39258-93-0

Basic information

• Product Name: 2(1H)-Pyridinone, 3-nitro-6-phenyl-
• CAS NO: 39258-93-0
• Molecular Formula: C11H8N2O3
• Molecular Weight: 216.196
• Mol File: 39258-93-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2(1H)-Pyridinone, 3-nitro-6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Pyridinone, 3-nitro-6-phenyl-(39258-93-0)
• EPA Substance Registry System: 2(1H)-Pyridinone, 3-nitro-6-phenyl-(39258-93-0)

Safety Data

• Hazardous Substances Data: 39258-93-0(Hazardous Substances Data)

Usage

Structure

Nitro-substituted pyridine derivative with a phenyl group attached to the 6-position of the pyridine ring

Usage

Organic synthesis, pharmaceutical research, development of pharmaceutical drugs and agrochemicals

Biological activities

Potential antifungal and antimicrobial properties

Versatility

Building block in the synthesis of various heterocyclic compounds, used in the preparation of potential drug candidates

Upstream product

• 1556-32-7 1,3-dinitroquinolizin-4-one 
• 98-86-2 acetophenone 
• 98-80-6 phenylboronic acid 
• 27048-04-0 2-amino-6-chloro-3-nitropyridine 
• 92138-35-7 6-chloro-3-nitro-1H-pyridin-2-one 
• 102266-15-9 2-amino-3-nitro-6-phenylpyridine 
• 17758-33-7 3-methyl-5-nitro-4(3H)-pyrimidinone 

Downstream Products

• 1439394-30-5 tert-butyl(1-(4-((3-amino-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate 
• 187242-88-2 2-chloro-3-nitro-6-phenylpyridine 
• 1439394-28-1 tert-butyl (1-(4-((3-nitro-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate 
• 1313881-69-4 tert-butyl (1-(4-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate 
• 1313881-70-7 3-(3-(4-(1-aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine 
• 66336-01-4 1-methyl-3-nitro-6-phenylpyridin-2(1H)-one 
• 161029-97-6 2-methoxy-3-nitro-6-phenylpyridine 

Relevant articles and documents

PROCESS OF PREPARING 3-(3-(4-(1-AMINOCYCLOBUTYL)PHENYL)-5-PHENYL-3H-IMIDAZO[4,5-B]PYRIDIN-2-YL)PYRIDIN-2-AMINE

The present invention is directed to a processes for the synthesis of 3-(3-(4-(1-aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine:

Novel synthesis of bihetaryl compounds

The ring transformation of nitropyrimidinone 1 with acetophenone derivatives 2 affords two kinds of azaheterocyclic compounds, 4-phenylpyrimidines 3 and 3-nitro-6-phenyl-2-pyridones 4. On the basis of the relationship between electronic properties of the substituent and ratios of products, a plausible reaction mechanism is provided. Furthermore, the present reaction could be applied to heterocyclic ketones giving bihetaryl compounds.

Two ring transformations of 3-methyl-5-nitropyrimidin-4(3H)-one for the construction of azaheterocycles

The reaction of 3-methyl-5-nitropyrimidin-4(3H)-one with ketones in the presence of NH3 afforded 4,5-disubstituted pyrimidines 5. Use of ammonium acetate instead of NH3 as the nitrogen source caused another ring transformation giving 5,6-disubstituted 3-nitro-2-pyridones 8 as well as 5. Pyrimidinone 1 behaved as an activated diformylamine 6 in the former reaction and as the synthetic equivalent of α-nitroformylacetic acid 9 in the latter case. The ratio of 5 and 8 produced when using NH4OAc varied with solvent. The reaction in acetic acid predominantly afforded pyrimidine 5, but in methanol the reaction afforded pyridone 8. The two types of ring transformations presented here are novel methods for the preparations of azaheterocycles.