103594-70-3

Basic information

• Product Name: 2(1H)-Pyrimidinone, 3,4-dihydro-4-phenyl-1-(phenylmethyl)-
• CAS NO: 103594-70-3
• Molecular Formula: C17H16N2O
• Molecular Weight: 264.327
• Mol File: 103594-70-3.mol

Chemical Properties

• CAS DataBase Reference: 2(1H)-Pyrimidinone, 3,4-dihydro-4-phenyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Pyrimidinone, 3,4-dihydro-4-phenyl-1-(phenylmethyl)-(103594-70-3)
• EPA Substance Registry System: 2(1H)-Pyrimidinone, 3,4-dihydro-4-phenyl-1-(phenylmethyl)-(103594-70-3)

Safety Data

• Hazardous Substances Data: 103594-70-3(Hazardous Substances Data)

Upstream product

• 591-51-5 phenyllithium 
• 4214-62-4 1-benzylpyrimidin-2(1H)-one 
• 23402-69-9 lithium diphenylcuprate 
• 16635-23-7 phenyltriisopropoxytitanium(IV) 
• 100-39-0 benzyl bromide 

Downstream Products

• 38675-25-1 1-benzyl-4-phenylpyrimidin-2(1H)-one 

Relevant articles and documents

Aryl- and Alkynyltri-isopropoxytitanium Reagents in Regioselective Carbon-Carbon Bond Formation in Azines

Regioselective arylation in the 4-position in pyridines results from 1:1-adduct formation between an aryltriisopropoxytitanium reagent and N-isobutyloxycarbonyl- or an N-silyloxymethyl-3-cyanopyridinium salt after successive DDQ dehydrogenation and cleavage of the 1-substituent.Complete regioselectivity for new C-C bond formation in the 4-position results in the adduct formation between aryl- and phenylethynyltri-isopropoxytitanium reagents and pyrimidin-2(1H)-ones; with ethynyltriisopropoxytitanium the new C-C bond formation occurs at the 6-position.

Structure Investigations on Products from the Reaction of Organocopper, Organolithium and Organomagnesium Reagents with 2(1H)-Pyrimidinones

Alkyl- and arylcuprates and alkyl- and aryllithium and -magnesium reagents form 3,4- or/and 3,6-adducts with 1-benzyl-2(1H)pyrimidinones.The effect of 5-halo substituents on the reactivity and regioselectivity is reported.Structure analyses were made by NMR spectroscopy.Dehydrogenation gives the conjugated, substituted pyrimidinines.X-Ray crystallographic data for 1-benzyl-5-chloro-4-phenyl-2(1H)-pyrimidinone and its regioisomer 1-benzyl-5-chloro-6-phenyl-2(1H)-pyrimidinone are discussed.

Regioselectivity in the Reactions of Aryltri-isopropoxytitanium with Pyrimidinones.

Complete regioselectivity is observed in the 1:1-adduct formation between aryltri-isopropoxytitanium reagents and pyrimidin-2(1H)ones: the new carbon-carbon-bond is formed at C-4.Dehydrogenation gives the arylated, fully conjugated heterocycle.