Redox molecules and methods of making the same
AssigneeBayer HealthCare LLC
InventorsJiangfeng Fei, William Chiang, Frank Kerrigan, Stuart Green
Life of this patent
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Abstract
A non-leaching mediator may include a compound having the general formula (I): and salts thereof, where n is about 9, and X is a halogen; a compound having the general formula (II): and salts thereof, where n is about 9, and X is a halogen; and/or a compound, having the general formula (III): and salts thereof, where n is about 8, and X is a halogen.
Claims14
A compound having formula (I) or salts thereof:
- where n is about 9, and X is a halogen.
A compound having formula (II) or salts thereof:
- where n is about 9, and X is a halogen.
A compound having formula (III) or salts thereof:
- where n is about 8, and X is a halogen.
A composition, comprising:
- a mixture of a first compound having formula (I) or salts thereof:
- where n is about 9, and X is a halogen;
- and
- a second compound having formula (II) or salts thereof:
- where n is about 9, and X is a halogen.
A method of making a composition comprising at least one compound having formula (I) or salts thereof:
- where n is about 9, and X is a halogen, and
- a compound having formula (II) or salts thereof:
- where n is about 9, and X is a halogen;
- the method comprising:
- forming a ω-haloalkyl acetate from an α-hydroxyl-ω-haloalkane and acetic anhydride;
- forming a (ω-acetoxyalkyl)triphenylphosphonium bromide from the ω-haloalkyl acetate and triphenyl phosphine;
- forming a ω-(4-chloro-3-nitrophenyl)alk-ψ-enyl acetate from the (ω-acetoxyalkyl)triphenylphosphonium bromide, 4-chloro-3-nitrobenzaldehyde and a base;
- forming a ω-(4-(2-bromophenylthio)-3-nitrophenyl)alk-ψ-enyl acetate from the ω-(4-chloro-3-nitrophenyl)alk-ψ-enyl acetate, 2-bromobenzenethiol and a base;
- forming a ω-(3-amino-4-(2-bromophenylthio)phenyl)alk-ψ-enyl acetate from the ω-(4-(2-bromophenylthio)-3-nitrophenyl)alk-ψ-enyl acetate, iron and ammonium chloride;
- forming a ω-(O)H-phenothiazin-2-yl)alk-ψ-enyl acetate from the ω-(3-amino-4-(2-bromophenylthio)phenyl)alk-ψ-enyl acetate, copper iodide, copper and a base;
- forming a ω-(ωH-phenothiazin-2-yl)alkyl acetate from the ω-(ωH-phenothiazin-2-yl)alk-ψ-enyl acetate, molecular hydrogen and palladium-carbon;
- forming a ω-(ωH-phenothiazin-2-yl)alkan-α-ol from the ω-(ωH-phenothiazin-2-yl)alkyl acetate, an alcohol and an acid;
- forming a 2-(ω-haloalkyl)-ωH-phenothiazine from the ω-(ωH-phenothiazin-2-yl)alkan-α-ol, carbon tetrahalide and triphenyl phosphine;
- and
- forming a mixture of 2-(8-(ω-haloalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid and 2-(2-(ω-haloalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid from the 2-(ω-haloalkyl)-ωH-phenothiazine and Na2S2O8.
A method of making a compound having formula (III) or salts thereof:
- where n is about 8, and X is a halogen;
- the method comprising:
- forming 10,10a-dihydro-3H-phenothiazin-8-ol from 8-methoxy-10,10a-dihydro-3H-phenothiazine and an acid;
- forming a 8-(ω-haloalkoxy)-10,10a-dihydro-3H-phenothiazine from 10,10a-dihydro-3H-phenothiazin-8-ol, a α,ω-dihaloalkane and a base;
- and
- forming a 2-(2-(ω-haloalkoxy)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid from 8-(ω-haloalkoxy)-10,10a-dihydro-3H-phenothiazine, 2-aminobenzene-1,4-disulfonic acid, Na2S2O8 and a base.
Dependencies are inferred from the claim text.