6154-14-9

Usage

Uses

Used in Pharmaceutical Research:
N-chloromethanamine is used as a research tool for studying the pathophysiology of colitis. Its ability to induce colitis in mice makes it a valuable compound for understanding the underlying mechanisms of the disease and for testing potential therapeutic interventions.
Used in Drug Development:
N-chloromethanamine is used as a starting point for the development of new drugs targeting colitis. By understanding how N-chloromethanamine causes inflammation in the colon, researchers can design and synthesize new molecules with improved efficacy and reduced side effects.
Used in Toxicology Studies:
N-chloromethanamine is used as a model compound in toxicology studies to investigate the effects of chemicals on the gastrointestinal tract. This helps in assessing the potential risks and safety profiles of new drugs and chemicals before they are introduced into the market.

InChI:InChI=1/CH4ClN/c1-3-2/h3H,1H3

Upstream product

• 593-51-1 methylamine hydrochloride 
• 74-89-5 methylamine 
• 14989-30-1 hypochloric acid 
• 7732-18-5 water 
• 7778-54-3 calcium hypochlorite 
• 7651-91-4 N,N-dichloromethylamine 
• 14265-45-3 sulfite^(2-) 

Downstream Products

• 624-78-2 N-Ethylmethylamine 
• 74-89-5 methylamine 
• 3400-24-6 N-methylheptanamide 
• 3400-23-5 3-hexyl-2-methyl-oxaziridine 
• 3400-31-5 2-chloro-N-methylbenzamide 
• 3400-30-4 3-(2-chloro-phenyl)-2-methyl-oxaziridine 
• 50-00-0 formaldehyd 
• 79951-46-5 trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine 
• 79617-96-2 Sertraline 
• 100-61-8 N-methylaniline 
• 3400-29-1 N-methyl-2-nitrobenzamide 
• 3400-28-0 2-methyl-3-(2-nitro-phenyl)-oxaziridine 
• 17011-73-3 1-cyclohexyl-2-methyl-3-ethyl-1,2-diazacyclopropane 
• 7651-91-4 N,N-dichloromethylamine 

Relevant academic research and scientific papers

Synthesis of the first representatives of 3-ethynyldiaziridines

1,2-Dimethyl-3-(3,3-diethoxypropyn-1-yl)- and 1,2-dimethyl-3-(3-hydroxymethyl-3-methylbutyn-1-yl)diaziridines have been synthesised by the interaction of 4,4-diethoxybutyn-2-al and 4-hydroxymethyl-4-methylpentyn-2-al, respectively, with equimolar amounts of MeNH2 and MeNHCl (or MeNHOSO3H) at pH 9.5-10; the use of an excess of an amine in reactions with 4,4-diethoxybutyn-2-al resulted in a mixture of isomeric 5(3)-diethoxymethyl-1-methylpyrazoles and a mixture of Z/E isomers of 1-cyano3,3-diethoxy-2-methylaminoprop-1-enes.

Kinetics and mechanism of N-chloromethylamine decomposition in solutions

Kinetics of N-chloromethylamine decomposition in an aqueous base medium and chloroform at different temperatures is studied. The decomposition of N-chloromethylamine is found to obey a second order equation in an aqueous base medium at an equimolar ratio of the reagents and a first order equation in chloroform with excess base. The activation energy of N-chloromethylamine decomposition in the both solvents is determined. A mechanism for the reaction is proposed. N-Chloromethylamine is shown to have approximately equal stability in these solvents within the studied temperature range.

Practical and regioselective amination of arenes using alkyl amines

The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.

AGENTS FOR TREATING NEURODEGENERATIVE DISORDERS

The present invention relates to compounds of formula I, use of these compounds to treat mental and neurological disorders, especially depressions and psychoses of different etiology and methods for their preparation. The compounds provided for the treatm

