CS220796B2 - Method of preparation of substituted 2-mercapto-4,6-dichlor-s-triazine - Google Patents
Method of preparation of substituted 2-mercapto-4,6-dichlor-s-triazine Download PDFInfo
- Publication number
- CS220796B2 CS220796B2 CS797564A CS756479A CS220796B2 CS 220796 B2 CS220796 B2 CS 220796B2 CS 797564 A CS797564 A CS 797564A CS 756479 A CS756479 A CS 756479A CS 220796 B2 CS220796 B2 CS 220796B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- cyanuric chloride
- mercapto
- reactant
- dichloro
- triazines
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 14
- PVYNQUCHNJGHBG-UHFFFAOYSA-N 2,6-dichloro-1h-1,3,5-triazine-4-thione Chemical class ClC1=NC(=S)N=C(Cl)N1 PVYNQUCHNJGHBG-UHFFFAOYSA-N 0.000 title claims abstract description 7
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000007788 liquid Substances 0.000 claims abstract description 27
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000002156 mixing Methods 0.000 claims abstract description 21
- 239000002253 acid Substances 0.000 claims abstract description 10
- 239000000376 reactant Substances 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 239000011230 binding agent Substances 0.000 claims abstract description 6
- 239000002904 solvent Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 7
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract description 9
- 210000000481 breast Anatomy 0.000 abstract description 4
- 230000036632 reaction speed Effects 0.000 abstract 1
- 239000007921 spray Substances 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000370 acceptor Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000005755 formation reaction Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- -1 alkyl mercaptan Chemical compound 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- HAZJTCQWIDBCCE-UHFFFAOYSA-N 1h-triazine-6-thione Chemical compound SC1=CC=NN=N1 HAZJTCQWIDBCCE-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 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 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- RMBAVIFYHOYIFM-UHFFFAOYSA-M sodium methanethiolate Chemical compound [Na+].[S-]C RMBAVIFYHOYIFM-UHFFFAOYSA-M 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- RBYFKCAAFQIZAQ-UHFFFAOYSA-N 1h-1,3,5-triazine-2-thione Chemical class S=C1N=CN=CN1 RBYFKCAAFQIZAQ-UHFFFAOYSA-N 0.000 description 1
- OMRXVBREYFZQHU-UHFFFAOYSA-N 2,4-dichloro-1,3,5-triazine Chemical compound ClC1=NC=NC(Cl)=N1 OMRXVBREYFZQHU-UHFFFAOYSA-N 0.000 description 1
- MWPZLWRHHPWTFS-UHFFFAOYSA-N 2,4-dichloro-6-methylsulfanyl-1,3,5-triazine Chemical compound CSC1=NC(Cl)=NC(Cl)=N1 MWPZLWRHHPWTFS-UHFFFAOYSA-N 0.000 description 1
- WUIDKVCYKAPOKI-UHFFFAOYSA-N 4,6-dichloro-2-methylsulfanyl-1h-triazine Chemical compound CSN1NC(Cl)=CC(Cl)=N1 WUIDKVCYKAPOKI-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 235000015107 ale Nutrition 0.000 description 1
- 150000001339 alkali metal compounds Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 239000011717 all-trans-retinol Substances 0.000 description 1
- 235000019169 all-trans-retinol Nutrition 0.000 description 1
- HOPRXXXSABQWAV-UHFFFAOYSA-N anhydrous collidine Natural products CC1=CC=NC(C)=C1C HOPRXXXSABQWAV-UHFFFAOYSA-N 0.000 description 1
- 210000000436 anus Anatomy 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- SJXIVKQAVJISKW-UHFFFAOYSA-N chloro cyanate Chemical compound ClOC#N SJXIVKQAVJISKW-UHFFFAOYSA-N 0.000 description 1
- UTBIMNXEDGNJFE-UHFFFAOYSA-N collidine Natural products CC1=CC=C(C)C(C)=N1 UTBIMNXEDGNJFE-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000004035 construction material Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- CMKBCTPCXZNQKX-UHFFFAOYSA-N cyclohexanethiol Chemical compound SC1CCCCC1 CMKBCTPCXZNQKX-UHFFFAOYSA-N 0.000 description 1
- PIZLBWGMERQCOC-UHFFFAOYSA-N dibenzyl carbonate Chemical compound C=1C=CC=CC=1COC(=O)OCC1=CC=CC=C1 PIZLBWGMERQCOC-UHFFFAOYSA-N 0.000 description 1
- DUYAAUVXQSMXQP-UHFFFAOYSA-N ethanethioic S-acid Chemical compound CC(S)=O DUYAAUVXQSMXQP-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 235000020095 red wine Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/38—Sulfur atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J10/00—Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor
- B01J10/02—Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor of the thin-film type
