ChemicalBook CAS DataBase List 3-CYANO-7-METHOXYCOUMARIN

3-CYANO-7-METHOXYCOUMARIN synthesis

5synthesis methods

Product Name:3-CYANO-7-METHOXYCOUMARIN
CAS Number:13229-92-0
Molecular formula:C11H7NO3
Molecular Weight:201.18

673-22-3 Synthesis

673-22-3
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$5.00/1g

105-56-6
432 suppliers
$10.00/5ml

13229-92-0
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$145.00/5mg

Yield:13229-92-0 86%

Reaction Conditions:

with barium(II) hydroxide in ethanol;water; for 1 h;Sonication;Green chemistry;

Steps:

7-Methoxy-2-oxo-2H-chromene-3-carbonitrile(1e).

General procedure: A mixture of substituted2-hydroxybenzaldehydes or 2-hydroxyacetophenone(2 mmol), ethyl cyanoacetate (2 mmol), and activatedbarium hydroxide (2 mmol) in 20 mL of aqueousethanol (1:1) was subjected to dual-frequency ultrasonicirradiation by placing the beaker containing thereaction mixture into an ultrasonic bath and simultaneously putting a probe type ultrasonicator into thesame beaker for 60 min. Thin-layer chromatographywas used to monitor the reaction progress. The solidproduct was filtered off, washed with water, and recrystallizedfrom methanol.2-Oxo-2H-chromene-3-carbonitrile (1a). Yield88%, mp 180-181°C; published data [29]: mp 179-181°C. IR spectrum (KBr), cm-1: 2228 (C≡N), 1725(C=O). 1H NMR spectrum (CDCl3), δ, ppm: 7.38 m(2H, 6-H, 7-H), 7.68 d.d (1H, J = 7.42, 1.44 Hz),7.75 d.d (1H, J = 7.48, 1.54 Hz), 8.75 s (1H, 4-H).

References:

Aruna;Kumar, S.;Sharma, S. P.;Vashisht, N. [Russian Journal of Organic Chemistry,2021,vol. 57,# 9,p. 1508 - 1512][Zh. Org. Khim.,2021,vol. 57,p. 91508 - 91512]

673-22-3 Synthesis

673-22-3
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$5.00/1g

109-77-3 Synthesis