ChemicalBook CAS DataBase List 3-ACETAMIDOCOUMARIN

3-ACETAMIDOCOUMARIN synthesis

6synthesis methods

Product Name:3-ACETAMIDOCOUMARIN
CAS Number:779-30-6
Molecular formula:C11H9NO3
Molecular Weight:203.19

3949-36-8
161 suppliers
$21.00/1g

779-30-6
92 suppliers
$29.00/200mg

Yield: 95%

Reaction Conditions:

with hydroxylamine hydrochloride;water;Thiamine hydrochloride in 1,4-dioxane at 90; for 1.5 h;Beckmann Rearrangement;

Steps:

Experimental procedure for the synthesis of amides using thiamine hydrochloride as a catalyst
General procedure: A mixture of ketone 1 (2 mM), hydroxylamine hydrochloride (3 mM) and thiamine hydrochloride (0.4 mM) was taken in 10mL dioxane:H₂O (9:1) in a round-bottom flask and heated at 90 °C for specific time (30-90 min). The progress of the reaction was monitored using thin layer chromatography (tlc). After completion of the reaction, the reaction flask was cooled to room temperature. The residue was taken in ethyl acetate (30 ml), washed with water (2x15 ml), brine (1x15 ml) and the organic layer was dried (anhyd. Na₂SO₄). The resulting ethyl acetate solution was concentrated and the desired amides 2 (75-95% yield) are obtained by recrystallization from ethanol.

References:

Mahajan, Sheena;Slathia, Nancy;Kapoor, Kamal K. [Tetrahedron Letters,2020,vol. 61,# 20,art. no. 151859] Location in patent:supporting information

90-02-8 Synthesis