32363-53-4

Basic information

• Product Name: 2,6-Dimethyl-3-phenyl-3,4-dihydropyrimidine-4-one
• Synonyms: 2,6-Dimethyl-3-phenyl-3,4-dihydropyrimidine-4-one;2,6-Dimethyl-3-phenylpyrimidin-4(3H)-one
• CAS NO: 32363-53-4
• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.24
• Mol File: 32363-53-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-Dimethyl-3-phenyl-3,4-dihydropyrimidine-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethyl-3-phenyl-3,4-dihydropyrimidine-4-one(32363-53-4)
• EPA Substance Registry System: 2,6-Dimethyl-3-phenyl-3,4-dihydropyrimidine-4-one(32363-53-4)

Safety Data

• Hazardous Substances Data: 32363-53-4(Hazardous Substances Data)

Upstream product

• 4341-76-8 Ethyl 2-butynoate 
• 14277-00-0 N-phenylacetamidine 
• 1801-18-9 (Z)-3-amino-N-phenylbut-2-enamide 
• 108-24-7 acetic anhydride 
• 86421-74-1 N-phenyl-3-<(aminoethylidene)amino>-2-butenamide 
• 72569-97-2 methyl (E/Z)-β-acetylaminobut-2-enoate 
• 62-53-3 aniline 
• 72569-97-2 methyl (Z)-3-acetamido-2-butenoate 
• 102-01-2 N-phenylacetoacetamide 

Downstream Products

• 108169-02-4 1-phenyl-2,4,6-trimethylpyrimidinium-5-carboxylate 
• 86421-74-1 N-phenyl-3-<(aminoethylidene)amino>-2-butenamide 
• 86421-75-2 6-methyl-3-phenyl-2-(trideuteriomethyl)-4(3H)-pyrimidinone 

Relevant articles and documents

An efficient synthesis of 3-substituted 3H-pyrimidin-4-ones

(Equation presented) A novel and practical synthesis of 3-substituted 3H-pyrimidin-4-ones is described. The key step involves the cyclization of enamide esters, derived from readily available β-keto esters, with trimethylaluminum and various primary amines.

Formation and Reactions of Dewar 4-Pyrimidinones in the Photochemistry of 4-Pyrimidinones at Low Temperature. 2

The photochemistry of the 4-pyrimidinones 1b-l in liquid NH3-ether solution at -40 deg C or in methanol at -10 to -40 deg C was studied.Irradiation of 1b-g at low temperature gave the corresponding Dewar 4-pyrimidinones (2b-g), whose physical properties (IR, NMR, and UV) were determined.The photolysis of 1h-j in methanol at -10 to -20 deg C gave methanol adducts 5-7 which suggested the formation of the Dewar 4-pyrimidinones 2h-j.However, the intermediate 2h could not be detected in liquid NH3-ether solution at -40 deg C.The hydrogen of the amino group increases sharply the reactivity of 2h-j.Irradiation of 1k and 1l in liquid NH3-ether solution at -40 deg C gave the crystalline product 3 and inseparable products, respectively, which did not suggest the formation of 2k and 2l.Presumably, the excited 4-pyrimidinone 1k directly reacts with ammonia before electrocyclization.The 4-pyrimidinone 1l may decompose by excitation.The reactions of the Dewar 4-pyrimidinones 2a-j in methanol and in methanol containing sodium methoxide were studied.The products were the β-lactam 4, imino ether 5, and acetals 6-8.The Dewar 4-pyrimidinones 2e-g gave inseparable products and two unidentified products in methanol, respectively.