
- carbon chain
- chlorine
- solution
- Prior art date
Links
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 24
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 10
- 239000011780 sodium chloride Substances 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 229910001385 heavy metal Inorganic materials 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 150000004659 dithiocarbamates Chemical class 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- 125000005842 heteroatoms Chemical group 0.000 claims description 2
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims description 2
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-M carbamodithioate Chemical compound NC([S-])=S DKVNPHBNOWQYFE-UHFFFAOYSA-M 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004430 oxygen atoms Chemical group O* 0.000 claims 1
- 125000004434 sulfur atoms Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 20
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 18
- 239000000460 chlorine Substances 0.000 description 17
- 229910052801 chlorine Inorganic materials 0.000 description 17
- -1 carbon disulfur Chemical compound 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 13
- VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 12
- QGJOPFRUJISHPQ-UHFFFAOYSA-N carbon bisulphide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 10
- 238000003756 stirring Methods 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 8
- 238000005660 chlorination reaction Methods 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 235000011121 sodium hydroxide Nutrition 0.000 description 7
- 125000004429 atoms Chemical group 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 5
- 239000011592 zinc chloride Substances 0.000 description 5
- 235000005074 zinc chloride Nutrition 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 125000001309 chloro group Chemical group Cl* 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- BMVXCPBXGZKUPN-UHFFFAOYSA-N Hexylamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 230000000875 corresponding Effects 0.000 description 3
- XKDUZXVNQOZCFC-UHFFFAOYSA-N hexan-1-amine;hydron;chloride Chemical compound Cl.CCCCCCN XKDUZXVNQOZCFC-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 230000001264 neutralization Effects 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 150000003751 zinc Chemical class 0.000 description 3
- PAFZNILMFXTMIY-UHFFFAOYSA-N Cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- FXZWPZMCZNJILD-UHFFFAOYSA-N N-[(6-bromopyridin-3-yl)methyl]ethanamine;hydrochloride Chemical compound Cl.CCNCC1=CC=C(Br)N=C1 FXZWPZMCZNJILD-UHFFFAOYSA-N 0.000 description 2
- 210000004940 Nucleus Anatomy 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical class NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000005591 charge neutralization Effects 0.000 description 2
- ZJUGSKJHHWASAF-UHFFFAOYSA-N cyclohexylazanium;chloride Chemical compound [Cl-].[NH3+]C1CCCCC1 ZJUGSKJHHWASAF-UHFFFAOYSA-N 0.000 description 2
- 230000001678 irradiating Effects 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 150000002829 nitrogen Chemical group 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229940072033 potash Drugs 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 235000015320 potassium carbonate Nutrition 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- TWASBYPJZBHZQJ-UHFFFAOYSA-N 1-methylcyclopentan-1-amine Chemical compound CC1(N)CCCC1 TWASBYPJZBHZQJ-UHFFFAOYSA-N 0.000 description 1
- HIACBHAMKCSYFB-UHFFFAOYSA-N 1-methylcyclopentan-1-amine;hydrochloride Chemical compound Cl.CC1(N)CCCC1 HIACBHAMKCSYFB-UHFFFAOYSA-N 0.000 description 1
- BSMNBEHEFWDHJD-UHFFFAOYSA-N 2-methylpropan-1-amine;hydrochloride Chemical compound [Cl-].CC(C)C[NH3+] BSMNBEHEFWDHJD-UHFFFAOYSA-N 0.000 description 1
- ZKSVFILTLOPGJC-UHFFFAOYSA-N 5-chloropentan-1-amine Chemical compound NCCCCCCl ZKSVFILTLOPGJC-UHFFFAOYSA-N 0.000 description 1
- YKYOUMDCQGMQQO-UHFFFAOYSA-L Cadmium chloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 241000660443 Encyclops Species 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K Iron(III) chloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- KDSNLYIMUZNERS-UHFFFAOYSA-N Isobutylamine Chemical compound CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N N-Butylamine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- ODYNBECIRXXOGG-UHFFFAOYSA-N N-butylbutan-1-amine;hydron;chloride Chemical class [Cl-].CCCC[NH2+]CCCC ODYNBECIRXXOGG-UHFFFAOYSA-N 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- KGGZTXSNARMULX-UHFFFAOYSA-L copper;dicarbamodithioate Chemical compound [Cu+2].NC([S-])=S.NC([S-])=S KGGZTXSNARMULX-UHFFFAOYSA-L 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 229940042397 direct acting antivirals Cyclic amines Drugs 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000000855 fungicidal Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxyl anion Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000000749 insecticidal Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001376 precipitating Effects 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 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)
Publications (1)
Publication Number | Publication Date |
---|---|
BE562707A true BE562707A (zh) |
Family
ID=184207
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE562707D BE562707A (zh) |
Country Status (1)
Country | Link |
---|---|
BE (1) | BE562707A (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3198698A (en) * | 1960-05-27 | 1965-08-03 | Boehringer Sohn Ingelheim | Fungicidal compositions |
-
0
- BE BE562707D patent/BE562707A/fr unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3198698A (en) * | 1960-05-27 | 1965-08-03 | Boehringer Sohn Ingelheim | Fungicidal compositions |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPS5931772A (ja) | 3−イソチアゾロン類およびその製造方法 | |
EP0863133B1 (de) | Verfahren zur Herstellung von 2-Amino-ethansulfonylazid-säureadditionssalzen, 2-Aminoethansulfonylazid-hydrochlorid sowie dessen Verwendung | |
US2275125A (en) | Nu-cyclohexyl sulphamic acid and salts | |
KR100905139B1 (ko) | 4-페닐부티르산의 합성 | |
FR2499984A1 (fr) | Procede pour la preparation de disulfures de thiurame | |
US7244865B2 (en) | Process for preparing benzhydrylthioacetamide | |
BE562707A (zh) | ||
US4382040A (en) | Process for production of 2,3-dimercaptopropane-1-sulfonic acid and its salts | |
FR1020M (zh) | ||
CA1103669A (fr) | Traduction non-disponible | |
US3027371A (en) | Molybdenum-containing derivatives of 1-hydroxy-2-pyridinethiones and method of preparing same | |
EP1678129B1 (en) | Improved process for preparing benzhydrylthioacetamide | |
JP2897777B2 (ja) | 3―イソチアゾロン組成物の製造法 | |
CH643825A5 (fr) | Procede de preparation d'un sel d'acide mineral de cysteamine. | |
CH405264A (fr) | Procédé de préparation des mercapto-succinates de bases azotées | |
JPS6213950B2 (zh) | ||
WO2010128388A2 (en) | An improved process for the preparation of intermediate compounds useful for the preparation of cinacalcet | |
EP1833814A2 (de) | Verfahren zur herstellung von substituierten 2-alkoxycarbonyl-3-aminothiophenen | |
FR2574792A1 (fr) | Procede pour la preparation de derives de pyrrolidine | |
EP0268507B1 (fr) | Procédé de fabrication des thiochloroformiates d'alkyle | |
KR20000018793A (ko) | 1,2-벤즈이소티아졸린-3-온의 제조방법 | |
JPS60169493A (ja) | 5−デオキシ−l−アラビノ−スの製造法 | |
US1068172A (en) | Process for producing a new effective preparation of mercury. | |
HU207302B (en) | Process for producing benzimidazolyl-carbamate derivatives | |
SU851930A1 (ru) | Способ получени 5-диаминотетразола |