2415-85-2

Basic information

• Product Name: N-(4-Methylphenyl)-3-oxobutanamide
• Synonyms: N-ACETOACETYL-P-TOLUIDINE;N-(4-METHYLPHENYL)-3-OXOBUTANAMIDE;Acetoacet-para-toluidine;n-(4-methylphenyl)-3-oxo-butanamid;AURORA KA-3343;4'-METHYLACETOACETANILIDE;AKOS B029143;ACETOACET-P-TOLUIDIDE
• CAS NO: 2415-85-2
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• EINECS: 219-327-7
• Product Categories: Intermediates of Dyes and Pigments;Aromatic amine products
• Mol File: 2415-85-2.mol
• Article Data: 36

Chemical Properties

• Melting Point: 95°C
• Boiling Point: 376 °C at 760 mmHg
• Flash Point: 162 °C
• Appearance: Off-white crystalline powder flakes
• Density: 1.132 g/cm³
• Vapor Pressure: 7.5E-06mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.32±0.46(Predicted)
• CAS DataBase Reference: N-(4-Methylphenyl)-3-oxobutanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Methylphenyl)-3-oxobutanamide(2415-85-2)
• EPA Substance Registry System: N-(4-Methylphenyl)-3-oxobutanamide(2415-85-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2415-85-2(Hazardous Substances Data)

Usage

Chemical Properties

Grey white flake crystalline powder

InChI:InChI=1/C11H13NO2/c1-8-3-5-10(6-4-8)12-11(14)7-9(2)13/h3-6H,7H2,1-2H3,(H,12,14)

Upstream product

• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 106-49-0 p-toluidine 
• 1118-84-9 allyl acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 5396-89-4 benzyl acetoacetate 
• 85322-34-5 (Z)-5-(p-methylphenylcarbamoyl)-methylene-3-phenyl-5,6-dihydro-4H-1,2,4-oxadiazine 
• 103677-62-9 N-(1-p-tolylcarbamoyl-2-propylidene)benzamide oxime 
• 141-97-9 ethyl acetoacetate 
• 674-82-8 4-methyleneoxetan-2-one 
• 31009-91-3 2-chloro-3-oxo-N-(ptolyl)butanamide 
• 1694-31-1 tert-butyl acetoacetate 
• 542-08-5 isopropyl acetoacetate 

Downstream Products

• 150965-41-6 3-benzoylaminothiocarbonyl-3-(4'-methylphenyl)formamido-2-propanone 
• 91-94-1 3,3'-dichlorobenzidine 
• 1088988-15-1 2-[(dimethylamino)methylene]-3-oxo-N-(p-tolyl)butanamide 
• 1125735-28-5 C₅H₁₁N*C₂₁H₁₈ClN₃OS 
• 1125735-22-9 C₅H₁₁N*C₂₂H₂₁N₃O₂S 
• 1125735-80-9 C₂₁H₁₆ClN₃OS 
• 1125735-78-5 C₂₂H₁₉N₃O₂S 
• 1189178-05-9 1-(3-chloro-4-fluorophenyl)-6-methyl-N-(4-methylphenyl)-4-(2-chlorophenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxamide 
• 1189178-08-2 1-(3-chloro-4-fluorophenyl)-6-methyl-N-(4-methylphenyl)-4-(3-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxamide 
• 1189178-12-8 1-(3-chloro-4-fluorophenyl)-6-methyl-N-(4-methylphenyl)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxamide 
• 1189178-10-6 1-(3-chloro-4-fluorophenyl)-6-methyl-N-(4-methylphenyl)-4-(4-methoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxamide 
• 1189178-11-7 1-(3-chloro-4-fluorophenyl)-6-methyl-N-(4-methylphenyl)-4-(3,4-dimethoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxamide 
• 1189178-06-0 1-(3-chloro-4-fluorophenyl)-6-methyl-N-(4-methylphenyl)-4-(3-chlorophenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxamide 
• 1189178-07-1 1-(3-chloro-4-fluorophenyl)-6-methyl-N-(4-methylphenyl)-4-(2-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxamide 

Relevant articles and documents

Synthesis and in vitro Antidiabetic Screening of Novel Dihydropyrimidine Derivatives

Abstract: A series of N-substituted-6-methyl-4-{4-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]methoxyphenyl}-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamides have been synthesized by the condensation of newly synthesized {4-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]methoxy}benzaldehyde with variously substituted acetoacetanilides and urea in the presence of ethanol. The synthesized compounds have been characterized by 1H, 13C NMR, IR spectroscopy, and mass spectrometry. All synthesized compounds were evaluated for in vitro antidiabetic activity using the α-amylase inhibition assay with the 3,5-dinitrosalicylic acid (DNSA) reagent.

Ru-NHC-Catalyzed Asymmetric Hydrogenation of 2-Quinolones to Chiral 3,4-Dihydro-2-Quinolones

Direct enantioselective hydrogenation of unsaturated compounds to generate chiral three-dimensional motifs is one of the most straightforward and important approaches in synthetic chemistry. We realized the Ru(II)-NHC-catalyzed asymmetric hydrogenation of 2-quinolones under mild reaction conditions. Alkyl-, aryl- and halogen-substituted optically active dihydro-2-quinolones were obtained in high yields with moderate to excellent enantioselectivities. The reaction provides an efficient and atom-economic pathway to construct simple chiral 3,4-dihydro-2-quinolones. The desired products could be further reduced to tetrahydroquinolines and octahydroquinolones.

HFIP-mediated strategy towards β-oxo amides and subsequent Friedel-Craft type cyclization to 2?quinolinones using recyclable catalyst

A simple and cost-effective 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)-mediated protocol for the synthesis of β-oxo amides has been described by using amines and β-keto esters as substrates. The reaction conditions were found to be highly efficient towards the cleavage of C[sbnd]O bond and consequent formation of the products in excellent yields and selectivity. The obtained β-oxo amides were further transformed in to the synthetically useful 2?quinolinones via intramolecular Friedel-Craft type cyclization of aromatic ring using ferrites as a recyclable catalyst. A spectrum of substrates bearing broad range of functional groups were well tolerated under the reaction conditions. The proposed mechanistic pathways were substantially verified by literature and mass-spectroscopic evidences.