133776-41-7

Basic information

• Product Name: Benzamide, 2-amino-N-methoxy-N-methyl-
• CAS NO: 133776-41-7
• Molecular Formula: C9H12N2O2
• Molecular Weight: 180.206
• Mol File: 133776-41-7.mol

Chemical Properties

• CAS DataBase Reference: Benzamide, 2-amino-N-methoxy-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 2-amino-N-methoxy-N-methyl-(133776-41-7)
• EPA Substance Registry System: Benzamide, 2-amino-N-methoxy-N-methyl-(133776-41-7)

Safety Data

• Hazardous Substances Data: 133776-41-7(Hazardous Substances Data)

Upstream product

• 118-48-9 isatoic anhydride 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 118-92-3 anthranilic acid 
• 1117-97-1 N,0-dimethylhydroxylamine 

Downstream Products

• 2894-51-1 2-amino-4'-chlorobenzophenone 
• 133776-44-0 (2-aminophenyl)(3-benzyloxyphenyl)methanone 
• 133776-51-9 3'-(tert-butoxycarbonyl)-2-aminobenzophenone 
• 36192-61-7 2-amino-4'-methoxybenzophenone 
• 461694-82-6 (2-aminophenyl)[4-(tert-butyl)phenyl]methanone 
• 1010733-43-3 4-(naphthalen-1-yl)-2-phenylquinoline 
• 1010733-44-4 2-phenyl-4-(1-naphthyl)quinolinium perchlorate 
• 1449373-27-6 (E)-3-[3-(4-chlorophenyl)acryloyl]-4-(3,4-difluorophenyl)quinolin-2(1H)-one 
• 1449373-26-5 (E)-3-[3-(4-chlorophenyl)acryloyl]-4-(3,4-dichlorophenyl)quinolin-2(1H)-one 
• 1449373-25-4 (E)-4-(3-chloro-4-fluorophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one 
• 1449373-24-3 (E)-4-(4-chloro-3-fluorophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one 
• 1449373-23-2 (E)-3-[3-(4-chlorophenyl)acryloyl]-4-(3,5-dichlorophenyl)quinolin-2(1H)-one 
• 1449373-22-1 (E)-3-[3-(4-chlorophenyl)acryloyl]-4-(3,5-difluorophenyl)quinolin-2(1H)-one 
• 1449373-21-0 (E)-3-{3-[3-(4-chlorophenyl)acryloyl]-2-oxo-1,2-dihydroquinolin-4-yl}benzonitrile 

Relevant articles and documents

Iridium-Catalyzed C-H Amination of Weinreb Amides: A Facile Pathway toward Anilines and Quinazolin-2,4-diones

C-H amination of arenes directed by weakly coordinating Weinreb amides has been achieved with an iridium catalyst and 2,2,2-trichloroethoxycarbonyl (Troc) azide as an aminating agent, providing a robust method of producing synthetic useful ortho-TrocNH aryl Weinreb amides. Taking advantage of the reactivity of Weinreb amide and Troc groups in the amination products, selective hydrolysis was achieved as an attractive process for the synthesis of ortho-NH2 aryl Weinreb amides, which are the building blocks useful in the synthesis of bioactive compounds, and cascade aminocyclization with primary amines was successful and provided an efficient pathway for the construction of quinazolin-2,4-diones, which are present in various alkaloids and natural products.

Novel transformation of aryl 2-iodophenyl ketones into 1,3-diarylisoquinolines with (TMS)2NH, styrenes, NIS, and tBuOK

Treatment of aryl 2-iodophenyl ketones with TMS2NH in the presence of Sc(OTf)3 at warming conditions, followed by the reaction with styrenes and NIS gave N-(1-aryl-2-iodoethyl) aryl 2-iodophenyl ketimines. Further treatment of N-(1-aryl-2-iodoethyl) aryl 2-iodophenyl ketimines with tBuOK in the presence of 1,10-phenanthroline at 120 °C generated 1,3-diarylisoquinolines in moderate yields through SET from tBuOK onto the iodophenyl group to form aryl radicals, their 6-endo-trig cyclization onto the vinyl groups, and aromatization of the cyclized intermediates. The present method is a novel approach for the preparation of the isoquinoline core via two steps from aryl 2-iodophenyl ketones.

