MD243C2 - Method of cis-dihalogenvinylcyclopropan derivatives preparation - Google Patents
Method of cis-dihalogenvinylcyclopropan derivatives preparationInfo
- 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
The invention relates to the new method of cis-dihalogenvinylcyclopropan derivatives preparation of the general formula:where x1 and x2 - the same and means atoms of chloride or bromine or different and means atoms of fluor or chlorine.These compounds are applied for preparation of ethers having insecticiding activity. The purpose of invention is simplicity of process.The method is realized by interaction of 2,2-dimethyl-35-formylcyclopropan-1R-carbonic acid derivative, namely its lacton with haloidderivative of methan, as the latter are used haloform of the general formula:where X1-X3 - the same and means atom of chlorine or bronine or different and means atom of fluor or chlorine in addition the atomic weights are increased from X1 to X3.The process is leaded at presence of the alkali agent, selected from alkali tertbutlat in the mixture with tertbutanol, dimethylformanuide and tetrahydrofuran or alkali hydroxide in the mixture with methanol and tetrahydroferon at (-10)-(55)°C and obtained cis-compound of general formula:where X1-X3 have indicated means, are undergone dehydration by sulfuric acid or paratolucnsulfoacid or acetic anhydride or its mixture with acetic acid and lacton obtaining by this way of the general formula:where X1-X3 have indicated means is undergood the recovery by zinc in the acetic acid or activated zinc on the ethanol or magnesium in the tetrahydrofuran at the temperature of boiling of the reactive mass.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7719612A FR2396006A1 (en) | 1977-06-27 | 1977-06-27 | NEW CYCLOPROPANIC CORE COMPOUNDS, PREPARATION PROCESS AND APPLICATION TO THE PREPARATION OF CYCLOPROPANIC DERIVATIVES WITH DIHALOVINYL CHAIN |
| SU782624348A SU1075970A3 (en) | 1977-06-27 | 1978-06-09 | Process for preparing cis-derivatives of dihaloidvinylcyclopropane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD243B1 MD243B1 (en) | 1995-07-31 |
| MD243C2 true MD243C2 (en) | 1995-12-31 |
Family
ID=26220103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD94-0274A MD243C2 (en) | 1977-06-27 | 1994-09-08 | Method of cis-dihalogenvinylcyclopropan derivatives preparation |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD243C2 (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2185612A1 (en) * | 1972-05-25 | 1974-01-04 | Nat Res Dev |
-
1994
- 1994-09-08 MD MD94-0274A patent/MD243C2/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2185612A1 (en) * | 1972-05-25 | 1974-01-04 | Nat Res Dev |
Also Published As
| Publication number | Publication date |
|---|---|
| MD243B1 (en) | 1995-07-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 1K4A | Payment of annual fees |