MD4233C1 - Catalizator pentru sinteza derivaţilor 2-pirol-3-iloxindolului - Google Patents
Catalizator pentru sinteza derivaţilor 2-pirol-3-iloxindolului Download PDFInfo
- Publication number
- MD4233C1 MD4233C1 MDA20120024A MD20120024A MD4233C1 MD 4233 C1 MD4233 C1 MD 4233C1 MD A20120024 A MDA20120024 A MD A20120024A MD 20120024 A MD20120024 A MD 20120024A MD 4233 C1 MD4233 C1 MD 4233C1
- Authority
- MD
- Moldova
- Prior art keywords
- catalyst
- synthesis
- derivatives
- reaction
- pyrrole
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 22
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 13
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 11
- 239000002608 ionic liquid Substances 0.000 claims abstract description 12
- -1 tetrafluoroborate Chemical compound 0.000 claims description 6
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- PSCMQHVBLHHWTO-UHFFFAOYSA-K indium(iii) chloride Chemical compound Cl[In](Cl)Cl PSCMQHVBLHHWTO-UHFFFAOYSA-K 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 3
- 239000005695 Ammonium acetate Substances 0.000 description 3
- 229940043376 ammonium acetate Drugs 0.000 description 3
- 235000019257 ammonium acetate Nutrition 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000010413 mother solution Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 238000005712 Baylis-Hillman reaction Methods 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- GNHMRTZZNHZDDM-UHFFFAOYSA-N 3-chloropropionitrile Chemical compound ClCCC#N GNHMRTZZNHZDDM-UHFFFAOYSA-N 0.000 description 1
- HYHFPMWIIOXTBM-UHFFFAOYSA-N 3-phenacylidene-1h-indol-2-one Chemical compound O=C1NC2=CC=CC=C2C1=CC(=O)C1=CC=CC=C1 HYHFPMWIIOXTBM-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 238000006845 Michael addition reaction Methods 0.000 description 1
- 238000006086 Paal-Knorr synthesis reaction Methods 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- JHXKRIRFYBPWGE-UHFFFAOYSA-K bismuth chloride Chemical compound Cl[Bi](Cl)Cl JHXKRIRFYBPWGE-UHFFFAOYSA-K 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20120024A MD4233C1 (ro) | 2012-03-02 | 2012-03-02 | Catalizator pentru sinteza derivaţilor 2-pirol-3-iloxindolului |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20120024A MD4233C1 (ro) | 2012-03-02 | 2012-03-02 | Catalizator pentru sinteza derivaţilor 2-pirol-3-iloxindolului |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD4233B1 MD4233B1 (en) | 2013-06-30 |
| MD4233C1 true MD4233C1 (ro) | 2014-01-31 |
Family
ID=48749684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MDA20120024A MD4233C1 (ro) | 2012-03-02 | 2012-03-02 | Catalizator pentru sinteza derivaţilor 2-pirol-3-iloxindolului |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD4233C1 (mo) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030050512A1 (en) * | 2001-06-26 | 2003-03-13 | Mehnert Christian Peter | Process for conducting aldol condensation reactions in ionic liquid media |
| WO2005019185A1 (en) * | 2003-08-26 | 2005-03-03 | Ecole Polytechnique Federale De Lausanne (Epfl) | Ionic liquids based on imidazolium salts incorporating a nitrile functionality |
| US20050101786A1 (en) * | 2002-07-18 | 2005-05-12 | Steven Dell | N-alkylation of indole derivatives |
| WO2007112238A2 (en) * | 2006-03-24 | 2007-10-04 | Chevron U.S.A. Inc. | Alkylation process using an alkyl halide promoted ionic liquid catalyst |
| CN101508669A (zh) * | 2009-03-26 | 2009-08-19 | 浙江工业大学 | 一种吲哚类化合物的绿色合成方法 |
| CN101791574A (zh) * | 2010-03-24 | 2010-08-04 | 淮北煤炭师范学院 | 一种负载手性咪唑盐催化剂及其制备方法 |
| MD4062B1 (ro) * | 2010-01-16 | 2010-08-31 | Institutul De Chimie Al Academiei De Stiinte A Moldovei | Compozitie catalitica pentru reactia Morita-Baylis-Hillman |
-
2012
- 2012-03-02 MD MDA20120024A patent/MD4233C1/ro not_active IP Right Cessation
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030050512A1 (en) * | 2001-06-26 | 2003-03-13 | Mehnert Christian Peter | Process for conducting aldol condensation reactions in ionic liquid media |
| US20050101786A1 (en) * | 2002-07-18 | 2005-05-12 | Steven Dell | N-alkylation of indole derivatives |
| WO2005019185A1 (en) * | 2003-08-26 | 2005-03-03 | Ecole Polytechnique Federale De Lausanne (Epfl) | Ionic liquids based on imidazolium salts incorporating a nitrile functionality |
| WO2007112238A2 (en) * | 2006-03-24 | 2007-10-04 | Chevron U.S.A. Inc. | Alkylation process using an alkyl halide promoted ionic liquid catalyst |
| CN101508669A (zh) * | 2009-03-26 | 2009-08-19 | 浙江工业大学 | 一种吲哚类化合物的绿色合成方法 |
| MD4062B1 (ro) * | 2010-01-16 | 2010-08-31 | Institutul De Chimie Al Academiei De Stiinte A Moldovei | Compozitie catalitica pentru reactia Morita-Baylis-Hillman |
| CN101791574A (zh) * | 2010-03-24 | 2010-08-04 | 淮北煤炭师范学院 | 一种负载手性咪唑盐催化剂及其制备方法 |
Non-Patent Citations (1)
| Title |
|---|
| Gnanamani Shanthi, Paramasivan T. Perumal. InCl3-catalyzed efficient one-pot synthesis of 2-pyrrolo-3-yloxindoles. Tetrahedron Letters, 2009, 50, p. 3959-3962 * |
Also Published As
| Publication number | Publication date |
|---|---|
| MD4233B1 (en) | 2013-06-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG4A | Patent for invention issued | ||
| KA4A | Patent for invention lapsed due to non-payment of fees (with right of restoration) | ||
| MM4A | Patent for invention definitely lapsed due to non-payment of fees |