ChemicalBook CAS DataBase List SANGUINARINE

SANGUINARINE synthesis

7synthesis methods

Product Name:SANGUINARINE
CAS Number:2447-54-3
Molecular formula:C20H14NO4
Molecular Weight:332.33

548-30-1 Synthesis

13-Methyl[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridine-14(13H)-one

548-30-1
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2447-54-3
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Yield:2447-54-3 88.8%

Reaction Conditions:

with boron trifluoride diethyl ether complex in 1,4-dioxane at 0 - 20;Solvent;Reagent/catalyst;

Steps:

1.4; 2.4; 3.4 (4) Preparation of sanguinarine:

Add sanguinarine (0.2g, 0.57mmol), dioxane (2mL) to the reactor, and dropwise add at 0°C boron trifluoride diethyl etherate (0.1618g, 1.14mmol), naturally warmed to room temperature for reaction, followed by TLC until no raw material remained. Destroyed with dilute hydrochloric acid, adjusted to alkali, extracted with dichloromethane, dried over anhydrous Na ₂ SO ₄ , and subjected to silica gel column chromatography to obtain 0.17 g of pale yellow solid sanguinarine with a yield of 88.8% and HPLC purity of 99.3%.

References:

CN114456185,2022,A Location in patent:Paragraph 0032; 0035-0036; 0039-0040; 0043