MD243C2 - Procedeu de obţinere a cis-derivaţilor dihalogenvinilciclopropanului - Google Patents
Procedeu de obţinere a cis-derivaţilor dihalogenvinilciclopropanuluiInfo
- Publication number
- MD243C2 MD243C2 MD94-0274A MD940274A MD243C2 MD 243 C2 MD243 C2 MD 243C2 MD 940274 A MD940274 A MD 940274A MD 243 C2 MD243 C2 MD 243C2
- Authority
- MD
- Moldova
- Prior art keywords
- general formula
- chlorine
- mixture
- cis
- alkali
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 238000002360 preparation method Methods 0.000 title abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 230000003993 interaction Effects 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- 150000003751 zinc Chemical class 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Invenţia se referă la un nou procedeu de obţinere a cis-derivaţilor dihalogenvinilciclopropanului cu formula generală:în care X1 şi X2 sunt identici şi reprezintă atom de clor sau brom sau sunt diferiţi şi reprezintă atomi de fluor şi clor.Aceşti compuşi se utilizează la prepararea eterilor cu activitate insecticidă.Sarcina invenţiei constă în simplificarea procesului.Procedeul se realizează prin tratarea derivatului acidului 2,2-dimetil-3S-formilciclopropan-1R-carbonic, şi anume a lactonei acestuia, cu un derivat haloid al metanului, ca haloformul, cu formula generală:în care X1-X3 sunt identici şi reprezintă atom de clor sau brom sau sunt diferiţi şi reprezintă atom de fluor sau clor, masele atomice mărindu-se de la X1 până la X3.Procesul se efectuează în prezenţa unui agent alcalin, selectat din terţbutilat de potasiu în amestec cu terţbutanolul şi tetrahidrofuranul, sau metilat de potasiu în amestec cu terţbutanolul, dimetilformamida şi tetrahidrofuranul, sau hidroxid de potasiu în amestec cu metanolul şi tetrahidrofuranul la (-10)- (-55)°C. Cis-compusul obţinut cu formula generală:în care X1-X3 au valorile menţionate, se deshidratează cu acid sulfuric sau cu acid paratoluensulfonic, sau cu anhidridă acetică, sau cu amestecul ei cu acid acetic.Lactona obţinută cu formula generală:în care X1-X3 au valorile menţionate, se reduce cu zinc în acid acetic sau cu zinc activat în etanol sau cu magneziu în tetrahidrofuran la temperatura de fierbere a masei de reacţie.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7719612A FR2396006A1 (fr) | 1977-06-27 | 1977-06-27 | Nouveaux composes a noyau cyclopropanique, procede de preparation et application a la preparation de derives cyclopropaniques a chaine dihalovinyliques |
| SU782624348A SU1075970A3 (ru) | 1977-06-27 | 1978-06-09 | Способ получени цис-производных дигалоидвинилциклопропана |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD243B1 MD243B1 (ro) | 1995-07-31 |
| MD243C2 true MD243C2 (ro) | 1995-12-31 |
Family
ID=26220103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD94-0274A MD243C2 (ro) | 1977-06-27 | 1994-09-08 | Procedeu de obţinere a cis-derivaţilor dihalogenvinilciclopropanului |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD243C2 (ro) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2185612A1 (ro) * | 1972-05-25 | 1974-01-04 | Nat Res Dev |
-
1994
- 1994-09-08 MD MD94-0274A patent/MD243C2/ro unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2185612A1 (ro) * | 1972-05-25 | 1974-01-04 | Nat Res Dev |
Also Published As
| Publication number | Publication date |
|---|---|
| MD243B1 (ro) | 1995-07-31 |
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| 1K4A | Payment of annual fees |