153849-46-8

Basic information

• Product Name: 4-methoxycarbonyl-N-methyl-N-phenylbenzamide
• Synonyms: 4-methoxycarbonyl-N-methyl-N-phenylbenzamide
• CAS NO: 153849-46-8
• Molecular Weight: 269.3
• Mol File: 153849-46-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-methoxycarbonyl-N-methyl-N-phenylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxycarbonyl-N-methyl-N-phenylbenzamide(153849-46-8)
• EPA Substance Registry System: 4-methoxycarbonyl-N-methyl-N-phenylbenzamide(153849-46-8)

Safety Data

• Hazardous Substances Data: 153849-46-8(Hazardous Substances Data)

Upstream product

• 1258328-04-9 O-(4-methoxycarbonylphenyl) N-methyl-N-phenyl thiocarbamate 
• 1679-64-7 Monomethyl terephthalate 
• 7377-26-6 4-Methoxycarbonylbenzoyl chloride 
• 100-61-8 N-methylaniline 
• 1571-08-0 methyl 4-formylbenzoate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 10506-31-7 Chlorthionameisensaeure-p-methoxycarbonylphenylester 

Downstream Products

• 100-20-9 terephthaloyl chloride 
• 7377-26-6 4-Methoxycarbonylbenzoyl chloride 
• 1090485-93-0 C₁₅H₁₄N₂O₂ 

Relevant articles and documents

N-Heterocyclic Carbene/Cobalt Cooperative Catalysis for the Chemo- and Regioselective C?N Bond Formation between Aldehyde and Amines/Amides

A novel methodology for the construction of various secondary (4 examples), tertiary amides (31 examples), and imides (16 examples) by a Cobalt(II) catalyzed oxidative amide coupling in aqueous media. The Co(III)-TMC was reacted with N-Heteroatom Carbene to form active catalyst Co(II)NHC-TMC in situ which involves in the coordination with Breslow's intermediate and SET for the activation of aldehyde and amides. The mechanism for activation of amide and amine differs on the basis of SET based nucleophilic addition and ligand exchange respectively. The regeneration of the catalyst was achieved using Fe(III)(EDTA)-H2O2 as oxidant. The use of Co(II)TMC-O2 was also found equally efficient in the process. The method is found regioselective for N?H activation in the presence of equally susceptible ortho-C?H bond activation. And amines were found more susceptible then the corresponding amide for the reaction.

Ni-Catalyzed cross-coupling reactions of N-acylpyrrole-type amides with organoboron reagents

The catalytic conversion of amides to ketones is highly desirable yet challenging in organic synthesis. We herein report the first Ni/bis-NHC-catalyzed cross-coupling of N-acylpyrrole-type amides with arylboronic esters to obtain diarylketones. This method is facilitated by a new chelating bis-NHC ligand. The reaction tolerates diverse functional groups on both arylamide and arylboronic ester partners including sensitive ester and ketone groups.

Radical OfC transposition: A metal-free process for conversion of phenols into benzoates and benzamides

We report a metal-free procedure for transformation of phenols into esters and amides of benzoic acids via a new radical cascade. Diaryl thiocarbonates and thiocarbamates, available in a single high-yielding step from phenols, selectively add silyl radicals at the sulfur atom of the CdS moiety. This addition step, analogous to the first step of the Barton-McCombie reaction, produces a carbon radical which undergoes 1,2 OfC transposition through an O-neophyl rearrangement. The usually unfavorable equilibrium in the reversible rearrangement step is shifted forward via a highly exothermic C-S bond scission in the O-centered radical, which furnishes the final benzoic ester or benzamide product. The metal-free preparation of benzoic acid derivatives from phenols provides a potentially useful alternative to metal-catalyzed carbonylation of aryl triflates.