Patent EP-3121162-A1 (EP)
Inventor: TRAUTH DANIEL M
IPC: C07C215/08
Filed: 2009-04-08
Abstract: A compound selected from the group consisting of formula I-1, II-1, III-1 and IV-1:
     
or a compound selected from the group consisting of: 2-(hydroxylamino)hexane, 3-(hydroxylamino)hexane, 2-(hydroxylamino)octane, and 3-(hydroxylamino)octane, wherein: R 7  and R 9  are independently linear C 2 -C 17  alkyl; R 11  is an unsubstituted linear C 2 -C 17  alkyl; R 8  is H or linear C 1 -C 8  alkyl; R 10  and R 14  are independently H, linear C 1 -C 8  alkyl, or CH 2 OH, or R 9 , R 10 , and the carbon to which they are attached form an eight membered cycloalkyl ring; R 12  is H, an unsubstituted linear C 1 -C 8  alkyl, or CH 2 OH, or R 11 , R 12 , and the carbon to which they are attached form a C 9 -C 11  cycloalkyl ring; R 13  is C 2 -C 20  alkyl, C 3 -C 12  cycloalkyl, aryl, or aryl-alkyl-; R 14  is H or C 1 -C 12  alkyl, or R 13  and R 14  together with the carbon to which they are attached form a C 3 -C 12  cycloalkyl ring; R 15  is H, or R 14 , R 15 , and the atoms to which they are attached form an oxazolidine ring that is optionally substituted with C 1 -C 6  alkyl; and R 16  is H, C 1 -C 12  alkyl, C 3 -C 12  cycloalkyl, or aryl; 
provided that: when the compound is selected from formula I-1, the total number of carbons in R 7  and R 8 , together with the carbon to which they are attached, is 10 to 18; and the compound is not 1-nitrodecane, 2-nitrodecane, 1-nitroundecane, 2-nitroundecane, 3-nitroundecane, 4-nitroundecane, 5-nitroundecane, 6-nitroundecane, 1-nitrododecane, 2-nitrododecane, 3-nitrododecane, 4-nitrododecane, 5-nitrododecane, 6-nitrododecane, 1-nitrotridecane, 2-nitrotridecane, 3-nitrotridecane, 6-nitrotridecane, 1-nitrotetradecane, 1-nitropentadecane, 1-nitrohexadecane, 2-nitrohexadecane, 1-nitroheptadecane, 1-nitrooctadecane, or 2-nitrooctadecane; when the compound is selected from formula II-1, if R 10  is H or linear C 1 -C 8  alkyl, the total number of carbons in R 9  and R 10 , together with the carbon to which they are attached, is 5 to 18; or if R 10  is CH 2 OH, R 9  is linear C 12 -C 16  alkyl; and the compound is not 2-nitro-1-hexanol, 2-nitro-1-heptanol, 2-nitro-1-octanol, 2-methyl-2-nitro-1-heptanol, or 2-nitro-1-dodecanol; when the compound is selected from formula III-1, if R 12  is H or linear C 1 -C 8  alkyl, the total number of carbons in R 11  and R 12 , together with the carbon to which they are attached, is 6 to 18; or if R 12  is CH 2 OH, R 11  is linear C 7 -C 17  alkyl; and the compound is not 2-amino-1-heptanol, 2-amino-2-methyl-1-hexanol, 2-amino-1-octanol, 2-amino-2-ethyl-1-hexanol, 2-amino-1-nonanol, 2-amino-2-methyl-1-octanol, 2-amino-1-decanol, 2-amino-2-octyl-1,3-propanediol, 2-amino-2-butyl-1-hexanol, 2-amino-1-undecanol, 2-amino-1-dodecanol, 2-amino-2-decyl-1,3-propanediol, 2-amino-1-tridecanol, 2-amino-2-methyl-1-dodecanol, 2-amino-1-tetradecanol, 2-amino-2-dodecyl-1,3-propanediol, 2-amino-2-methyl-1-tridecanol, 2-amino-1-pentadecanol, 2-amino-2-tridecyl-1,3-propanediol, 2-amino-1-hexadecanol, 2-amino-2-tetradecyl-1,3-propanediol, 2-amino-2-methyl-1-pentadecanol, 2-amino-2-hexyl-1-decanol, 2-amino-1-heptadecanol, 2-amino-2-pentadecyl-1,3-propanediol, 2-amino-1-octadecanol, or 2-amino-2-hexadecyl-1,3-propanediol; and when the compound is selected from formula IV-1, if R 13  is an ethyl group, R 14  is not H; and the compound is not 5-propyl-1-aza-3,7-dioxabicyclo[3.3.0]octane, 4,4-diethyl-1-oxa-3-azacyclopentane, 3-oxa-1-azaspiro[4.4]nonane, 3-oxa-1-azaspiro[4.5]decane, or 3-oxa-1-azaspiro[4.7]dodecane.