Patent EP-0075849-A2 (EP)
Inventor: WIEZER HARTMUT DR
IPC: C07D401/12
Filed: 1982-09-22
Abstract: 1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, NL, SE A compound of the formula (I)  see diagramm : EP0075849,P13,F1 in which m is 0 or 1, n is also 0 or 1 and A is C4 to C11 alkylene, R**1 , when m is 0, has the meaning of hydrogen, of C1 to C18 alkyl, of C3 to C21 alkoxyalkyl, of C5 to C12 cycloalkyl, which can be substituted by C1 to C4 alkyl, or phenyl or naphthyl, which can be substituted by up to two Cl or C1 to C4 alkyl radicals or by one C1 to C4 alkoxy or C1 to C2 carboalkoxy group, of C7 to C14 phenylalkyl or of a group of the formula (II)  see diagramm : EP0075849,P13,F2 wherein R**3 is hydrogen or methyl and R**4 is hydrogen, C1 to C4 alkyl, or is 2,3-epoxypropyl, allyl or benzyl, R**1 and R**2 , when m is 1, are identical or different and represent hydrogen, C1 to C18 alkyl, C5 to C12 cycloalkyl, which can be substituted by up to four C1 to C4 alkyl groups, phenyl, which can be substituted by up to two C1 to C4 alkyl radicals, C7 to C14 phenylalkyl or a group of the formula (II), X1 and X2 , when n is 0, are identical or different and represent halogen, phenyl or a group of the formulae (III), (IV) or (V)  see diagramm : EP0075849,P13,F3   see diagramm : EP0075849,P13,F4  -DR**9 (V) but when n is 1, X2 is always a group of the formula  see diagramm : EP0075849,P14,F1  with A being C4 to C11 alkylene, wherein, in the formulae (III), (IV) and (V), R**5 and R**6 are identical or different and represent radicals listed for R**2 and R**6 additionally has the meaning of C3 to C21 alkoxyalkyl, or R**5 and R**6 together with the N atom connecting them, also represent a pyrrolidine ring or a piperidine, morpholine or hexamethyleneimine ring which is unsubstituted or substituted by up to four C1 to C4 alkyl groups, r, s and t are identical or different whole numbers from 2 to 6 and v is from 0 to 3, R**7 and R**8 represent identical of different radicals with the meanings indicated for R**2 , T has the meaning of a group of the formula (VI)  see diagramm : EP0075849,P14,F2  with X3 and X4 being identical or different radicals of the formulae (III), (IV) or (V), R**9 is one of the radicals mentioned under R**1 , when m is 0, and Y represents C2 to C18 alkylene, C2 to C12 bis(propyloxy)alkylene, monocycloalkylene, dicycloalkylene or tricycloalkylene having 6 to 18 C atoms, which can be substituted by up to four methyl groups and in which up to two C atoms can be replaced by N atoms which can carry propylene groups, or Y represents C6 to C18 arylene, or C7 to C14 aralkylene, or a piperazinylene radical can also take the place of the group  see diagramm : EP0075849,P14,F3  or C5 to C6 azamonocycloalkylene or azadicycloalkylene radicals, substituted by up to four methyl groups, can take the place of the group  see diagramm : EP0075849,P14,F4  or see diagramm : EP0075849,P14,F5  and in formula (I), at least one group of the formula (II) is present, preferably at least one group of the formula (II) per triazine ring. 1. Claims for the Contracting State : AT A process for the preparation of triazinyllactames of the formula (I)  see diagramm : EP0075849,P15,F2  in which m is 0 or 1, n is also 0 or 1 and A is C4 to C11 alkylene, R**1 , when m is 0, has the meaning of hydrogen, of C1 to C18 alkyl, of C3 to C21 alkoxyalkyl, of C5 to C12 cycloalkyl, which can be substituted by C1 to C4 alkyl, or phenyl or naphthyl, which can be substituted by up to two Cl or C1 to C4 alkyl radicals or by one C1 to C4 alkoxy or C1 to C2 carboalkoxy group, of C7 to C14 phenylalkyl or of a group of the formula (II)  see diagramm : EP0075849,P16,F1  wherein R**3 is hydrogen or methyl and R**4 is hydrogen, C1 to C4 alkyl, or is 2,3-epoxypropyl, allyl or benzyl, R**1 and R**2 , when m is 1, are identical or different and represent hydrogen, C1 to C18 alkyl, C5 to C12 cycloalkyl, which can be substituted by up to four C1 to C4 alkyl groups phenyl, which can be substituted by up to two C1 to C4 alkyl radicals C7 to C14 phenylalkyl or a group of the formula (II), X1 and X2 , when n is 0, are identical or different and represent halogen, phenyl or a group of the formulae (III), (IV) or (V)  see diagramm : EP0075849,P16,F2   see diagramm : EP0075849,P16,F3  -DR**9 (V) but when n is 1, X2 is always a group of the formula  see diagramm : EP0075849,P16,F4  with A being C4 to C11 alkylene, wherein, in the formulae (III), (IV) and (V), R**5 and R**6 are identical or different and represent radicals listed for R**2 and R**6 additionally has the meaning of C3 to C21 alkoxyalkyl, or R**5 and R**6 , together with the N atom connecting them, also represent a pyrrolidine ring or a piperidine, morpholine or hexamethyleneimine ring which is unsubstituted or substituted by up to four C1 to C4 alkyl groups, r, s, and t are identical or different whole numbers from 2 to 6 and v is from 0 to 3, R**7 and R**8 represent identical of different radicals with the meanings indicated for R**2 , T has the meaning of a group of the formula (VI)  see diagramm : EP0075849,P16,F5  with X3 and X4 being identical or different radicals of the formulae (III), (IV) or (V), R**9 is one of the radicals mentioned under R**1 , when m is 0, and Y represents C2 to C18 alkylene, C2 to C12 bis(propyloxy)alkylene, monocycloalkylene, dicycloalkylene or tricycloalkylene having 6 to 18 C atoms, which can be substituted by up to four methyl groups and in which up to two C atoms can be replaced by N atoms which can carry propylene groups, or Y represents C6 to C18 arylene, or C7 to C14 aralkylene, or a piperazinylene radical can also take the place of the group  see diagramm : EP0075849,P17,F1  or C5 to C9 azamonocycloalkylene or azadicycloalkylene radicals, substituted by up to four methyl groups, can take the place of the group  see diagramm : EP0075849,P17,F2  or see diagramm : EP0075849,P17,F3  and in formula (I), at least one group of the formula (II) is present, preferably at least one group of the formula (II) per triazine ring, which comprises reacting a compound of the formula (VII)  see diagramm : EP0075849,P17,F4  in which R**1 , R**2 , X1 , X2 , Y, m and n have the meanings indicated above and Hal is preferably chlorine, in an inert organic solvent at 100 to 200 degrees C with 1.0 to 1.05 times the equivalent amount, relative to the halogen atoms envisaged for the reaction, of the alkali metal salt of a lactam having 4 to 11 methylene groups.