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1. WO2012062703 - METHOD FOR PREPARING 2,2-DIFLUOROETHYLAMINE STARTING FROM PROP-2-EN-1-AMINE

Publication Number WO/2012/062703
Publication Date 18.05.2012
International Application No. PCT/EP2011/069546
International Filing Date 07.11.2011
IPC
C07C 209/08 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
209Preparation of compounds containing amino groups bound to a carbon skeleton
04by substitution of functional groups by amino groups
06by substitution of halogen atoms
08with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
C07C 209/62 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
209Preparation of compounds containing amino groups bound to a carbon skeleton
62by 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
C07C 211/24 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
211Compounds containing amino groups bound to a carbon skeleton
01having amino groups bound to acyclic carbon atoms
20of an acyclic unsaturated carbon skeleton
24the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
CPC
C07C 209/08
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
209Preparation of compounds containing amino groups bound to a carbon skeleton
04by substitution of functional groups by amino groups
06by substitution of halogen atoms
08with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
C07C 209/62
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
209Preparation of compounds containing amino groups bound to a carbon skeleton
62by 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
C07C 211/15
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
211Compounds containing amino groups bound to a carbon skeleton
01having amino groups bound to acyclic carbon atoms
02of an acyclic saturated carbon skeleton
15the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
C07C 211/20
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
211Compounds containing amino groups bound to a carbon skeleton
01having amino groups bound to acyclic carbon atoms
20of an acyclic unsaturated carbon skeleton
C07C 211/21
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
211Compounds containing amino groups bound to a carbon skeleton
01having amino groups bound to acyclic carbon atoms
20of an acyclic unsaturated carbon skeleton
21Monoamines
Applicants
  • BAYER INTELLECTUAL PROPERTY GMBH [DE]/[DE] (AllExceptUS)
  • LUI, Norbert [DE]/[DE] (UsOnly)
  • FUNKE, Christian [DE]/[DE] (UsOnly)
  • HEINRICH, Jens-Dietmar [DE]/[DE] (UsOnly)
  • MÜLLER, Thomas, Norbert [DE]/[DE] (UsOnly)
Inventors
  • LUI, Norbert
  • FUNKE, Christian
  • HEINRICH, Jens-Dietmar
  • MÜLLER, Thomas, Norbert
Agents
  • ASSOCIATION BIP PATENTS
Priority Data
10191059.412.11.2010EP
61/413,05912.11.2010US
Publication Language German (DE)
Filing Language German (DE)
Designated States
Title
(DE) VERFAHREN ZUR HERSTELLUNG VON 2,2-DIFLUORETHYLAMIN AUSGEHEND VON PROP-2-EN-1-AMIN
(EN) METHOD FOR PREPARING 2,2-DIFLUOROETHYLAMINE STARTING FROM PROP-2-EN-1-AMINE
(FR) PROCÉDÉ DE PRODUCTION DE 2,2-DIFLUORO-ÉTHYLAMINE À PARTIR DE PROP-2-ÈN-1-AMINE
Abstract
(DE)
Ein Verfahren zur Herstellung von 2,2-Difluorethylamin der Formel (I): CHF2CH2NH2, umfassend die Schritte (i) und (ii): Schritt (i): Umsetzung von 2,2-Difluor-1-halogenethan der Formel (II): CHF2-CH2Hal, worin Hal für Chlor, Brom oder Jod steht, mit Prop-2-en-1-amin der Formel (III) zu N-(2,2-Difluorethyl)prop-2-en-1-amin der Formel (IV), vorzugsweise in Gegenwart eines Säurefängers und Schritt (ii): Entfernung der Allylgruppe aus dem in Schritt (i) erhaltenen N-(2,2-Difluorethyl)prop-2-en-1-amin der Formel (IV) zu 2,2-Difluorethylamin der Formel (I) oder einem Salz davon.
(EN)
A method for preparing 2,2-difluoroethylamine of formula (I) CHF2CH2NH2 comprises steps (i) and (ii). In step (i), 2,2-difluoro-1-halogen ethane of formula (II) CHF2-CH2HAl, in which Hal stands for chlorine, bromine or iodine, is reacted with prop-2-en-1-amine of formula (III), to form N-(2,2-difluoroethyl)prop-2-en-1-amine of formula (IV), preferably in the presence of an acid scavenger. In step (ii), the allyl group is removed from the N-(2,2-difluoroethyl)prop-2-en-1-amine of formula (IV) obtained in step (i) to form 2,2-difluoroethylamine of formula (I) or a salt thereof.
(FR)
Procédé de production de 2,2-difluoro-éthylamine de formule (I) CHF2CH2NH2, comprenant les étapes (i) et (ii) : étape (i) : réaction de 2,2-difluoro-1-halogéno-éthane de formule (II) CHF2-CH2Hal, dans laquelle Hal représente chlore, brome ou iode, avec une prop-2-èn-1-amine de formule (III), pour former une N-(2,2-difluoro-éthyl)prop-2-èn-1-amine de formule (IV), de préférence en présence d'un piégeur d'acide, et étape (ii) élimination du groupe alkyle de la N-(2,2-difluoro-éthyl)prop-2-èn-1-amine de formule (IV) obtenue à l'étape (i) pour former une 2,2-difluoro-éthylamine de formule (I) ou un sel de cette dernière.
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