26245-56-7

Usage

InChI:InChI=1/C3H8ClN/c1-3(2)5-4/h3,5H,1-2H3

Upstream product

• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 75-31-0 isopropylamine 
• 128-09-6 N-chloro-succinimide 

Downstream Products

• 75-31-0 isopropylamine 
• 70441-63-3 4-fluoro-N-isopropyl-aniline 
• 16495-67-3 4-(isopropylamino)anisole 
• 1448171-39-8 C₁₂H₁₇N₃O₃ 

Relevant academic research and scientific papers

A General Approach to Site-Specific, Intramolecular C?H Functionalization Using Dithiocarbamates

Intramolecular hydrogen atom transfer is an established approach for the site-specific functionalization of unactivated, aliphatic C?H bonds. Transformations using this strategy typically require unstable intermediates formed using strong oxidants and have mainly targeted C?H halogenations or intramolecular aminations. Herein, we report a site-specific C?H functionalization that significantly increases the synthetic scope and convergency of reactions proceeding via intramolecular hydrogen atom transfer. Stable, isolable N-dithiocarbamates are used as precursors to amidyl radicals formed via either light or radical initiation to efficiently deliver highly versatile alkyl dithiocarbamates across a wide range of complex structures.

Cobalt-catalyzed electrophilic amination of arylzincs with N-chloroamines

Roles reversed: An efficient cobalt-catalyzed electrophilic amination of arylzinc reagents has been achieved. A variety of functionalized arylzincs and N-chloroamines were coupled under mild conditions (see scheme). Both secondary and tertiary arylamines were obtained in moderate to excellent yields. Copyright

[Cp*RhCl2]2-catalyzed ortho-C-H bond amination of acetophenone o-methyloximes with primary N-chloroalkylamines: Convenient synthesis of N-alkyl-2-acylanilines

Rh(iii)-catalyzed aromatic C-H amination of acetophenone o-methyloximes with primary N-chloroalkylamines was developed, and the arylamine products were obtained in up to 92% yield. The reaction probably involves rate-limiting electrophilic C-H bond cleavage (kH/kD = 2).

Kinetic Study of the Formation of N-Chloramines

We studied the kinetics of the chlorination of amines by sodium hypochlorite in strongly alkaline aqueous solution.A reaction mechanism compatible with experimental results is proposed and discussed.

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.

Gasphase Reactions, 60. - Methanimines RR'C=NR'': Preparation and Photoelectron Spectra

Methanimines RR'C=NR'' (R, R', R'' = H, CH3) are prepared by pyrolysis of alkyl azides, or by consecutive chlorination of gaseous alkylamines at solid N-chlorosuccinimide and dehydrochlorination of the resulting N-chloroamines by passage over potassium tert-butylate in flow reactors; the reaction conditions are advantageously optimized applying PE spectroscopic realtime analysis.Their ionization patterns are assigned based on geometry-optimized MNDO calculations, radical cation state comparison, and the vibrational fine structures of individual bands.Despite their tendency to polymerize, the compounds may be condensed as monomers at low temperature and characterized by NMR.Reevaporated methanimine decomposes into H2 and HCN only above 1300 K, i.e. relative to its formation as "chemically activated" product in the methyl azide pyrolysis at a temperature higher by over 500 K.The chlorination of cyclopropylamine followed by dehydrochlorination yields a reaction mixture containing large amounts of hitherto unknown cyclopropanimine (H2C)2C=NH.