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Engels

Duits

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Engels

The solution of 16.5 g of the thus-obtained crude oily product in 100 ml of benzene is boiled with 9.7 g of diphenylacetonitrile and 2.5 g of sodium amide for 2 hours under stirring.

Duits

Von diesem Rohprodukt werden 16,5 g in 100 ml Ben­ zol gelöst und unter Rühren mit 9,7 g Diphenylacetonitril und 2,5 g Natriumamid 2 h lang erhitzt.

Laatste Update: 2014-12-03
Gebruiksfrequentie: 1
Kwaliteit:

Engels

According to an other aspect of the invention, there is provided a process for the preparation of the new compounds of the formula (I) and salts thereof which comprises: in order to obtain preferred compounds of the formula (I), wherein R.sup.1 stands for hydrogen, (a) subjecting to reductive condensation reaction a diphenylpropylamine derivative of the formula (II), ##STR14## wherein A stands for hydrogen and R.sup.6 is as defined above with a ketone of the formula (III), ##STR15## wherein R.sup.2 and Z are as defined above, in a single step or, if desired, in tewo steps; or (b) reacting a compound of the formula (IV), ##STR16## wherein X means halogen, preferably chlorine, bromine or iodine, and R.sup.6 is as defined above, with an amine of the formula (V), ##STR17## wherein B stands for hydrogen or a benzyl group, and R.sup.2 as well as Z are as defined above, and debenzylating a thus-obtained compound, wherein B means a benzyl group; or (c) reacting an amine of the formula (II) wherein A represents hydrogen or a benzyl group and R.sup.6 is as defined above, with a compound of the formula (VI), ##STR18## wherein R.sup.2, Z and X are as defined above and debenzylating a thus-obtained compound wherein A means a benzyl group; or (d) subjecting to reductive condensation reaction a diphenylpropionaldehyde of the formula (VII), ##STR19## wherein R.sup.6 is as defined above, with an amine of the formula (V), wherein B stands for hydrogen and R.sup.2 and Z are as defined above, in a single step or in two steps; or (e) reacting a diphenylacetonitrile of the formula (VIII), ##STR20## wherein R.sup.6 is as defined above, with a compound of the formula (IX), ##STR21## wherein R.sup.2, Z and X are as defined above and A means a benzyl group and substituting in the thus-obtained compound both the cyano and benzyl group for hydrogen; or (f) reacting an amine of the formula (X), ##STR22## wherein Q stands for halogen or a hydroxy group, A means hydrogen or a benzyl group, and R.sup.2, R.sup.6 as well as Z are as defined above, or a salt thereof with benzene or fluorobenzene in a Friedel-Crafts reaction and debenzylating a thus-obtained compound, wherein A means a benzyl group and, if desired, converting the thus-obtained compound of the formula (I) to a therapeutically well acceptable salt with an inorganic or organic acid.

Duits

Die Verfahren zur Herstellung der erfindungsgemäßen Verbindungen sind durch folgende Maßnahmen gekennzeichnet: Bei den Verfahren A1 und A4 kann die reduktive Kon­ densation in zwei Schritten durchgeführt werden, indem durch Umsetzen der primären Amine der Formeln II bezie­ hungsweise V mit den Carbonylverbindungen der Formeln III beziehungsweise VII die Schiff'schen Basen der Formel XIII hergestellt und diese dann zu Verbindungen der Formel I reduziert werden.

Laatste Update: 2014-12-03
Gebruiksfrequentie: 1
Kwaliteit:

Engels

1H-NMR [DMSO-d6], δ=1.9 (s, 3H); 3.85 (s, 6H); 5.85 (s, 1H)); 5.95 (s, 1H); 7.1-7.4 (m, 10H); 12.5 (s, broad, 1H). Example 11 2,2-Diphenylbutyronitrile 173 ml (0.259 mol) of a 1.5 M solution of LDA in THF were added dropwise to a solution of 50.0 g (0.259 mol) of diphenylacetonitrile in 500 ml of THF (abs.) at −78° C. under argon, and the mixture was then stirred at −30° C. for one hour.

Duits

229-234°C. H-NMR [DMSO-d ] Beispiel 11 2,2-Diphenylbutyronitril Zur Lösung von 50,0 g (0,259 mol) Diphenylacetonitril in 500 ml THF (abs.) wurden bei -78°C unter Argon 173 ml (0,259 mol) einer 1,5 M-Lösung von LDA in THF zugetropft und anschließend eine Stunde bei -30°C gerührt.

Laatste Update: 2014-12-03
Gebruiksfrequentie: 1
Kwaliteit:

Engels

Examples of such nitriles are acetonitrile and substituted derivatives, e.g. diphenylacetonitrile or fluorophenylacetonitrile (or isomers), acrylonitrile, propionitrile, butyronitrile, valeronitrile, hexanenitrile, heptanenitrile, octanenitrile, malono(di)nitrile, glutaronitrile, succinonitrile, adiponitrile, all isomeric tris(cyano)hexanes, benzonitrile, benzyl cyanide, benzodinitriles (all isomers), benzotrinitriles (all isomers), cyanoacetic esters such as methyl cyanoacetate, ethyl cyanoacetate, etc., N,N-disubstituted cyanoacetamides such as N,N-dimethyl-2-cyanoacetamide or O-substituted cyanohydrins such as 3-methoxypropionitrile.

Duits

Beispiele solcher Nitrile sind Acetonitril und substituierte Abkömmlinge, z.B. Diphenylacetonitril oder Fluorphenylacetonitril (alle Isomeren), Acrylnitril, Propionitril, Butyronitril, Valeronitril, Hexannitril, Heptannitril, Octannitril, Malon(di)nitril, Glutaronitril, Succinnitril, Adiponitril, alle isomeren Tris(cyano)hexane, Benzonitril, Benzylcyanid, Benzodinitrile (alle Isomeren), Benzotrinitrile (alle Isomeren), Cyanessigsäurester wie Methylcyanoacetat, Ethylcyanoacetat etc., N,N-disubstituierte Cyanoacetamide wie N,N-Dimethyl-2-cyanoacetamid oder O-substituierte Cyanhydrine wie 3-Methoxypropionitril.

Laatste Update: 2014-12-03
Gebruiksfrequentie: 1
Kwaliteit:

Engels

252317-48-9 | {(3S)-1-[1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl}diphenylacetonitrile |

Duits

252317-48-9 | {(3S)-1-[1-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl}diphenylacetonitril |

Laatste Update: 2014-01-14
Gebruiksfrequentie: 3
Kwaliteit:

Referentie: MatteoT

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