Patent EP-0278311-B1 (EP)
IPC: C07D307/14
Filed: 1988-01-26
Granted: 1990-07-18
Abstract: 1. 2-Aminomethyltetrahydrofurans of the general formula (I)   see diagramm : EP0278311,P40,F1   in which R**1 represents phenyl which is optionally monosubstituted to polysubstituted by identical or different substituents, suitable substituents being : halogen, cyano, nitro, in each case straight-chain or branched alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio in each case having 1 to 6 carbon atoms and, if appropriate, 1 to 9 identical or different halogen atoms, amino, in each case straight-chain or branched alkylamino, dialkylamino or alkoximinoalkyl in each case having 1 to 4 carbon atoms in the individual alkyl parts ; furthermore represents alpha-naphthyl or beta-naphthyl which is in each case optionally monosubstituted to polysubstituted by identical or different substituents, suitable substituents in each case being : halogen, in each case straight-chain or branched alkyl or alkoxy in each case having 1 to 4 carbon atoms ; furthermore represents cycloalkyl having 3 to 7 carbon atoms which is optionally monosubstituted to polysubstituted by identical or different substituents, suitable substituents being : in each case straight-chain or branched alkyl, alkoxy, halogenoalkyl or halogenoalkoxy in each case having 1 to 6 carbon atoms and, if appropriate, 1 to 9 identical or different halogen atoms ; furthermore represents tetrahydronaphthyl or decahydronaphthyl which is in each case optionally monosubstituted to polysubstituted by identical or different substituents, suitable substituents for the hydrogenated rings being : straight-chain or branched alkyl and alkoxy in each case having 1 to 6 carbon atoms, and, in addition in the case of the aromatic rings, halogen; and furthermore represents a 5- or 6-membered heteroaryl radical having 1 or 2 heteroatoms, which is optionally monosubstituted to polysubstituted by identical or different alkyl substituents having 1 to 6 carbon atoms and/or halogen ; R**2 represents hydrogen or methyl, and R**3 and R**4 , independently of one another, in each case represent hydrogen ; in each case straight-chain or branched alkyl having 1 to 12 carbon atoms, alkenyl having 3 to 8 carbon atoms, alkinyl having 3 to 8 carbon atoms, hydroxyalkyl having 2 to 6 carbon atoms, alkoxyalkyl or dialkoxyalkyl in each case having 1 to 8 carbon atoms, or hydroxyalkoxyalkyl having 2 to 8 carbon atoms in the individual alkyl parts ; in each case straight-chain or branched dioxolanylalkyl, oxolanylalkyl or dioxanylalkyl in each case having 1 to 4 carbon atoms in the alkyl part, or cycloalkyl or cycloalkylalkyl which has in each case 3 to 7 carbon atoms in the cycloalkyl part and, if appropriate, 1 to 4 carbon atoms in the straight-chain or branched alkyl part and is in each case optionally monosubstituted to polysubstituted in the cycloalkyl part by identical or different substituents, suitable substituents in each case being : halogen, in each case straight-chain or branched alkyl, alkoxy, halogenoalkyl or halogenoalkoxy in each case having 1 to 4 carbon atoms and, if appropriate, 1 to 9 identical or different halogen atoms ; in addition represent arylalkyl, arylalkenyl or aryl which has in each case 6 to 10 carbon atoms in the aryl part and, if appropriate, up to 6 carbon atoms in the straight-chain or branched alkyl or alkenyl part and which is in each case optionally monosubstituted to polysubstituted in the aryl part by identical or different substituents, suitable aryl substituents in each case being : halogen, cyano, nitro, in each case straight-chain or branched alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio or alkoximinoalkyl in each case having 1 to 4 carbon atoms in the individual alkyl parts and, if appropriate, 1 to 9 identical or different halogen atoms, or R**3 and R**4 , together with the nitrogen atom to which they are bound, represent a saturated heterocyclic ring which may optionally be substituted and which may optionally contain further heteroatoms, suitable substituents being : in each case straight-chain or branched alkyl or hydroxyalkyl in each case having 1 to 4 carbon atoms, their acid addition salts, their geometrical and optical isomers, and their isomeric mixtures.