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A novel product from the reaction of 6-aminopyrimidines and 3-formylchromone

✍ Scribed by Jairo Quiroga; Armando Rengifo; Braulio Insuasty; Rodrigo Abonı́a; Manuel Nogueras; Adolfo Sánchez

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
113 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

The reaction of 6-aminopyrimidines 4 with 3-formylchromone under microwave irradiation in dry media and classical heating in absolute ethanol afforded in all cases the unexpected 6-hydroxy-6,9-dihydrobenzopyranopyrido[2,3-d]pyrimidin-8-ones 6a-e (alternatively named, 6-hydroxy-6,9-dihydro-5-oxa-9,11,12-triazabenzo[a]anthracen-8-ones). The structure of the final compounds was determined on the basis of NMR measurements, especially by 1 H, 1 H-and 1 H, 13 C COSY, DEPT, HSQC, HMBC and NOESY.

📜 SIMILAR VOLUMES

Generation of pyrrolo[2,3-d]pyrimidines.
Generation of pyrrolo[2,3-d]pyrimidines. Unexpected products in the multicomponent reaction of 6-aminopyrimidines, dimedone, and arylglyoxal
✍ Jairo Quiroga; Paola A. Acosta; Silvia Cruz; Rodrigo Abonía; Braulio Insuasty; M 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 857 KB

A series of 6-aryl-5-(1-cyclohexen-1-yl)pyrrolo[2,3-d]pyrimidines 9a-q were obtained by the three-component reaction between 6-aminopyrimidines 6, 7, 8, dimedone 2, and arylglyoxal 5a,b. The unexpected cyclization process was established by NMR and X-ray diffraction measurements.

Synthesis of 6-(2-hydroxybenzoyl)pyrazol
Synthesis of 6-(2-hydroxybenzoyl)pyrazolo[1,5-a]pyrimidines by reaction of 5-amino-1h-pyrazoles and 3-formylchromone
✍ Jairo Quiroga; Diana Mejía; Braulio Insuasty; Rodrigo Abonía; Manuel Nogueras; A 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 41 KB

## Abstract Reaction of 3‐formylchromone (**1**) with 5‐amino‐1__H__‐pyrazoles (**2**) in ethanol, afforded 6‐(2‐hydroxy‐benzoyl)pyrazolo[1,5‐__a__]pyrimidines (**3a‐g**) in good yields. The structures and the regiospecificity of the reaction were established by nmr measurements and X‐ray analysis,

The Reaction of 3-Formylchromone with or
The Reaction of 3-Formylchromone with ortho-Substituted Anilines. Preparation of a Tetraaza [14]annulene
✍ Ivo Sigg; Georges Haas; Tammo Winkler 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 German ⚖ 293 KB 👁 2 views

## Abstract The reactions of 3‐formylchromone (**1**) with 1, 2‐phenylenediamine, 2‐amino‐diphenylamine and 2‐aminophenol were reinvestigated and shown to yield 1, 8‐dihydro‐6, 13‐di (2‐hydroxybenzoyl)‐dibenzo [__b__, __i__]‐l, 4, 8, 11‐tetraazacyclotetradeca‐ 4, 6, 11,13‐tetraene (**7**), 3‐[2‐(1‐