Back to results
US 12,595,228 B2Granted
Process for synthesizing triarylmethane sulfone compounds
AssigneeProvepharm Life Solutions
InventorsStephane Queru, Babak Sayah, Nicolas Drillaud, Nicolas Lopez
Life of this patent
Estimating the term…
Abstract
A process for synthesizing a compound of formula (I) including: (a) condensing the benzaldehyde compound of formula (II) with the dialkylaniline of formula (III) to give the triphenylmethane of formula (IV); (b) treating the triphenylmethane of formula (IV) with sulfuric acid to form the triphenylmethane sulfone of the formula (V); and (c) oxidizing the triphenylmethane sulfone of formula (V) with a quinone. Such a process may be used to prepare patent blue.
Claims15
A process for synthesizing a compound corresponding to formula (I), the process comprising:
- (a) condensing a benzaldehyde compound of formula (II) with dialkylaniline of formula (III) to give a triphenylmethane of formula (IV)
- R3, R4, and R5 being as defined for formula (I);
- (b) treating the triphenylmethane of formula (IV) with sulfuric acid to form a triphenylmethane sulfone of formula (V)
- R1, R2, R3, R4, and R5 being as defined for formula (I);
- and
- (c) oxidizing the triphenylmethane sulfone of the formula (V) with a quinone to obtain the compound of formula (I)
- wherein
- R1 and R2 are independently —SO3H or —SO3−,
- R3 is —OH, —OR′, or —OCOOR′, where R′ is a C1-C8 alkyl, a C2-C8 alkenyl, a phenyl, or a benzyl,
- R4 and R5 are independently a C1-C8 alkyl, a C2-C8 alkenyl, a phenyl, or a benzyl, wherein two groups R4 and R5 borne by the same nitrogen atom optionally together form a ring including the nitrogen atom,
- Y is an organic or inorganic cation which is pharmaceutically acceptable salt, and
- t is 0, ½, or 1.
9 more elements
Dependencies are inferred from the claim text.