14307-90-5

Usage

InChI:InChI=1/C12H18N2O/c1-3-14(4-2)12(15)10-13-11-8-6-5-7-9-11/h5-9,13H,3-4,10H2,1-2H3

Upstream product

• 62-53-3 aniline 
• 2315-36-8 2-Chloro-N,N-diethylacetamide 
• 6112-00-1 N,N-diethyl-2-diazoacetamide 

Downstream Products

• 94309-07-6 N-Phenyl-N-benzoyl-aminoessigsaeure-diaethylamid 
• 106321-35-1 N-chloroacetyl-N-phenyl-glycine diethylamide 
• 102440-56-2 N-(2-hydroxy-ethyl)-N-phenyl-glycine diethylamide 
• 101779-68-4 phenylimino-di-acetic acid bis-diethylamide 
• 100876-32-2 N-(diethylcarbamoyl-methyl)-N-phenyl-glycine 
• 92699-33-7 N-phenyl-N-propionyl-glycine diethylamide 

Relevant academic research and scientific papers

Cytochrome P450-catalyzed insertion of carbenoids into N-H bonds

Expanding nature's catalytic repertoire to include reactions important in synthetic chemistry will open new opportunities for 'green' chemistry and biosynthesis. We demonstrate the first enzyme-catalyzed insertion of carbenoids into N-H bonds. This type of bond disconnection, which has no counterpart in nature, can be mediated by variants of the cytochrome P450 from Bacillus megaterium. The N-H insertion reaction takes place in water, provides the desired products in 26-83% yield, forms the single addition product exclusively, and does not require slow addition of the diazo component.

Selective N-alkylation of primary amines with chloroacetamides under pH-controlled aqueous conditions

A practical method for selective alkylation of primary amines with chloroacetamides under modified Finkelstein conditions using stoichiometric amounts of sodium iodide in acetonitrile/water is described. An interesting finding in this study was that α-alkylaminoacetamides are less basic than the corresponding primary alkylamines by about 2pKa units; this necessitated a pH of 12 during alkylation to optimize the monoalkylation selectivity. Depending on the amount of primary amine used, mono:dialkylation selectivities ranged from 2.7 to 10.