17268-47-2

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 5266, 1987 DOI: 10.1021/jo00232a038

InChI:InChI=1/C7H16N2O/c1-8(2)6-5-7(10)9(3)4/h5-6H2,1-4H3

Upstream product

• 124-40-3 dimethyl amine 
• 140-88-5 ethyl acrylate 
• 2680-03-7 N,N-Dimethylacrylamide 
• 79-10-7 acrylic acid 
• 3853-06-3 methyl 3-(dimethylamino)propionate 
• 6300-04-5 3-dimethylaminopropionic acid 
• 3275-24-9 tetrakis(dimethylamino)titanium 
• 292638-85-8 acrylic acid methyl ester 
• 86860-38-0 pyrogallol triacrilate 
• 50283-25-5 catechol diacrylate 
• 625-36-5 2-chloropropionyl chloride 

Downstream Products

• 2680-03-7 N,N-Dimethylacrylamide 
• 110-95-2 N,N,N'N'-tetramethyl-1,3-propanediamine 
• 53185-52-7 β-methoxy-N,N-dimethylpropionic acid amide 

Relevant academic research and scientific papers

A 'magic bridge': effect of methylene chain length on the photochemistry of radical cations produced from bifunctional X-(CH2)n-Y molecules

The radical cations of aminoamides Me2N(CH2)nC(O)NMe2 and aminoethers Me2N(CH2)nOMe reveal selective photoinduced intramolecular H transfer from methylene bridge at a specific ch

MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE

PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

METHOD FOR PRODUCING ALPHA, BETA-UNSATURATED CARBOXYLIC ACID-N,N-DISUBSTITUTED AMIDE AND METHOD FOR PRODUCING 3-ALKOXYCARBOXYLIC ACID-N,N-DISUBSTITUTED AMIDE

The invention is directed to a technique for effectively producing an amide compound suitable for use as a solvent or a detergent on a large scale and at low cost.

Tandem conjugate addition-aldol reaction to α,β-unsaturated esters and ketones using titanium amide

Titanium dialkylamide, readily available, adds to a α,β-unsaturated esters and ketones in a conjugate addition mode to give ester and ketone enolates, respectively, which are successively quenched with electrophiles such as aldehydes and acetals. The aldol products can be readily converted to the corresponding deaminated or dehydrated derivatives selectively.

Amidation of Chloroalkenes Catalyzed by Tertiary Phosphine Complexes of Palladium(0)

Tertiary phosphine complexes of palladium(0) catalyze the amidation of vinyl chloride (VCl) with carbon monoxide and amines.The reaction is surprisingly fast and gives high yields of the Michael adduct derived from the amine with the corresponding acrylamide.The high rate with VCl is unusual among monochloroalkenes, being orders of magnitude greater than all three of the chloropropenes.The reaction is also stereospecific, with cis- and trans-1-chloropropene giving the propenamides with retention of configuration and no adduct formation.Basicity of the amine, coordination stereochemistry of the ligand, and the concentration of carbon monoxide and amine all influence the reaction rate in the ways that are sometimes unexpected, in both degree and direction.Like bromoalkenes and arenes, chloroalkenes undergo amidation through oxidative addition.This conclusion is based on the stereospecificity and the quantitative coupling of VCl to 1,3-butadiene when carbon monoxide is absent.Catalyst deactivation can occur and is mainly caused by the loss of ligand through conjugate addition with acrylamide.The rate of that reaction is controlled by the nucleophilicity of both the phosphine and the amine with which it competes.It is greatly suppressed in the presence of dimethylamine where amidation occurs with high catalyst turnover.

Biodegradable neuromuscular blocking agents. Part V. α,ω-bisquaternary polyalkylene phenolic esters

A small group of α,ω-bisquaternary polyalkylene esters of quinol, catechol, and pyrogallol have been synthesised, and tested as potential biodegradable neuromuscular blocking agents. Three of the compounds were virtually inactive and the remainder of low potency compared to that of tubocuranine. Duration of action and vagal blockade have also been recorded.