Use of N-chloro-N-methyl-p-toluenesulfonamide in N-chlorination reactions

Second-order rate constants (k2) were determined for the addition of ten nitrogenous organic compounds (benzylamine, 2,2,2- trifluoethylamine chlorhidrate, methylamine chlorhidrate, glycine ethyl ester chlorhidrate, glycine, glycylglycine chlorhidrate, morpholine, pyperidine, pyperazine and dimethylamine) to the N-chloro-N-methyl-p-toluenesulfonamide (NCNMPT) in the formation reaction of N-chloramines in aqueous solution at 25 °C and ionic strength 0.5 M. The series of nucleophiles considered is structurally very varied and covers five pKa units. The kinetic behaviour is similar for all compounds, being the elementary step the transfer of chlorine from the NCNMPT molecule to the nitrogen of the free amino group. These reactions were found first order in both reagents. The values of the rate constants indicate that the more basic amines produce N-chloramines more readily. Rate constants for the nucleophilic attack are shown to correlate with literature data for some of these nitrogenous organic compounds in their reaction with N-methyl-N-nitroso-p-toluenesulfonamide. Both reactions involve that the rate determining step is the attack of nitrogenous compounds upon electrophilic centre (Cl or else NO group). NCNMPT is a particularly interesting substrate, for which has not hitherto been published kinetic information, that allows us to assess the efficiency and the competitiveness of this reaction and compare it with other agents with a Cl+ atom. Copyright 2013 John Wiley & Sons, Ltd. N-chloro-N-methyl-p-toluensulfonamide is a particularly chlorinating agent. The kinetic behaviour has been studied in the formation reaction of N-chloramines using ten nitrogenous compounds. Copyright

Synthesis of 4-aroyl-1,2,4-triazolidin-3-ones via ring extension in reactions of 1,2-di- and 1,2,3,3-tetraalkyldiaziridines with aroyl isocyanates

Reactions of 1,2-di-and 1,2,3,3-tetraalkyldiaziridines with aroyl isocyanates involve opening of the diaziridine ring through cleavage of the C-N bond followed by cyclization of the zwitterionic intermediate into 4-aroyl-1,2,4-triazolidin-3-one derivative

Non-metal redox kinetics: Reactions of sulfite with dichloramines and trichloramine

Pulsed-accelerated-flow (PAF) and stopped-flow techniques are used to study the kinetics of HNCl2 and CH3NCl2 reactions with sulfite. Pseudo-first-order rate constants with excess sulfite at p[H+] 3.7-6.4 are measured from 35-45000 s-1 (25.0°C, μ = 0.50). Acid suppresses the rate because SO3H- is much less reactive than SO32-. The rate expression is -d[RNCl2]/dt = k1[RNCl2][SO32-], where k1 (M-1 s-1) is 5.8 × 106 for HNCl2 and 2.4 × 107 for CH3NCl2. The initial nitrogen product is RNHCl, which reacts further with sulfite. Trichloramine reactions with sulfite are measured by the PAF method under second-order conditions with unequal concentrations (25.0°C, μ = 0.50) from p[H+] 3.8 to 4.6. The rate expression is -d[NCl3]/dt = (k1[SO32-] + k2[SO3H-])[NCl3], where k1 is 4.5 × 109 M-1 s-1 and k2 is 1.4 × 107 M-1 s-1. The initial nitrogen product is HNCl2, which reacts further with sulfite. A Cl+-transfer mechanism is proposed for all the reactions with sulfite to give ClSO3- as an initial product that hydrolyzes to give Cl- and SO42-. The relative reactivities of active chlorine species with SO32- are NCl3 ? HNCl2 ? NH2Cl ? OCl-, where the NCl3 and HNCl2 reactions are suppressed by acid whereas the NH2Cl and OCl- reactions are acid assisted.

Preparation of Isomerically Pure Dialkylamines via the Reaction of Dimethylalkylboranes with Chloroalkylamine

Dimethylborane was used to hydroborate alkenes regiospecifically to form dimethylalkylboranes which were then reacted with alkylamine and sodium hypochlorite to yield isomerically pure dialkylamines.

INTERACTION ENTRE LE CHLORE DE LA MONOCHLORAMINE ET L'AZOTE DES COMPOSES AMINES. FORMATION DE CHLORAMINES SUBSTITUEES

At 25 deg C and in the pH range from 8 to 13, the kinetics and the equilibrium constant for the chlorine transfer reaction between monochloramine NH2Cl and the amines: CH3NH2, C2H5NH2, (CH3)2CHNH2, (CH3)2NH and (C2H5)2NH are investigated by spectrophotometry in aqueous medium with an ionic strength practically constant and equal to 1.03+/-0.05 M and for a concentration of total ammonia equal to 1 M.The reaction is first order with respect to each reactant and the observed rate constant, practically pH independent below 8 and above 12.8, reaches a maximum located between the pKa's of NH4+ and RR'NH2+ and depending on the nature and the concentration of the constituents used to fix pH.The reaction proceeds through two pathways involving interactions between NH2Cl and RR'NH or RR'NH2+ for which the proper rate constants are modelized according to the pKa and the substituents of each amine.

SYNTHESE D'IMINES LINEAIRES NON-STABILISEES PAR REACTIONS GAZ-SOLIDE SOUS VIDE(1).

Unstabilized imines are synthetized in gram-scale by vacuum dehydrochlorination of N-chloroalkylamines and by vacuum dehydrocyanation of α-aminonitriles on solid base.All the new compounds are characterized at low temperature by 1H, 13C NMR and IR spectroscopy.