CS230344B1 - Method of preparing 2,4,6-trimercapto-1,3,5-triazine - Google Patents
Method of preparing 2,4,6-trimercapto-1,3,5-triazine Download PDFInfo
- Publication number
- CS230344B1 CS230344B1 CS132883A CS132883A CS230344B1 CS 230344 B1 CS230344 B1 CS 230344B1 CS 132883 A CS132883 A CS 132883A CS 132883 A CS132883 A CS 132883A CS 230344 B1 CS230344 B1 CS 230344B1
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- CS
- Czechoslovakia
- Prior art keywords
- trimercapto
- triazine
- preparing
- added
- water
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 4
- WZRRRFSJFQTGGB-UHFFFAOYSA-N 1,3,5-triazinane-2,4,6-trithione Chemical compound S=C1NC(=S)NC(=S)N1 WZRRRFSJFQTGGB-UHFFFAOYSA-N 0.000 title claims description 3
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 4
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052979 sodium sulfide Inorganic materials 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000020477 pH reduction Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 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 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- CDMIYIVDILNBIJ-UHFFFAOYSA-N triazinane-4,5,6-trithione Chemical compound SC1=NN=NC(S)=C1S CDMIYIVDILNBIJ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Description
K lepšímu smočení kyanurchloridu se přidává do reakce 5 % acetonu anebo malé množství smáčedla. Volba smáčedla není podstatná, s úspěchem bylo použito smáčedla typu alkylarylsulfonátu.To better wet the cyanuric chloride, 5% acetone or a small amount of wetting agent is added to the reaction. The choice of wetting agent is not essential, with the use of alkylarylsulfonate type wetting agents.
Po několikahodinovém zahřívání směsi na 80 °C se získá po vykyselení produkt, který se dobře rozpouští v alKáliích. Výtěžky se pohybují od 60 do 80 % teorie.After heating the mixture at 80 [deg.] C. for several hours, the product is obtained after acidification which dissolves well in alkali. The yields range from 60 to 80% of theory.
Příprava 2,4,6-trimerkapto-l,3,5-triazinu hydrolýzou sirníkem sodným se oproti stávajícímu způsobu výrazně zjednoduší po technické stránce a dojde ke zlepšení ekonomických parametrů výroby.The preparation of 2,4,6-trimercapto-1,3,5-triazine by hydrolysis with sodium sulphide is significantly simplified technically from the present process and the economic parameters of production are improved.
Příklad 1Example 1
Do 500 ml varné baňky opatřené míchadlem a zpětným chladičem se předloží 125 ml 5% vodného acetonu a za míchání se přidáTo a 500 mL boiling flask equipped with a stirrer and reflux condenser was charged 125 mL of 5% aqueous acetone and added with stirring
233344 .1.8,4 g kyanurchloridu. K suspenzi se přileje koncentrovaný roztok 25 g sirníku sodného krystalického ve vodě a reakční směs se zahřívá 4 hodiny na 80 °C. Po čtyřhodinovém zahřívání se přidá k reakční směsi další roztok 25 g sirníku sodného krystalického ve vodě. Po dvouhodinovém zahřívání na 80 °C byl vzniklý roztok za horka zfiltrován a po ochlazení byl trimerkaptotriazin vysrážen z roztoku koncentrovanou kyselinou chlorovodíkovou okyselením na kongo. Vyloučená látka byla odsáta, promyta vodou a usušena. Látka netaje do 300 °C, rozpouští se dobře v alkáliícli. Byla získána ve výtěžku 14,2 g, tj. 80 % teorie.233344 .1,8,4 g cyanuric chloride. A concentrated solution of 25 g of crystalline sodium sulfide in water was added to the suspension, and the reaction mixture was heated at 80 ° C for 4 hours. After heating for 4 hours, an additional solution of 25 g of crystalline sodium sulfide in water was added to the reaction mixture. After heating at 80 ° C for two hours, the resulting solution was hot filtered and after cooling, trimercaptotriazine was precipitated from the solution with concentrated hydrochloric acid by acidification to congo. The precipitate was aspirated, washed with water and dried. The substance does not melt to 300 ° C, it dissolves well in alkali. It was obtained in a yield of 14.2 g, i.e. 80% of theory.
Příklad 2Example 2
Do 500 ml varné baňky opatřené míchadlem a zpětným chladičem bylo předloženo 125 ml vody a 5 ml 2% vodného roztoku dodecylhenzensulfonanu sodného. Dále bylo postupováno jako v příkladě 1. Bylo získáno 14,1 g látky, tj. 80 % teorie.To a 500 mL flask equipped with a stirrer and reflux condenser was added 125 mL of water and 5 mL of a 2% aqueous solution of sodium dodecylhenzenesulfonate. The procedure was as in Example 1. 14.1 g of material were obtained, i.e. 80% of theory.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS132883A CS230344B1 (en) | 1983-02-25 | 1983-02-25 | Method of preparing 2,4,6-trimercapto-1,3,5-triazine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS132883A CS230344B1 (en) | 1983-02-25 | 1983-02-25 | Method of preparing 2,4,6-trimercapto-1,3,5-triazine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS230344B1 true CS230344B1 (en) | 1984-08-13 |
Family
ID=5347381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS132883A CS230344B1 (en) | 1983-02-25 | 1983-02-25 | Method of preparing 2,4,6-trimercapto-1,3,5-triazine |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS230344B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007017314A1 (en) | 2005-08-04 | 2007-02-15 | Evonik Degussa Gmbh | Method for the production of 2, 4, 6-trimercapto-1, 3, 5-triazine |
-
1983
- 1983-02-25 CS CS132883A patent/CS230344B1/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007017314A1 (en) | 2005-08-04 | 2007-02-15 | Evonik Degussa Gmbh | Method for the production of 2, 4, 6-trimercapto-1, 3, 5-triazine |
| JP2009503012A (en) * | 2005-08-04 | 2009-01-29 | エボニック デグサ ゲーエムベーハー | Process for producing 2,4,6-trimercapto-1,3,5-triazine |
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