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/26—Nozzle-type reactors, i.e. the distribution of the initial reactants within the reactor is effected by their introduction or injection through nozzles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2850332A DE2850332C2 (de) | 1978-11-20 | 1978-11-20 | Verfahren zur Herstellung von substituierten 2-Mercapto-4,6-di-chlor-striazinen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS220796B2 true CS220796B2 (en) | 1983-04-29 |
Family
ID=6055170
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS797564A CS220796B2 (en) | 1978-11-20 | 1979-11-06 | Method of preparation of substituted 2-mercapto-4,6-dichlor-s-triazine |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4259487A (de) |
| JP (1) | JPS5573669A (de) |
| AT (1) | AT367047B (de) |
| BE (1) | BE880140A (de) |
| BR (1) | BR7907282A (de) |
| CA (1) | CA1101423A (de) |
| CH (1) | CH642643A5 (de) |
| CS (1) | CS220796B2 (de) |
| DD (1) | DD147102A5 (de) |
| DE (1) | DE2850332C2 (de) |
| ES (1) | ES483874A1 (de) |
| FR (1) | FR2441623A1 (de) |
| GB (1) | GB2036734B (de) |
| HU (1) | HU184069B (de) |
| IL (1) | IL58605A (de) |
| IN (1) | IN152119B (de) |
| IT (1) | IT1119139B (de) |
| NL (1) | NL7908436A (de) |
| RO (1) | RO79416A (de) |
| SE (1) | SE446731B (de) |
| YU (1) | YU172079A (de) |
| ZA (1) | ZA796280B (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106157770B (zh) * | 2016-09-22 | 2022-03-04 | 陕西师范大学 | 甲烷和氯气取代反应装置及方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE558354A (de) * | 1956-06-15 | |||
| BE570522A (de) * | 1957-08-21 | |||
| DE1670568A1 (de) * | 1967-07-07 | 1972-02-24 | Degussa | Verfahren zur Herstellung von substituierten 2-Mercapto-4,6-dichlor-s-triazinen |
| CH501649A (de) * | 1968-02-17 | 1971-01-15 | Degussa | Verfahren zum Substituieren von Alkylmercaptogruppen durch Chloratome in Alkylmercapto-s-triazinen |
| CH546247A (de) * | 1968-12-27 | 1974-02-28 | Agripat Sa | Adiabatisches verfahren zur herstellung von n-monosubstituierten 2,4-dichlor-6-amino-s-triazinen. |
| DD111378A5 (de) * | 1973-06-27 | 1975-02-12 |
-
1978
- 1978-11-20 DE DE2850332A patent/DE2850332C2/de not_active Expired
-
1979
- 1979-07-16 YU YU01720/79A patent/YU172079A/xx unknown
- 1979-08-09 IT IT68646/79A patent/IT1119139B/it active
- 1979-08-29 IN IN899/CAL/79A patent/IN152119B/en unknown
- 1979-09-04 ES ES483874A patent/ES483874A1/es not_active Expired
- 1979-10-25 DD DD79216461A patent/DD147102A5/de unknown
- 1979-11-01 IL IL58605A patent/IL58605A/xx unknown
- 1979-11-06 CS CS797564A patent/CS220796B2/cs unknown
- 1979-11-09 BR BR7907282A patent/BR7907282A/pt unknown
- 1979-11-13 GB GB7939168A patent/GB2036734B/en not_active Expired
- 1979-11-15 US US06/094,802 patent/US4259487A/en not_active Expired - Lifetime
- 1979-11-19 NL NL7908436A patent/NL7908436A/nl not_active Application Discontinuation
- 1979-11-19 SE SE7909568A patent/SE446731B/sv not_active IP Right Cessation
- 1979-11-19 HU HU79DE1023A patent/HU184069B/hu unknown
- 1979-11-19 CH CH1030279A patent/CH642643A5/de not_active IP Right Cessation
- 1979-11-19 AT AT0735179A patent/AT367047B/de not_active IP Right Cessation
- 1979-11-19 CA CA340,150A patent/CA1101423A/en not_active Expired
- 1979-11-19 BE BE6/47014A patent/BE880140A/fr not_active IP Right Cessation
- 1979-11-20 JP JP14963079A patent/JPS5573669A/ja active Pending
- 1979-11-20 RO RO7999289A patent/RO79416A/ro unknown
- 1979-11-20 FR FR7928608A patent/FR2441623A1/fr active Granted
- 1979-11-20 ZA ZA00796280A patent/ZA796280B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA1101423A (en) | 1981-05-19 |
| IT1119139B (it) | 1986-03-03 |
| BE880140A (fr) | 1980-05-19 |
| IL58605A0 (en) | 1980-02-29 |
| GB2036734A (en) | 1980-07-02 |
| GB2036734B (en) | 1983-03-09 |
| DD147102A5 (de) | 1981-03-18 |
| AT367047B (de) | 1982-05-25 |
| YU172079A (en) | 1983-12-31 |
| US4259487A (en) | 1981-03-31 |
| FR2441623A1 (fr) | 1980-06-13 |
| IL58605A (en) | 1984-03-30 |
| DE2850332C2 (de) | 1981-02-19 |
| ES483874A1 (es) | 1980-04-16 |
| CH642643A5 (de) | 1984-04-30 |
| SE446731B (sv) | 1986-10-06 |
| IT7968646A0 (it) | 1979-08-09 |
| ZA796280B (en) | 1980-11-26 |
| ATA735179A (de) | 1981-10-15 |
| IN152119B (de) | 1983-10-22 |
| BR7907282A (pt) | 1980-07-15 |
| JPS5573669A (en) | 1980-06-03 |
| HU184069B (en) | 1984-06-28 |
| FR2441623B1 (de) | 1983-06-10 |
| DE2850332B1 (de) | 1980-06-12 |
| RO79416A (ro) | 1982-06-25 |
| SE7909568L (sv) | 1980-05-21 |
| NL7908436A (nl) | 1980-05-22 |
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