71732-11-1

Basic information

• Product Name: 5-(3-chlorobenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
• Synonyms: 2,4,6(1H,3H,5H)-pyrimidinetrione, 5-[(3-chlorophenyl)methylene]-; 5-(3-chlorobenzylidene)hexahydropyrimidine-2,4,6-trione
• CAS NO: 71732-11-1
• Molecular Formula: C₁₁H₇ClN₂O₃
• Molecular Weight: 250.6379
• Mol File: 71732-11-1.mol
• Article Data: 13

Chemical Properties

• Density: 1.494g/cm³
• Refractive Index: 1.648
• CAS DataBase Reference: 5-(3-chlorobenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-chlorobenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione(71732-11-1)
• EPA Substance Registry System: 5-(3-chlorobenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione(71732-11-1)

Safety Data

• Hazardous Substances Data: 71732-11-1(Hazardous Substances Data)

Upstream product

• 67-52-7 BARBITURIC ACID 
• 587-04-2 m-Chlorobenzaldehyde 

Downstream Products

• 104823-32-7 5-(m-chloro)benzylbarbituric acid 

Relevant articles and documents

Knoevenagel condensation in aqueous media promoted by 2,2′-bipyridinium dihydrogen phosphate as a green efficient catalyst

A 2,2′-Bipyridine-based ionic compound named 2,2′-bipyridinium dihydrogen phosphate was synthesized by addition of phosphoric acid to a solution of 2,2′-Bipyridine in dichloromethane. After the characterization using FT-IR, mass, 1H, 13C and 31P NMR techniques, it was used as a Bronsted dicationic acidic catalyst for the promotion of the synthesis of 2-arylidene malononitrile and 5-arylidene barbituric acid derivatives via Knoevenagel condensation reaction in water. Some of the advantages of this method are the utilization of an easy preparable, cost-effective and eco-friendly organic salt as a catalyst within high rates and yields of the reactions, simple and quick work-up and acceptable reusability of the catalyst.

The introduction of two new imidazole-based bis-dicationic Br?nsted acidic ionic liquids and comparison of their catalytic activity in the synthesis of barbituric acid derivatives

In this article, the preparation of bis-imidazolium hydrogen sulfate and bis-imidazolium perchlorate as two new bis-dicationic Br?nsted acidic ionic liquids based on imidazole is reported. After characterization by FT-IR, mass and NMR spectroscopy and pH titration, the applicability of these reagents is studied in the promotion of the synthesis of 5-arylidene barbituric acids and pyrano[2,3-d] pyrimidinone derivatives. These methods possess some advantages such as ease of preparation of the catalyst, simple work-up procedure, short reaction times, excellent yields, and use of nonorganic solvents during all steps of the reactions and good reusability of the catalysts.

Succinimidinium N-sulfonic acid hydrogen sulfate as an efficient ionic liquid catalyst for the synthesis of 5-arylmethylene-pyrimidine-2,4,6-trione and pyrano[2,3-d]pyrimidinone derivatives

Succinimidinium N-sulfonic acid hydrogen sulfate ([SuSA-H]HSO4) as a new ionic liquid is prepared and characterized using a variety of techniques, including infrared spectra (FT-IR), 1H and 13C NMR, scanning electron microscopy, a mass spectra method, as well as by Hammett acidity function. The prepared reagent is efficiently able to catalyze the preparation of 5-arylmethylene-pyrimidine-2,4,6-triones via the condensation of aldehydes and barbituric acid. Further studies showed that the condensation of aldehydes with barbituric acid and malononitrile leading to pyrano[2,3-d]pyrimidinone derivatives can also be efficiently promoted in the presence of this reagent. The present methodology offers several advantages, including ease of the preparation and handling of the catalyst, simple and easy work-up, short reaction times, high yields of the products and recyclability of the catalyst.