1857-20-1

Basic information

• Product Name: N-ME-GLY-NME2
• Synonyms: SAR-NME2;SAR-NME2 HCL;SARCOSINE DIMETHYLAMIDE;SARCOSINE DIMETHYLAMIDE HYDROCHLORIDE;SARCOSINE-NME2;N,N-DIMETHYL-2-(METHYLAMINO)ACETAMIDE;N,N-DIMETHYL-2-METHYLAMINO-ACETAMIDE HYDROCHLORIDE;N-METHYL-GLYCINE DIMETHYLAMIDE
• CAS NO: 1857-20-1
• Molecular Formula: C₅H₁₂N₂O
• Molecular Weight: 116.16
• Product Categories: API intermediates
• Mol File: 1857-20-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 175.4 °C at 760 mmHg
• Flash Point: 59.9 °C
• Appearance: /
• Density: 0.934 g/cm³
• Vapor Pressure: 1.15mmHg at 25°C
• Refractive Index: 1.437
• Storage Temp.: -15°C
• PKA: pK1:8.86(+1) (25°C)
• CAS DataBase Reference: N-ME-GLY-NME2(CAS DataBase Reference)
• NIST Chemistry Reference: N-ME-GLY-NME2(1857-20-1)
• EPA Substance Registry System: N-ME-GLY-NME2(1857-20-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1857-20-1(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

N,N-Dimethyl-2-(methylamino)acetamide, HCl

InChI:InChI=1/C5H12N2O/c1-6-4-5(8)7(2)3/h6H,4H2,1-3H3

Upstream product

• 5840-76-6 sarcosine-N-carboxyanhydride 
• 124-40-3 dimethyl amine 
• 74-89-5 methylamine 
• 2675-89-0 2-chloro-N,N-dimethylacetamide 
• 2083-91-2 N,N-Dimethyltrimethylsilylamine 
• 65918-90-3 tert-butyl (2-(dimethylamino)-2-oxoethyl)(methyl)carbamate 
• 506-59-2 N,N-dimethylammonium chloride 
• 5468-77-9 2-bromo-N,N-dimethylethanamide 

Downstream Products

• 29399-02-8 N,N-dimethyl-2-(N-methylacetamido)acetamide 
• 13574-16-8 -sarkosin-dimethylamid 
• 13574-22-6 -sarkosyl-sarkosin-dimethylamid 
• 410544-66-0 5-[[2-(dimethylamino)-2-oxoethyl](methyl)amino]-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide 

Relevant articles and documents

Conformational Features of Thioamide-Containing Dipeptoids and Peptoid-Peptide Hybrids - Computational and Experimental Approaches

The effects of thioamide incorporation into N,N-dimethyl-2-(N-methylacetamido)acetamide and N-methyl-2-(N-methylacetamido)acetamide as the simplest models of a dipeptoid structure and a peptoid-peptide hybrid are discussed. The solvent-modulated conformational features of model compounds were examined by computations enhanced by natural bond orbital (NBO) analysis and experimentally by kinetic and equilibrium measurements using NMR spectroscopy. The computations supported by NBO analysis showed that intrinsic stability of the predominant trans isomer (αD and C7β forms) of the dipeptoid model results from an indirect n → π? interaction, occurring between the carbonyl oxygen lone pair (n) and the π? orbital of the adjacent amide carbonyl through the C-H antibond (σ?). The direct n → π? interaction constitutes a negligible contribution to trans stabilization. The N-terminal thioxo substitution increases this indirect electron delocalization, making the αD isomer prevalent. The nX → σN′C-H? interaction is an additional source of stability of the trans-C7β form relevant for the underivatized dipeptoid model and its C-terminal thioamide counterpart. In the peptoid-peptide hybrid, the trans preference is perturbed by subtle differences in the H-bond donor-acceptor abilities between the thioxo and oxo groups. The cis isomer becomes more populated with an increase in the strength of polarity and the hydrogen bonding acceptor ability of the solvent molecules. While thioxo substitution slightly shifts the trans-cis equilibrium in polar solvents, it effectively allows for increasing or decreasing the barrier to trans-cis rotation with respect to underivatized model compounds depending on N- vs C-terminal thioamide backbone substitution.

Microwave-assisted solvent-free intramolecular 1,3-dipolar cycloaddition reactions leading to hexahydrochromeno[4,3-b]pyrroles: scope and limitations

We report the microwave-assisted solvent-free synthesis of hexahydrochromeno[4,3-b]pyrroles. Intramolecular 1,3-dipolar cycloadditions proceed under these conditions within 15-40 min in 16-84% yields. An influence of the microwave irradiation upon various [3+2] cycloaddition reaction intermediates was studied. Additionally, a scope and limitations of these reactions including an influence of the dipolarophile geometry upon the cycloaddition selectivity and steric demands of the dipole upon its reactivity were also disclosed. These observations led us to postulate a preferable transition state of the reaction. Finally, an influence of the microwave irradiation to the isomerization of activated olefins was also described.

The reaction of amino acid N-carboxylic acid anhydrides with N-silylated prim and sec amines

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