MX345768B - Procedimiento para la preparación de 2,2-dufluoroetilamina partiendo de un compuesto de bencilamina. - Google Patents
Procedimiento para la preparación de 2,2-dufluoroetilamina partiendo de un compuesto de bencilamina.Info
- Publication number
- MX345768B MX345768B MX2013004796A MX2013004796A MX345768B MX 345768 B MX345768 B MX 345768B MX 2013004796 A MX2013004796 A MX 2013004796A MX 2013004796 A MX2013004796 A MX 2013004796A MX 345768 B MX345768 B MX 345768B
- Authority
- MX
- Mexico
- Prior art keywords
- sub
- formula
- compound
- preparing
- difluoroethylamine
- Prior art date
Links
- OVRWUZYZECPJOB-UHFFFAOYSA-N 2,2-difluoroethanamine Chemical compound NCC(F)F OVRWUZYZECPJOB-UHFFFAOYSA-N 0.000 title abstract 3
- -1 benzylamine compound Chemical class 0.000 title abstract 3
- WGQKYBSKWIADBV-UHFFFAOYSA-N aminomethyl benzene Natural products NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 title abstract 2
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 abstract 2
- 108010081348 HRT1 protein Hairy Proteins 0.000 abstract 2
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 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
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002516 radical scavenger Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/15—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Un procedimiento para la preparación de 2,2-difluoroetilamina de fórmula (I) CHF2CH2NH2 (I) que comprende las etapas (i) y (ii): etapa (i): reacción de 2,2-difluoro-1-haloetano de fórmula general (II) CHF2-CH2HaI (II) con un compuesto de bencilamina de fórmula (III) (Ver Fórmula) en presencia de un neutralizador de ácido, en el que, en la fórmula (II), Hal es cloro, bromo o yodo, y, en la fórmula (III), R1 es hidrógeno o alquilo-C1-C12, y R2 es hidrógeno, halógeno, alquilo-C1-C12 o alcoxi-C1-C6 etapa (ii): hidrogenación catalítica del compuesto de N-bencil-2,2-difluoroeta namina de fórmula (IV) obtenido en la etapa (i), para dar 2,2-difluoroetilamina de fórmula (I) o una de sus sales.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41304510P | 2010-11-12 | 2010-11-12 | |
| EP10191061 | 2010-11-12 | ||
| PCT/EP2011/069545 WO2012062702A1 (de) | 2010-11-12 | 2011-11-07 | Verfahren zur herstellung von 2,2-difluorethylamin ausgehend von einer benzylamin-verbindung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2013004796A MX2013004796A (es) | 2013-06-28 |
| MX345768B true MX345768B (es) | 2017-02-14 |
Family
ID=43480430
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2013004796A MX345768B (es) | 2010-11-12 | 2011-11-07 | Procedimiento para la preparación de 2,2-dufluoroetilamina partiendo de un compuesto de bencilamina. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8450528B2 (es) |
| EP (1) | EP2638002B1 (es) |
| JP (1) | JP5893042B2 (es) |
| KR (1) | KR101869994B1 (es) |
| CN (1) | CN103201251B (es) |
| BR (1) | BR112013011410B1 (es) |
| DK (1) | DK2638002T3 (es) |
| ES (1) | ES2636776T3 (es) |
| IL (1) | IL226060A (es) |
| MX (1) | MX345768B (es) |
| TW (1) | TWI515176B (es) |
| WO (1) | WO2012062702A1 (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012062740A1 (de) * | 2010-11-12 | 2012-05-18 | Bayer Cropscience Ag | Verfahren zur herstellung von 2,2-difluorethylamin-derivaten ausgehend von n-(2,2-difluorethyl)prop-2-en-1-amin |
| IL305145A (en) | 2021-02-17 | 2023-10-01 | Bayer Ag | A process for the preparation of polyfluoroalkylamines from polyfluoroalkylalcohols |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL173388C (nl) * | 1970-08-03 | 1984-01-16 | Merck & Co Inc | Werkwijze voor het fluoreren van organische verbindingen. |
| US4030994A (en) | 1971-06-18 | 1977-06-21 | Merck & Co., Inc. | Substitutive fluorination of organic compounds |
| JPH06157430A (ja) * | 1992-09-25 | 1994-06-03 | Idemitsu Petrochem Co Ltd | ペルフルオロアルキル基含有アミンの製造方法 |
| JP2005263772A (ja) * | 2003-07-23 | 2005-09-29 | Chisso Corp | ジアミン、それを用いた配向膜、および該配向膜を有する液晶表示素子 |
| DE102006015467A1 (de) * | 2006-03-31 | 2007-10-04 | Bayer Cropscience Ag | Substituierte Enaminocarbonylverbindungen |
| EP2039684A1 (de) | 2007-09-18 | 2009-03-25 | Bayer CropScience AG | Verfahren zur Herstellung von 2,2-Difluorethylamin-Derivaten durch Imin-Hydrierung |
| CN101638370B (zh) * | 2009-08-18 | 2013-04-10 | 浙江大学 | 一种n,n-二异丙基丁胺的合成方法 |
-
2011
- 2011-11-07 KR KR1020137012152A patent/KR101869994B1/ko not_active Expired - Fee Related
- 2011-11-07 DK DK11781782.5T patent/DK2638002T3/en active
- 2011-11-07 JP JP2013538145A patent/JP5893042B2/ja not_active Expired - Fee Related
- 2011-11-07 CN CN201180054106.4A patent/CN103201251B/zh not_active Expired - Fee Related
- 2011-11-07 ES ES11781782.5T patent/ES2636776T3/es active Active
- 2011-11-07 BR BR112013011410-0A patent/BR112013011410B1/pt not_active IP Right Cessation
- 2011-11-07 EP EP11781782.5A patent/EP2638002B1/de active Active
- 2011-11-07 WO PCT/EP2011/069545 patent/WO2012062702A1/de not_active Ceased
- 2011-11-07 MX MX2013004796A patent/MX345768B/es active IP Right Grant
- 2011-11-09 US US13/292,987 patent/US8450528B2/en not_active Expired - Fee Related
- 2011-11-11 TW TW100141175A patent/TWI515176B/zh not_active IP Right Cessation
-
2013
- 2013-04-30 IL IL226060A patent/IL226060A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| ES2636776T3 (es) | 2017-10-09 |
| TW201228998A (en) | 2012-07-16 |
| MX2013004796A (es) | 2013-06-28 |
| EP2638002A1 (de) | 2013-09-18 |
| BR112013011410A2 (pt) | 2016-08-02 |
| JP2014500253A (ja) | 2014-01-09 |
| CN103201251B (zh) | 2015-12-02 |
| US8450528B2 (en) | 2013-05-28 |
| TWI515176B (zh) | 2016-01-01 |
| EP2638002B1 (de) | 2017-05-10 |
| CN103201251A (zh) | 2013-07-10 |
| BR112013011410B1 (pt) | 2018-12-11 |
| IL226060A0 (en) | 2013-06-27 |
| KR101869994B1 (ko) | 2018-06-22 |
| JP5893042B2 (ja) | 2016-03-23 |
| IL226060A (en) | 2014-09-30 |
| DK2638002T3 (en) | 2017-09-11 |
| US20120123163A1 (en) | 2012-05-17 |
| KR20130125366A (ko) | 2013-11-18 |
| WO2012062702A1 (de) | 2012-05-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |