video tutorial Chelidamic acid

Name: video tutorial - Chelidamic acid
Uploaded: 2025-12-11T09:03:43.849Z
Duration: 6 min 18 s
Description: You will recall that in the previous video we produced chelotonic acid, the heterocyclic...compound. We're now going to use this to create chelodamic acid, the same compound but with

Chelodamic Acid Synthesis Summary

Goal: convert chelotonic acid to chelodamic acid (oxygen replaced by nitrogen).
Starting material: 8 g chelotonic acid powder; ammonium bicarbonate (14 g) dissolved in ~50 mL warm water to generate ammonia.
Procedure: set up a 250 mL flask with stirring, add ammonium bicarbonate solution, then slowly add chelotonic acid with vigorous stirring, observing effervescence. After addition, add ~10 mL water and gently heat; then additional water added to aid dissolution.
Reaction conditions: heat to 90 °C and maintain for 4 hours with stirring; stopper used to minimize evaporation while allowing CO2 to escape; add small amounts of ammonium bicarbonate every ~30 minutes to maintain ammonia concentration; foam forms and subsides.
Workup: transfer to 200 mL beaker, boil to reduce volume (keep <95 °C to avoid decarboxylation); after about an hour, cool to ~5 °C; no precipitate yet.
Precipitation: prepare concentrated HCl and add dropwise; a yellow-brown precipitate forms; ~6–7 mL HCl suffices to precipitate all product.
Isolation: vacuum filtration through a glass sinter, wash with cold water, and dry under pump; yield 4.5 g of acid.
Identification: the product is tentatively assigned as chelodamic acid (likely the monohydrate), yielding 57% relative to starting chelodonic acid; identity not yet confirmed; potential future tests with metal complexes.