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CAS No. : | 3599-32-4 | MDL No. : | MFCD00013078 |
Formula : | C43H47N2NaO6S2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 774.96 | Pubchem ID : | - |
Synonyms : |
Foxgreen;IC Green;IR-125;Fox;Ujoviridin;Cardiogreen
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 0.5 h / Reflux; Inert atmosphere 2: triethylamine / ethanol / 0.25 h / Reflux; Inert atmosphere 3: sodium acetate / ethanol / 0.5 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | 100 g of formula (2) was dissolved in 100 mL of methanol and stirred for 5-10 min. To this reaction mixture, 63.7 g of formula (4) and 5.2 mL of triethylamine were added and heated to 60-65 C. for 1.5 hrs. The reaction mixture was cooled to10-15 C. and a solution of 27.6 g of sodium iodide dissolved in 500 mL of methanol, was added. The reaction mixture was heated at 60-65 C. for 1.5 hrs, then cooled to 25-30 C. The reaction mixture was distilled off under vacuum and the solid was filtered and taken in 2000 mL of acetone. The resulting mixture was heated for 1 hr. at 50-60 C. and filtered the solid under hot condition. The solid was washed with 200 mL of acetone and dried under vacuum to obtain crude Indocyanine green of formula (1). Yield: 100 g. Example 6: Purification of Indocyanine Green (1) (0077) 100 g of crude Indocyanine green of formula (1) was taken in a mixture of 400 mL of methanol and 600 mL of isopropyl alcohol. The reaction mixture was heated for 1 hr at 60-80 C. and filtered the solid under hot condition at 60 to 75 C. The filtered solid was washed with 200 mL of isopropyl alcohol and dried under vacuum to obtain pure Indocyanine green of formula (1). Yield: 42%; Purity by HPLC: 99.84%. Example 7: Alternative Process for the Purification of Indocyanine Green (1) (0078) 100 g of Indocyanine green of formula (1) was taken in 204 mL of acetone, stirred for 5-10 min and heated to 55-60 C. for 1 hr. The hot reaction mixture was filtered, cooled and the solid formed was washed with 200 mL of acetone. The solid so obtained was further treated with a mixture of acetone and methanol and stirred for 5-10 min. The reaction mixture was heated to 55-65 C. and filtered. The filtrate was cooled and the solid so formed was washed with 200 mL of isopropyl alcohol and dried to obtain pure Indocyanine green of formula (1). Yield: 50%; Purity by HPLC: 99.77%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With sodium acetate; acetic anhydride In ethanol at 75℃; for 3h; Inert atmosphere; Darkness; |
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