1690-76-2

Usage

Abbreviation

DMP

Structure

Cyclic amide with a piperidin-2-one core and two methyl groups attached to the nitrogen atom

Solubility

Highly soluble in polar solvents

Applications

a. Building block in the synthesis of pharmaceuticals
b. Building block in the synthesis of agrochemicals
c. Building block in the synthesis of other fine chemicals
d. Reagent in organic synthesis
e. Precursor for the preparation of various derivatives

Chemical properties

Versatile, making it a valuable intermediate in the chemical industry

InChI:InChI=1/C7H13NO/c1-6-4-3-5-8(2)7(6)9/h6H,3-5H2,1-2H3

Upstream product

• 6456-92-4 1,3-dimethylpyridin-2(1H)-one 
• 1120-72-5 2-Methylcyclopentanone 
• 85462-16-4 N-Methyl-O-p-nitrophenylsulphonylhydroxylamine 
• 931-20-4 1-methylpiperidin-2-one 
• 917-54-4 methyllithium 
• 136788-07-3 trans-1,3-dimethyl-6-(methylthio)-2-piperidinone 
• 136788-07-3 cis-1,3-dimethyl-6-(methylthio)-2-piperidinone 
• 695-35-2 1,3-dimethylpiperidine 
• 136788-04-0 N,2-dimethyl-N-<1-(methylthio)ethenyl>-2-propenamide 
• 136788-05-1 N,2-dimethyl-N-<1-(phenylthio)ethenyl>-2-propenamide 
• 108-99-6 3-Methylpyridine 
• 3768-43-2 3-methyl-piperidin-2-one 
• 74-88-4 methyl iodide 

Downstream Products

• 5631-71-0 1,5-dimethyl-1,2,3,4-tetrahydro-pyridine 
• 695-35-2 1,3-dimethylpiperidine 

Relevant academic research and scientific papers

EFFICIENT SYNTHESIS OF N-SUBSTITUTED LACTAMS FROM (N-ARYLSULFONYLOXY)AMINES AND CYCLIC KETONES

A new method is reported for the direct preparation of N-substituted lactams from cycloalkanones.N-(p-nitrobenzenesulfonoxyl) methylamine 1a (CH3NH-OSO2C6H4NO2) was reacted with a series of cycloalkanones to give good yields of N-methyl lactams.An addition-rearrangement pathway accounts for the ring-expanded lactam products.A series of N-alkyl-N-arylsulfonoxyl amines were generated in situ and reacted with cyclobutanone to give N-alkyl pyrrolidinones in high yields.

Utilizing Carbonyl Coordination of Native Amides for Palladium-Catalyzed C(sp3)?H Olefination

PdII-catalyzed C(sp3)?H olefination of weakly coordinating native amides is reported. Three major drawbacks of previous C(sp3)?H olefination protocols, 1) in situ cyclization of products, 2) incompatibility with α-H-containing substrates, and 3) installation of exogenous directing groups, are addressed by harnessing the carbonyl coordination ability of amides to direct C(sp3)?H activation. The method enables direct C(sp3)?H functionalization of a wide range of native amide substrates, including secondary, tertiary, and cyclic amides, for the first time. The utility of this process is demonstrated by diverse transformations of the olefination products.

PROCESS FOR PREPARING LACTAMS

The present invention relates to a method for preparing lactams using heterogeneous catalysis by hydrogenating at least one compound of the following formula (I), where A is a radical of the following formula (I′) or (II′): —CH(R1)—CH(R2)— (I′); or —CH(R1)—CH(R2)—CH(R3)— (II′); where R1, R2 and R3 are, independently from each other, H, OH, an alkyl radical, or a cycloalkyl radical; and R is H or a straight or branched alkyl radical having 1 to 20, preferably 1 to 10, and more preferably 1 to 4 carbon atoms. Said method is carried out at a pressure of less than 60 bars, preferably 10 to 50 bars, in the presence of a solid hydrogenation catalyst including at least two metals selected from the group of noble metals and transition metals, and an inert substance used as a support, wherein said compound of formula (I) can be used alone or as part of a mixture.

PHOTOCYCLIZATION OF ENAMIDES. 38 REDUCTIVE PHOTOCYCLIZATION OF α-(METHYLTHIO)- AND α-(ARYLTHIO)ENAMIDES

Reductive photocyclization of α-(methylthio)enamide (2) gave exclusively six-membered lactams (3) and (4) while the same reaction of α-(arylthio)enamides (6) and (12) was found to afford five-membered lactams (7) and (13) as major products.A novel total s

Preparation of Nitroalkenes: Substitution Reaction via Addition-Elimination Using β-Nitrovinyl Sulfoxides

Nitroalkenes were prepared by the substitution reaction of β-nitrovinyl sulfides and sulfoxides with a variety of carbon nucleophiles (i.e. alkylmetal reagents and enolates of carbonyl compounds), via an addition-elimination sequence.The sulfoxide as a leaving group was suitable for the reaction with an enolate of carbonyl compounds.This method was useful for the synthesis of nitroalkenes .

Mercuric dehydrogenations of N-tertiary piperidine derivatives with different substitution pattern

A comparison of the dehydrogenation of different N-tertiary piperidine derivatives with mercuric EDTA and mercuric acetate shows an increase of the reaction with the complex method.This is especially evident with the N-demethylation of 1,2,2,6,6-pentamethylpiperidine.Generally with dehydrogenations offering a possibility of generating a tertiary or a secondary carbenium ion, the latter alternative is mostly also realized to a minor extent.