20642-93-7

Usage

InChI:InChI=1/C10H13NO2/c1-7-5-4-6-8(2)9(7)11-10(12)13-3/h4-6H,1-3H3,(H,11,12)

Upstream product

• 87-62-7 2,6-dimethylaniline 
• 67-56-1 methanol 
• 55321-98-7 2,6-dimethylbenzamide 
• 79-22-1 methyl chloroformate 
• 616-38-6 carbonic acid dimethyl ester 
• 28556-81-2 2,6-dimethylphenylisocyanate 
• 160852-85-7 2-[2-(2-methoxyethoxy)ethoxy]ethyl methyl carbonate 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

Electrochemical Hofmann rearrangement mediated by NaBr: Practical access to bioactive carbamates

An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the preparation of 15N labeling carbamate and gram-scale synthesis of Amantadine.

NOVEL KCNQ POTASSIUM CHANNEL AGONIST, AND PREPARATION METHOD THEREFOR AND USE THEREOF

The present invention provides a compound represented by general formula I or a pharmaceutical acceptable salt thereof, the preparation method therefor and the use thereof in preparing a medicine for treating a neurological disease, such as epilepsy, conv

L-Proline-TBAB-catalyzed phosgene free synthesis of methyl carbamates from amines and dimethyl carbonate

The reaction of amines and dimethyl carbonate (DMC) in the presence of catalytic amounts of l-proline and tetrabutylammonium bromide (TBAB) afforded methyl carbamates in good to excellent yields under mild conditions. The presence of both l-proline and TBAB co-catalysts is vital for this transformation.

Synthesis of aryl urea derivatives from aryl amines and aryl isocyanates

The present study describes the synthesis of novel diaryl urea derivatives derived from aryl amine and aryl isocyanates. The synthesized compounds are analogs of sorafenib [4-[4-[[[4-chloro-3-(trifluoromethyl)phenyl]amino]carbonyl] amino]phenoxy]-N-methylpyridine-2- carboxamide] having potential antiproliferative activity.

Selective N,N-dimethylation of primary aromatic amines with methyl alkyl carbonates in the presence of phosphonium salts

In the presence of onium salts, at 140-170 °C. methyl alkyl carbonates [1a-c, ROCO2Me, R = MeO(CH2)2[O(CH 2)2]n; n = 2-0, respectively] react with primary aromatic amines (XC6H4NH2, X = p-OMe, p-Me, H, p-Cl, p-CO2Me, o-Et, and 2,3-Me2C 6H3NH2) to yield the corresponding N,N-dimethyl derivatives (ArNMe2) with high selectivity (up to 96%) and good isolated yields (78-95%). Phosphonium salts (e.g., Ph3PEtI and n-Bu4PBr) are particularly efficient catalysts. Overall, a solvent-free reaction is coupled with safe methylating agents (1a-c) made from nontoxic dimethyl carbonate.

Selective mono-N-methylation of primary aromatic amines by dimethyl carbonate over faujasite X- and Y-type zeolites

The reaction of dimethyl carbonate (DMC) with different primary aromatic amines has been investigated under batch conditions (autoclave) in the presence of Y- and X-type zeolites. Operating at 120-150°C, highly selective mono-N-methylations are observed for anilines even when they are deactivated by either electronic effects or steric hindrance (G-C6H4NH2, G = p-NO2,p-CN, o-CO2CH3 and 2,6-dimethylaniline); typical selectivities for the formation of the corresponding mono-N-methyl derivatives [ArNH(CH3)] are in the range 92-98%, at a substrate conversion of 72-93%. A synergic effect between the reactivity of DMC (acting both as a methylating and as a reversible methoxycarbonylating agent) and the dual acid-base properties of zeolites is considered to be responsible for the unusually high selectivity observed; accordingly, a reaction mechanism is discussed, involving carbamates (ArNHCO2CH3) and N-methyl-carbamates [ArN(CH3)CO2CH3] as intermediates. The reaction is an example of a synthesis with low environmental impact: it couples the use of a non-toxic methylating agent (DMC, in place of the highly toxic methyl halides or dimethyl sulfate) with eco-friendly catalysts (zeolites) in a waste-free process.

Indirect electrochemical carbonylation of aromatic amines with a palladium catalyst

Aromatic amines are converted to carbamates under very mild conditions, using carbon monoxide, palladium (II) acetate and copper (II) acetate in combination with anodic reoxidation.

An Exceptionally Mild, Catalytic Homogeneous Method for the Conversion of Amines into Carbamate Esters

Aromatic amines react at room temperature and atmospheric pressure with carbon monoxide, oxygen, alcohols, and hydrochloric acid, with palladium chloride as the catalyst and copper(II) chloride as re-oxidant to give carbamate esters in fair to quantitative yields.