FR3094715B1 - Procede de preparation d’un compose soufre ou selenie par reaction thiolene - Google Patents
Procede de preparation d’un compose soufre ou selenie par reaction thiolene Download PDFInfo
- Publication number
- FR3094715B1 FR3094715B1 FR1903619A FR1903619A FR3094715B1 FR 3094715 B1 FR3094715 B1 FR 3094715B1 FR 1903619 A FR1903619 A FR 1903619A FR 1903619 A FR1903619 A FR 1903619A FR 3094715 B1 FR3094715 B1 FR 3094715B1
- Authority
- FR
- France
- Prior art keywords
- compound
- aryl
- alkyl
- formula
- chosen
- 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.)
- Active
Links
- 229910052717 sulfur Inorganic materials 0.000 title abstract 3
- OXBLVCZKDOZZOJ-UHFFFAOYSA-N 2,3-Dihydrothiophene Chemical compound C1CC=CS1 OXBLVCZKDOZZOJ-UHFFFAOYSA-N 0.000 title 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title 1
- 229940065287 selenium compound Drugs 0.000 title 1
- 150000003343 selenium compounds Chemical class 0.000 title 1
- 239000011593 sulfur Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- 150000003346 selenoethers Chemical group 0.000 abstract 1
- 150000003568 thioethers Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/12—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C317/18—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
- C07C317/46—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/22—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
L’invention réside dans un procédé de préparation d’un composé de formule (I) dans laquelle X est choisi parmi S, Se; R1 est choisi parmi les groupes alkyle, aryle, alkylaryle et hétéroaryle, éventuellement porteurs d’une ou plusieurs fonctions, R2, R3 et R4 sont choisis, indépendamment les uns des autres, parmi H et les groupes alkyle, aryle et alkylaryle; ou R2 et R4 forment ensemble un cycle carboné en C5-C10 ; R5 est choisi parmi H et les groupes alkyle, aryle et alkylaryle, ou représente un groupe ou une chaine hydrocarbonée, éventuellement fonctionnalisé, lequel procédé comprend la réaction d’un composé de formule (IV) dans laquelle X est choisi parmi S et Se ; m = 1 ou 2 ; R1 est tel que défini ci-dessus pour le composé (I) ; et si m = 1, R21 représente H ; si m = 2, R21 est choisi parmi les groupes alkyle, aryle et alkylaryle. avec un composé de formule (V): où R2, R3, R4 et R5 sont tels que définis ci-dessus pour le composé de formule (I), par irradiation à des rayonnements d’une longueur d’ondes de 200 à 800 nm en présence d’au moins un composé porteur d’au moins d’un fonction choisie parmi les fonctions alcool, acide carboxylique, thioéther et sélénoéther.
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1903619A FR3094715B1 (fr) | 2019-04-04 | 2019-04-04 | Procede de preparation d’un compose soufre ou selenie par reaction thiolene |
PCT/EP2020/059380 WO2020201412A1 (fr) | 2019-04-04 | 2020-04-02 | Procede de preparation d'un compose soufre ou selenie par reaction thiolene |
EP20714249.8A EP3947346A1 (fr) | 2019-04-04 | 2020-04-02 | Procede de preparation d'un compose soufre ou selenie par reaction thiolene |
SG11202111053TA SG11202111053TA (en) | 2019-04-04 | 2020-04-02 | Method for preparing a sulfur or selenised compound by thiolene reaction |
JP2021557805A JP2022527179A (ja) | 2019-04-04 | 2020-04-02 | チオレン反応による硫黄又はセレン化化合物の製造方法 |
CN202080027064.4A CN113661159A (zh) | 2019-04-04 | 2020-04-02 | 通过硫醇烯反应制备含硫化合物或含硒化合物的方法 |
KR1020217034952A KR20210148229A (ko) | 2019-04-04 | 2020-04-02 | 티올렌 반응에 의한 황 또는 셀렌화된 화합물의 제조 방법 |
TW109111528A TW202100509A (zh) | 2019-04-04 | 2020-04-06 | 藉由硫醇-烯反應來製備硫或硒化合物之方法 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1903619 | 2019-04-04 | ||
FR1903619A FR3094715B1 (fr) | 2019-04-04 | 2019-04-04 | Procede de preparation d’un compose soufre ou selenie par reaction thiolene |
Publications (2)
Publication Number | Publication Date |
---|---|
FR3094715A1 FR3094715A1 (fr) | 2020-10-09 |
FR3094715B1 true FR3094715B1 (fr) | 2023-04-07 |
Family
ID=67185488
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR1903619A Active FR3094715B1 (fr) | 2019-04-04 | 2019-04-04 | Procede de preparation d’un compose soufre ou selenie par reaction thiolene |
Country Status (8)
Country | Link |
---|---|
EP (1) | EP3947346A1 (fr) |
JP (1) | JP2022527179A (fr) |
KR (1) | KR20210148229A (fr) |
CN (1) | CN113661159A (fr) |
FR (1) | FR3094715B1 (fr) |
SG (1) | SG11202111053TA (fr) |
TW (1) | TW202100509A (fr) |
WO (1) | WO2020201412A1 (fr) |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2392294A (en) * | 1941-05-29 | 1946-01-01 | Shell Dev | Photochemical preparation of thio-ethers |
US3085955A (en) * | 1958-12-01 | 1963-04-16 | Phillips Petroleum Co | Production of sulfur compounds |
US5973200A (en) * | 1997-01-23 | 1999-10-26 | Novus International, Inc. | Process for the preparation of 2-hydroxy-4-(methylthio) butanoic acid or methionine by mercaptan addition |
FR2823206B1 (fr) * | 2001-04-05 | 2004-02-20 | Atofina | Procede photochimique semi-continu et dispositif pour sa mise en oeuvre |
WO2017191196A1 (fr) * | 2016-05-04 | 2017-11-09 | Evonik Degussa Gmbh | Production de méthionine |
-
2019
- 2019-04-04 FR FR1903619A patent/FR3094715B1/fr active Active
-
2020
- 2020-04-02 CN CN202080027064.4A patent/CN113661159A/zh active Pending
- 2020-04-02 JP JP2021557805A patent/JP2022527179A/ja active Pending
- 2020-04-02 WO PCT/EP2020/059380 patent/WO2020201412A1/fr unknown
- 2020-04-02 EP EP20714249.8A patent/EP3947346A1/fr active Pending
- 2020-04-02 KR KR1020217034952A patent/KR20210148229A/ko unknown
- 2020-04-02 SG SG11202111053TA patent/SG11202111053TA/en unknown
- 2020-04-06 TW TW109111528A patent/TW202100509A/zh unknown
Also Published As
Publication number | Publication date |
---|---|
JP2022527179A (ja) | 2022-05-31 |
CN113661159A (zh) | 2021-11-16 |
TW202100509A (zh) | 2021-01-01 |
KR20210148229A (ko) | 2021-12-07 |
FR3094715A1 (fr) | 2020-10-09 |
EP3947346A1 (fr) | 2022-02-09 |
SG11202111053TA (en) | 2021-11-29 |
WO2020201412A1 (fr) | 2020-10-08 |
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