𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of 7,8-dihydroxy-3-(3,4-dihydroxyphenyl)-2H-chromen-2-one derivatives of crown ethers

✍ Scribed by Cihan Gündüz; Mustafa Bulut

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
66 KB
Volume
46
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

magnified image

The novel 1‐(3,4‐dimethoxyphenyl)‐2‐(2,3,4‐trimethoxyphenyl)acrylonitrile was prepared from the condensation of the mixture of 2,3,4‐trimethoxybenzaldehyde and 3,4‐dimethoxyphenylacetonitrile in ethanol at 70°C with 20% aqueous sodium hydroxide solution. Cyclization and demethylation of the acrylacetonitrile was performed using pyridine hydrochloride. The obtained 7,8‐dihydroxy‐3‐(3,4‐dihydroxyphenyl)‐2__H__‐chromen‐2‐one was reacted with the poly(ethylene glycol) ditosylates in CH~3~CN/alkali carbonate to afford bis‐[12]crown‐4, ‐[15]crown‐5, and ‐[18]crown‐6 chromenones. The chromatographically purified novel chromenone crown ethers were identified by IR, ^1^H NMR, ^13^C NMR, and MALDI‐TOF mass spectrometry and elemental analysis. J. Heterocyclic Chem., (2009).

📜 SIMILAR VOLUMES

A convenient one-pot synthesis of new 3-
A convenient one-pot synthesis of new 3-(4-aryl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-2-yl)-2H-chromen-2-ones
✍ V. Rajeswar Rao; V. Ravinder Reddy 📂 Article 📅 2007 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 229 KB

## Abstract magnified image Anhydrous zinc bromide catalysed reactions of arylidine‐3‐acetyl coumarins (**1a‐c**) and 5,6‐benzoanalogs of arylidine 3‐acetyl coumarins (**4a,4b**) with 1,3‐cyclohexanedione gives ‐(4‐aryl‐5‐oxo‐5,6,7,8‐tetrahydro‐4__H__‐chromen‐2yl)‐2__H__‐chromen‐2‐ones (**3a, 3c**

2-Anilino-3-benzoyl-4-(2-chloro­phen­yl)
2-Anilino-3-benzoyl-4-(2-chloro­phen­yl)-7,7-dimethyl-7,8-dihydro-4H-chromen-5(6H)-one
✍ Li, Ming ;Sun, En-Tao ;Wen, Li-Rong 📂 Article 📅 2006 🏛 International Union of Crystallography 🌐 English ⚖ 371 KB

There are two independent molecules in the asymmetric unit of the title compound, C 30 H 26 ClNO 3 . Both molecules are linked through C-HÁ Á ÁO hydrogen bonds into centrosymmetric dimers, providing stabilization.