A one-pot synthesis of 3,3′-methylenebis(2-arylamino-4H-chromen-4-one) from C-(4-oxo-4H-1-benzopyran-3-yl)-N-arylnitrone
✍ Scribed by Sourav Maiti; Suman Kalyan Panja; Chandrakanta Bandyopadhyay
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 225 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
2-(Arylamino)-4-oxo-4H-chromene-3-carbaldehyde 3 (R 2 = aryl) produces 12H-chromeno[2,3-b]quinolin-12-one 4 when treated with sarcosine, piperidine or diethylamine, but produces 3,3 0 -methylenebis(2-arylamino-4H-chromen-4-one) 8 when treated with the same amine in the presence of an excess of formaldehyde. Compound 3 (R 2 = alkyl) was found to be less reactive than the N-aryl analogues towards the deformylative Mannich-type reaction.
📜 SIMILAR VOLUMES
## Abstract magnified image 2‐(Alkyl/arylamino)chromone‐3‐carbaldehyde reacts with Meldrum's acid, hippuric acid, 4‐hydroxycoumarin, diethyl malonate, ethyl acetoacetate, or ethyl benzoylacetate to produce 1‐benzopyrano[2,3‐__b__]pyridine‐2,5‐dione moiety, but ethyl cyanoacetate and malononitrile r
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
## Abstract magnified image The title aldehyde **1** reacts smoothly with the enamine moiety of **2**‐aminochromone **2** to produce hitherto unreported 3‐(2‐hydroxybenzoyl)‐5__H__‐1‐benzopyrano[2,3‐__b__]pyridin‐5‐one (azaxanthone) **5**. This reaction has been extended for the synthesis of bisaz