An Efficient Synthesis of (1-Methyl)-2-phenyl-4-quinolones from (N-Methyl)isatoic Anhydride

The acyl substitution of (N-methyl)isatoic anhydride with N,O-dimethylhydroxylamine hydrochloride in CH3CN gave N-methoxy-N-methyl 2-(N-methyl)aminobenzamide, which was treated with ethynyllithium reagents to afford 1-[2-(N-methyl)amino]-3-phen

One-Pot Synthesis of Spirocyclopenta[ a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization

A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.

Visible Light Induced Cyclization to Spirobi[indene] Skeletons from Functionalized Alkylidienecyclopropanes

In this paper, we revealed a metal-free and visible light photoinduced method for the rapid construction of spirobi[indene] skeletons, providing a simple and efficient way for easy access to spirobi[indene] scaffolds under mild conditions along with a broad substrate scope and good functional group tolerance.

Rapid construction of cyclopenta[: B] naphthalene frameworks from propargylic alcohol tethered methylenecyclopropanes

We have developed a new synthetic methodology for the rapid construction of cyclopenta[b]naphthalene frameworks from the reaction of propargylic alcohol tethered methylenecyclopropanes with mesyl chloride in the presence of triethylamine through cascade cyclization. The reaction can be performed under mild conditions without the use of transition metals, affording the target products in moderate to good yields, and this cyclization reaction process can be scaled up to a gram-scale synthesis.

Organocatalytic Atroposelective Friedl?nder Quinoline Heteroannulation

An atroposelective Friedl?nder heteroannulation reaction of 2-aminoaryl ketones with α-methylene carbonyl derivatives has been developed for the first time with chiral phosphoric acid as an efficient organocatalyst. The desired enantioenriched axially chi

Synthesis of Diiodinated All-Carbon 3,3′-Diphenyl-1,1′-spirobiindene Derivatives via Cascade Enyne Cyclization and Electrophilic Aromatic Substitution

A synthetic method for the construction of diiodinated all-carbon spirobiindene derivatives has been developed from the reaction of propargyl alcohol-tethered alkylidenecyclopropanes with iodine. The reaction proceeded through an iodination-initiated cascade intramolecular enyne cyclization and electrophilic aromatic substitution reaction process in 1,2-dichloroethane upon heating, giving desired spirocyclic products in moderate to excellent yields. Further transformation of the obtained products has also been presented.

Palladium-Catalyzed Cascade Reductive and Carbonylative Cyclization of Ortho-Iodo-Tethered Methylenecyclopropanes (MCPs) Using N-Formylsaccharin as CO Source

A palladium-catalyzed reductive and carbonylative cyclization of ortho-iodo-tethered methylenecyclopropanes (MCPs) using N-formylsaccharin as CO source has been developed, affording the desired indanone derivatives in moderate to good yields with high regio- and stereoselectivity and good functional group compatibility.

Lewis or Br?nsted acid-catalysed reaction of propargylic alcohol-tethered alkylidenecyclopropanes with indoles and pyrroles for the preparation of polycyclic compounds tethered with indole or pyrrole motif

We developed a facile synthetic method to access cyclopenta[b]naphthalene derivatives via the Lewis or Br?nsted acid catalysed cascade nucleophilic addition, electronic cyclization, ring-opening rearrangement of propargylic alcohol-tethered alkylidenecyclopropanes with indole and pyrrole derivatives. The reaction exhibited a broad substrate scope and good functional group tolerance under metal-free conditions, affording the desired products in moderate to good yields.