1184740-12-2

Basic information

• Product Name: 2-amino-5-methoxy-N-phenylbenzamide
• Synonyms: 2-amino-5-methoxy-N-phenylbenzamide
• CAS NO: 1184740-12-2
• Molecular Weight: 242.277
• Mol File: 1184740-12-2.mol

Chemical Properties

• CAS DataBase Reference: 2-amino-5-methoxy-N-phenylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-5-methoxy-N-phenylbenzamide(1184740-12-2)
• EPA Substance Registry System: 2-amino-5-methoxy-N-phenylbenzamide(1184740-12-2)

Safety Data

• Hazardous Substances Data: 1184740-12-2(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 37795-77-0 6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione 
• 1219629-94-3 5-methoxy-2-nitro-N-phenylbenzamide 
• 63932-00-3 5-methoxy-2-nitrobenzoyl chloride 
• 1882-69-5 5-methoxy-2-nitro-benzoic acid 
• 39755-95-8 5-methoxyisatine 

Downstream Products

• 1357830-08-0 6-methoxy-3-phenylquinazolin-4(3H)-one 
• 38520-84-2 6-methoxy-2-methyl-3-phenyl-3H-quinazolin-4-one 
• 60041-98-7 6-methoxy-3-phenylbenzo[d][1,2,3]triazin-4(3H)-one 
• 1429192-34-6 6-methoxy-2-(5-methylthiophen-2-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one 

Relevant articles and documents

Synthesis of N -Heteropolycyclic Compounds Including Quinazolinone Skeleton Using Friedel-Crafts Alkylation

A simple method to synthesize N-heteropolycyclic quinazolinones was developed including Knoevenagel condensation of quinazolines and aldehydes and Friedel-Craft alkylation as key steps. Knoevenagel reaction of 2-methyl-3-phenylquinazolin-4(3H)-one proceeded smoothly under a basic condition and subsequent Friedel-Craft alkylation with Bronsted acid gave the N-heteropolycyclic quinazolinones in good yields. Furthermore, these new polycyclic compounds were converted into organic molecules having a long π-conjugation system by treatment of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to utilize them as organic dyes. GRAPHICAL ABSTRACT.

Visible-light-induced denitrogenative phosphorylation of benzotriazinones: A metal- And additive-free method for accessing: Ortho -phosphorylated benzamide derivatives

Metal-free, visible-light-induced denitrogenative phosphorylation of 1,2,3-benzotriazinones was achieved. With the use of eosin Y as a photoredox catalyst, N,N-diisopropylethylamine as a base, CH3CN-H2O as a solvent and sunlight or a blue LED as a light source, a variety of aryl-phosphonates, aryl-phosphinates, and aryl-phosphine oxides were efficiently prepared. In addition, B2pin2 instead of P-nucleophiles as a radical acceptor was also demonstrated. The key advantages of this newly developed method are the clean reaction profile, use of a low-cost organic-dye catalyst, energy efficiency, broad substrate scope, good to excellent yields and large-scale synthetic applicability. The gram-scale synthesised compounds could be isolated in pure form just upon extraction, followed by re-crystallisation; no tedious chromatographic purification was required.

One-Pot, Multistep Reactions for the Modular Synthesis of N, N′-Diarylindazol-3-ones

The pot-economic synthesis of N,N′-diarylindazol-3-ones has been developed using readily available isatoic anhydrides, aryl amines, and aryl boronic acids. A Cu-catalyzed oxidative C-N cross-coupling and dehydrogenative N-N formation sequence under an air atmosphere affords indazol-3-one derivatives in good to excellent yields. Such process merges well with the preceding decarboxylative amination reaction, resulting in a more modular and straightforward approach.

Sustainable methine sources for the synthesis of heterocycles under metal- and peroxide-free conditions

Alcohols and ethers were identified as sustainable methine sources for synthesizing quinazolinone and benzimidazole derivatives using a combination of TsOH·H2O/O2 and appropriate bis-nucleophiles for the first time. Deuterium labeling studies clearly proved that the C2 hydrogen of the synthesized heterocycles came from the methine source. These unique reaction conditions were successfully applied to the synthesis of echinozolinone (2e′), 2f′ (a common precursor of rutaecarpine and (±) evodiamine), and dimedazole (6d). Notable features of this method include its low toxicity, use of commercial feedstocks as substrates, low cost, broad functional group tolerance and suitability for a wide range of bis-nucleophilic starting materials.

Copper-catalyzed radical methylation/C-H amination/oxidation cascade for the synthesis of quinazolinones

A copper-catalyzed radical methylation/sp3 C-H amination/oxidation reaction for the facile synthesis of quinazolinone was developed. In this cascade reaction, dicumyl peroxide acts not only as a useful oxidant but also as an efficient methyl source. Notably, a methyl radical, generated from peroxide, was confirmed by electron paramagnetic resonance for the first time.