22288-66-0

Basic information

• Product Name: 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione
• Synonyms: 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione
• CAS NO: 22288-66-0
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.147
• Mol File: 22288-66-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 305 °C (decomp)
• Boiling Point: 294.9 °C at 760 mmHg
• Flash Point: 132.1 °C
• Appearance: /
• Density: 1.41
• Vapor Pressure: 0.00158mmHg at 25°C
• Refractive Index: 1.676
• PKA: 9.43±0.20(Predicted)
• CAS DataBase Reference: 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione(22288-66-0)
• EPA Substance Registry System: 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione(22288-66-0)

Safety Data

• Hazardous Substances Data: 22288-66-0(Hazardous Substances Data)

Usage

Description

2H-Pyrido[1,2-a]pyrimidine-2,4(3H)-dione is a chemical compound belonging to the class of pyrimidines, which are heterocyclic organic compounds with a six-membered ring consisting of four carbon atoms and two nitrogen atoms. This specific compound features a pyridine ring fused to the pyrimidine structure, resulting in a unique molecular architecture. It is characterized by its potential reactivity and application in various chemical and pharmaceutical processes.

Uses

Used in Pharmaceutical Industry:
2H-Pyrido[1,2-a]pyrimidine-2,4(3H)-dione is used as a reactant in the nitration of 4-hydroxy-3-nitro-2-quinolones and related compounds. These nitrated compounds are known to serve as inhibitors of allergic reactions, making them valuable in the development of medications aimed at treating various allergic conditions.
The compound's role in the pharmaceutical industry is significant, as it contributes to the synthesis of potential therapeutic agents that can help alleviate the symptoms of allergies and improve the quality of life for affected individuals. By participating in the nitration process, 2H-Pyrido[1,2-a]pyrimidine-2,4(3H)-dione enables the creation of novel chemical entities with the potential to modulate immune responses and counteract allergic reactions.

InChI:InChI=1/C8H6N2O2/c11-7-5-8(12)10-4-2-1-3-6(10)9-7/h1-4H,5H2

Upstream product

• 504-29-0 2-aminopyridine 
• 141-82-2 malonic acid 
• 1663-67-8 malonoyl dichloride 
• 105-53-3 diethyl malonate 
• 15781-70-1 malonic acid bis-(2,4,6-trichloro-phenyl) ester 

Downstream Products

• 128031-44-7 pyrido[1,2-a]pyrimidine-2,3,4-trione-3-phenylhydrazone 
• 5418-94-0 2-chloro-4H-pyrido[1,2-a]pyrimidin-4-one 
• 128455-51-6 4-m-Tolyl-3H,4H-1-oxa-9,10a-diaza-anthracene-2,10-dione 
• 55395-30-7 2-hydrazinyl-4H-pyrido[1,2-a]pyrimidin-4-one 
• 109442-95-7 2-anilino-3-chloro-pyrido[1,2-a]pyrimidin-4-one 
• 108904-39-8 3-chloro-2-phenoxy-pyrido[1,2-a]pyrimidin-4-one 
• 1262236-73-6 6-aceto-12H-11-methylbenzo[g]pyrido[2,1-b]quinazoline-12-one 
• 1262236-94-1 14,15-dihydro-13H-14-(4-methylphenyl)dipyrido[1,2-a:1',2'-a']pyrano[2,3-d:6,5-d']dipyrimidine-13,15-dione 
• 1262237-00-2 14,15-dihydro-13H-14-(4-methylphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2,3-d:6,5-d']dipyrimidine-13,15-dione 
• 1262236-93-0 14,15-dihydro-13H-14-(4-methoxyphenyl)dipyrido[1,2-a:1',2'-a']pyrano[2,3-d:6,5-d']dipyrimidine-13,15-dione 
• 1262236-98-5 14,15-dihydro-13H-14-(4-methoxyphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2,3-d:6,5-d']dipyrimidine-13,15-dione 
• 1262236-91-8 6,13,14,15-tetrahydro-14-(3,4-dimethoxyphenyl)dipyrido[1,2-a:1',2'-a']pyrido[2,3-d:6,5-d']dipyrimidine-13,15-dione 
• 1262236-95-2 14,15-dihydro-13H-14-(3,4-dimethoxyphenyl)dipyrido[1,2-a:1',2'-a']pyrano[2,3-d:6,5-d']dipyrimidine-13,15-dione 
• 1262237-01-3 14,15-dihydro-13H-14-(3,4-dimethoxyphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2,3-d:6,5-d']dipyrimidine-13,15-dione 

Relevant articles and documents

Synthesis, characterization and biological activity of new cyclization products of 3-(4-substituted benzylidene)-2H-pyrido[1,2-a]pyrimidine 2,4-(3H)-diones

A method is presented for the synthesis of 4-(substituted phenyl)-3-(3-substituted phenyl)4H-spiro[isoxazole-5,3′-pyrido[1,2-a] pyrimidine]-2′,4′-dione (3), 3-(4-substituted phenyl)-3H- isoxazole[3, 4-d]pyrido[1,2-a]pyrimidin-4-(3aH)-one (4) and 3-(4-substituted phenyl) 3,3a-dihydropyrazolo[3,4-d]pyrido[1,2-a]pyrimidin-4-(2H)-one (5) which consists of the conversion of 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione (1) to chalcones (2) and their 1,3-dipolar cycloaddition with appropriate aldoximes to give spiro compounds and heterocyclization using amines to yield isoxazolines and pyrazolines. All the compounds were screened for their antimicrobial and antitubercular activity.

Electro-organic reactions part 35. Efficient carbon-oxygen bond formation in the anodic coupling of pyridopyrimidine derivatives

4-H-Pyrido[1,2-a]pyrimidine-2,4-diones (Chichibabin) derivatives, formed by condensation of 2-aminopyridines with substituted dialkylmalonates, are electroactive. In solution in CH2Cl2/CF3CO2H mixtures they are smoothly and selectively anodically coupled in high yield. The products are novel and unexpected; radical coupling at the C-3 and O-4 positions is involved and the proposed mechanism is analogous to that of oxidative phenolic coupling.