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

Uses

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

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 
• 1449485-48-6 4-(4-chlorophenyl)-3-(3-nitrophenyl)-4H-spiro[isoxazole-5,3'-pyrido[1,2-a]pyrimidine]-2',4'-dione 
• 1449485-49-7 3-(4-chlorophenyl)-4-(4-chlorophenyl)-4H-spiro[isoxazole-5,3'-pyrido[1,2-a]pyrimidine]-2',4'-dione 
• 1449485-52-2 3-phenyl-3H-isoxazolo[3,4-d]pyrido[1,2-a]pyrimidin-4(3aH)-one 
• 1449485-53-3 3-(4-chlorophenyl)-3H-isoxazolo[3,4-d]pyrido[1,2-a]pyrimidin-4(3aH)-one 
• 1449485-55-5 3-phenyl-3,3a-dihydropyrazolo[3,4-d]pyrido[1,2-a]pyrimidin-4(2H)-one 
• 1449485-56-6 3-(4-chlorophenyl)-3,3a-dihydropyrazolo[3,4-d]pyrido[1,2-a]pyrimidin-4(2H)-one 5b 
• 147637-69-2 3-benzylidene-2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione 
• 1449485-44-2 3-(4-chlorobenzylidene)-2H-pyrido[1,2-a]pyrimidine-2,4(3H)-dione 
• 108904-39-8 3-chloro-2-phenoxy-pyrido[1,2-a]pyrimidin-4-one 
• 109442-95-7 2-anilino-3-chloro-pyrido[1,2-a]pyrimidin-4-one 
• 55395-30-7 2-hydrazinyl-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 

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.