100724-16-1

Basic information

• Product Name: ETHYL-4-PHENYL PYRIMIDINE-5-CARBOXYLATE
• Synonyms: ETHYL-4-PHENYL PYRIMIDINE-5-CARBOXYLATE;4-Phenyl-5-pyrimidinecarboxylic acid ethyl ester
• CAS NO: 100724-16-1
• Molecular Formula: C₁₃H₁₂N₂O₂
• Molecular Weight: 228.25
• Mol File: 100724-16-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 159-161℃
• Boiling Point: 393.2°Cat760mmHg
• Flash Point: 191.6°C
• Appearance: /
• Density: 1.167
• Vapor Pressure: 2.17E-06mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: ETHYL-4-PHENYL PYRIMIDINE-5-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL-4-PHENYL PYRIMIDINE-5-CARBOXYLATE(100724-16-1)
• EPA Substance Registry System: ETHYL-4-PHENYL PYRIMIDINE-5-CARBOXYLATE(100724-16-1)

Safety Data

• Hazardous Substances Data: 100724-16-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H12N2O2/c1-2-17-13(16)11-8-14-9-15-12(11)10-6-4-3-5-7-10/h3-9H,2H2,1H3

Upstream product

• 33831-72-0 ethyl 3-amino-3-phenylprop-2-enoate 
• 122-51-0 orthoformic acid triethyl ester 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 77287-34-4 formamide 
• 66129-60-0 ethyl-3-(dimethylamino)-2-(phenylcarbonyl)prop-2-enoate 
• 6313-33-3 formamidine hydrochloride 

Downstream Products

• 92084-99-6 4-phenyl-pyrimidine-5-carboxylic acid 

Relevant articles and documents

Oxidative Annulations Involving DMSO and Formamide: K2S2O8 Mediated Syntheses of Quinolines and Pyrimidines

An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by K2S2O8 involving anilines, aryl ketones, and DMSO as a methine (=CH-) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C-N and C-C bond formations, and cyclization. The application of this strategy to the activation of acetophenone-formamide conjugates toward the synthesis of 4-arylpyrimidines is also described.

An unprecedented approach to 4,5-disubstituted pyrimidine derivatives by a ZnCl2-catalyzed three-component coupling reaction

We have developed a ZnCI2-catalyzed three-component coupling reaction involving a variety of functionalized enamines, triethyl orthoformate, and ammonium acetate, which leads to the production of 4,5-disubstituted pyrimidine derivatives in a single step. The procedure can be successfully applied to the efficient synthesis of mono- and disubstituted pyrimidine derivatives, using methyl ketone derivatives instead of enamines.