309724-39-8

Basic information

• Product Name: 2-amino-4-(3-ethoxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
• Synonyms: 2-amino-4-(3-ethoxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
• CAS NO: 309724-39-8
• Molecular Weight: 368.433
• Mol File: 309724-39-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-amino-4-(3-ethoxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-4-(3-ethoxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile(309724-39-8)
• EPA Substance Registry System: 2-amino-4-(3-ethoxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile(309724-39-8)

Safety Data

• Hazardous Substances Data: 309724-39-8(Hazardous Substances Data)

Upstream product

• 1131-52-8 3-ethoxy-4-methoxybenzaldehyde 
• 126-81-8 dimedone 
• 109-77-3 malononitrile 

Relevant articles and documents

A facile, eco-friendly, proton donor-acceptor catalyzed, one-pot, three-component synthesis of tetrahydrobenzo[b]pyrans

Piperidinium acetate catalyzed, three-component cyclocondensation between aryl aldehydes (1), malononitrile (2) and cyclic-1,3-diketo compounds (3) in the eco-friendly and universal solvent water at room temperature for 0.5 h, resulted in the formation of tetrahydro[b]pyran derivatives (4). The formation of 4 could also be established in a step-wise fashion by isolating independently each of the intermediates benzylidine malononitrile 5 and benzylidine cyclohexane-1,3-dione 6 and treating them subsequently with 3 and 2, respectively to obtain benzopyrans 4. Mechanistic studies on the formation of 4 from 1, 2 and 3 are reported. Further, the synthesis of 4 could also be achieved in two variable but identical end-product giving tandem syntheses by treating 1 with 2 and then with 3 giving 4 or by treating 1 with 3 and then with 2 giving 4. All the products were suitably characterized using NMR, IR and Mass spectroscopy.