Process for the preparation of isosulfan blue
AssigneeApicore US LLC
InventorsRavishanker Kovi, Satyam Nampalli, Peter Xavier Tharial
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Abstract
Isosulfan blue and processes for the preparation thereof are provided. A process is also provided for preparation of the intermediate, 2-chlorobenzaldehyde-5-sulfonic acid, sodium salt of formula (2), used in the preparation thereof and a procedure for the isolation of benzaldehyde-2,5-disulfonic acid, di-sodium salt of the formula (3). Also provided is a process for the preparation of an isoleuco acid of formula (4), which upon oxidation gives rise to isosulfan blue of pharmaceutical grade which can be used for preparation of pharmaceutical formulations. The isolation and purification procedures provided in the process provide substantially pure isosulfan blue with HPLC purity 99.5% or greater.
Claims21
A process of preparing isosulfan blue acid, said process comprising:
- i) combining isoleuco acid of formula (4):
- with an oxidizing agent to provide said isosulfan blue acid, wherein said isoleuco acid is combined with said oxidizing agent in the absence of a strong acid.
A process of preparing pharmaceutical grade N-[4-[[4-(diethyl amino) phenyl](2,5-disulfophenyl)methylene]-2,5-cyclohexadien-1-ylidene]-N-ethylethanaminium, sodium salt, said process comprising:
- i) combining isoleuco acid of formula (4):
- with an oxidizing agent to provide isosulfan blue acid, wherein said isoleuco acid is combined with said oxidizing agent in the absence of a strong acid;
- ii) recovering said isosulfan blue acid;
- iii) combining said isosulfan blue acid with a solvent to prepare an isosulfan blue acid mixture;
- and
- iv) adjusting the pH of said isosulfan blue acid mixture.
Dependencies are inferred from the claim text.