METHOD OF PRODUCING DYE ISOSULFAN BLUE (4-{[4-DIETHYLAMINO)PHENYL](2,5-DISULFOPHENYL)METHYLIDENE}-N,N-DIETHYLCYCLOHEXA-2,5-DIENE-1-IMINIUM) Russian patent published in 2024 - IPC C09B11/18 C07C303/06 C07C303/32 C07C309/46 C09B11/14 

Abstract RU 2821634 C1

FIELD: organic chemistry.

SUBSTANCE: invention relates to production of dye Isosulfan blue, which has found application, in particular, in chemotherapy of malignant growths. Method of producing dye by oxidation of disodium salt of 2-[bis[4-(diethylamino)phenyl]methyl]benzene-1,4-disulphonic acid (disodium salt of isoleuconic acid) is characterized by that the starting reagent used is toluene and includes steps a–f. At step a) catalytic chlorination of toluene is carried out to obtain mixture of 2-chlorotoluene and 4-chlorotoluene. At step b), combined oxidation of 2-chloro- and 4-chlorotoluenes obtained at step (a) is carried out in a medium of sulfuric acid to the corresponding aldehydes, followed by extraction of 4-chlorobenzaldehyde from the sulphonate. Then, at step c), complex of 2-chlorobenzaldehyde and concentrated sulfuric acid is sulphurized with oleum to form 2-chlorobenzaldehyde-5-sulphonic acid. At step d), 2-chlorobenzaldehyde-5-sulphonic acid obtained at step (c) is added to an aqueous solution of sodium sulphite to obtain a disodium salt of 2,5-disulfobenzaldehyde. Condensation of the disodium salt of 2,5-disulfobenzaldehyde with N,N-diethylaniline in the presence of a catalytic amount of hexachlorophosphazotriene is carried out at step e). At step f) disodium salt of isoleuconic acid is oxidised to final Isosulfan blue.

EFFECT: providing a method of producing the desired dye from domestic raw materials with high output.

6 cl, 1 ex

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RU 2 821 634 C1

Authors

Iskandarova Valentina Nikolaevna

Blinnikov Aleksandr Nikolaevich

Nikitin Sergej Vitalevich

Semenov Viktor Vladimirovich

Semenova Marina Nikolaevna

Krylov Sergej Sergeevich

Sakharov Aleksej Mikhajlovich

Kaprin Andrej Dmitrievich

Shegaj Petr Viktorovich

Nyushko Kirill Mikhajlovich

Pankratov Andrej Aleksandrovich

Dates

2024-06-25Published

2023-07-28Filed