Patent GB-1503297-A (GB)
Title: 4-aminopiperidine derivatives and their use as polymer stabilizers
IPC: C07D211/66
Filed: 1976-10-20
Abstract: 1503297 4 - Aminopiperidine derivatives SANKYO CO Ltd 20 Oct 1976 [11 Nov 1975] 43573/76 Headings C2C and C2P [Also in Division C3] The invention comprises compounds of general Formula I and the acid-addition salts thereof, wherein: R represents a hydrogen atom, or an alkyl group having 1-3 carbon atoms; X represents a hydrogen atom, an oxyl radical, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a 2-propynyl group, an alkoxyalkyl group having 1-3 carbon atoms in the alkyl moiety and 1-18 carbon atoms in the alkoxy moiety, a cyanoalkyl group having 2-3 carbon atoms, a 2,3-epoxypropyl group, an aliphatic acyl group having 1-12 carbon atoms, an aralkyl group optionally substituted in its aryl moiety, a group of the formula -CH 2 CH(R<SP>1</SP>)OR<SP>2</SP> (wherein R<SP>1</SP> represents a hydrogen atom, a methyl group or a phenyl group, and R<SP>2</SP> represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula -CH 2 COOR<SP>3</SP> (wherein R<SP>3</SP> represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a phenyl group, an aralkyl group having 3-6 carbon atoms, a phenyl group, an aralkyl group having 7-8 carbon atoms, or a cyclohexyl group), or a group of the formula -COOR<SP>4</SP> (wherein R<SP>4</SP> represents an alkyl group having 1-8 carbon atoms, a benzyl group, or a phenyl group); Y represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, an aralkyl group optionally substituted in its aryl moiety, or an alkoxyalkyl group having 2-4 carbon atoms; n=1, 2 or 3; and when n=1: Z represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-4 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3-5 carbon atoms, an aromatic acyl group optionally substituted in its aryl moiety, a cinnamoyl group, a 3-(3,5-di-t-butyl-4- hydroxyphenyl)propionyl group, a phenylacetyl group, a phenoxyacetyl group, a cyclohexanecarbonyl group, an aralkyl group optionally substituted in its aryl moiety, a group of formula -CH 2 CH 2 OR<SP>5</SP> (where in R<SP>5</SP> represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula -SO 2 R<SP>6</SP> (wherein R<SP>6</SP> represents an alkyl group having 1-3 carbon atoms, a phenyl group or a tolyl group), a group of the formula -COOR<SP>7</SP> (wherein R<SP>7</SP> represents an alkyl group having 1-8 carbon atoms or a benzyl group), a group of the formula -CONR<SP>8</SP>R<SP>9</SP> (wherein R<SP>8</SP> represents a hydrogen atom or an alkyl group having 1-4 carbon atoms, and R<SP>9</SP> represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, a phenyl group which may optionally be substituted, a naphthyl group, a benzyl group or a cyclohexyl group; or R<SP>8</SP> and R<SP>9</SP> jointly represent an alkylene group having 4-6 carbon atoms), or a group of the formula -CSNHR<SP>10</SP> (wherein R<SP>10</SP> represents an alkyl group having 1-4 carbon atoms or a phenyl group); when n = 2: Z represents an alkylene group having 1-10 carbon atoms, a 2-butenylene group, an m- or p-xylylene group, a carbonyl group, a sulphinyl group, a sulphonyl group, an oxalyl group, a group of the formula (wherein R<SP>11</SP> represents an alkylene group having 1-10 carbon atoms which may optionally be interrupted by a sulphur atom; an alkylene group having 2-4 carbon atoms; an arylene group having 6 or 10 carbon atoms in its aryl moiety; or a cyclohexylene group), or a group of the formula [wherein R<SP>12</SP> represents an alkylene group having 2-8 carbon atoms; a phenylene group, a tolylene group; a naphthylene group; a xylylene group; a group of the formula (wherein R<SP>13</SP> represents an oxygen atom or a methylene group), or a group of the formula (wherein R<SP>14</SP> represents a hydrogen atom or a methyl group)]; when n=3: Z represents a group of the formula a group of the formula or a group of the formula provided that X does not represent a hydrogen atom or an oxyl radical when Z represents a hydrogen atom or an oxalyl group and Y rerepresents a methyl group. Compounds of Formula I may be obtained from compounds of Formula V by a variety of methods depending on the individual compound required. V may be obtained by the following route Compounds of Formula I may be used as stabilizers for synthetic polymers.