52943-21-2

Usage

Uses

Used in Chemical Synthesis:
2-Chloro-N,N-dimethyl-3-pyridinecarboxamide is used as a reagent and intermediate in the synthesis of various bioactive compounds and drugs. Its unique structure and reactivity make it a valuable component in the creation of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Chloro-N,N-dimethyl-3-pyridinecarboxamide is used as a key intermediate in the development of new drugs. Its presence in the molecular structure can contribute to the drug's efficacy, stability, and other pharmacological properties, making it an essential component in the drug discovery process.

InChI:InChI=1/C8H9ClN2O/c1-11(2)8(12)6-4-3-5-10-7(6)9/h3-5H,1-2H3

Upstream product

• 49609-84-9 2-Chloronicotinoyl chloride 
• 124-40-3 dimethyl amine 
• 506-59-2 N,N-dimethylammonium chloride 
• 7391-40-4 N,N-dimethylcyanoacetamide 
• 2942-59-8 2-chloronicotinic acid 
• 40134-18-7 methyl 2-chloropyridine-3-carboxylate 

Downstream Products

• 723731-91-7 2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylnicotinamide 

Relevant academic research and scientific papers

Unexpectedly produced 2-tert-butyl-5-(N,N-dimethylcarbamoyl)pyridine from 2-chloro-3-(N,N-dimethylcarbamoyl)-pyridine with a tert-butyl Grignard reagent

The title compound, C12H18N2O, was obtained by the reaction of 2-chloro-3-(N,N-dimethylcarbamoyl)pyridine with tert-butylmagnesium chloride. The structure was confirmed by NMR spectroscopy and X-ray crystallography.

Preparation method of 2-aminosulfonyl-N, N-dimethyl nicotinamide

The invention provides a preparation method of 2-aminosulfonyl-N, N-dimethyl nicotinamide. The preparation method comprises the following steps: synthesizing 2-chlorine-N, N-dimethyl nicotinamide by taking 2-cyano-5-dimethylamino-2, 4-pentadienyl dicarboxamide and hydrochloric acid gas as raw materials, and reacting at the temperature of between 0 and 100 DEG C to synthesize the 2-chloro-N, N-dimethyl nicotinamide. Furthermore, the preparation method provided by the invention also comprises the step of sequentially synthesizing the 2-sulfydryl-N, N-dimethyl nicotinamide, the 2-chlorosulfonyl-N, N-dimethyl nicotinamide and the 2-aminosulfonyl-N, N-dimethyl nicotinamide by taking the 2-chloro-N, N-dimethyl nicotinamide as a raw material. According to the preparation method of the 2-aminosulfonyl-N, N-dimethyl nicotinamide, provided by the invention, the novel preparation method is provided by taking the 2-cyano-5-dimethylamino-2, 4-pentadiene dicarboxamide as an initial raw material, and the preparation method is relatively short in synthetic route, relatively high in yield and relatively low in cost.

Preparation method 2 - chlorine - N, N - dimethyl nicotinamide

The invention provides a preparation method for 2-chloro-N,N-dimethylnicotinamide. The preparation method comprises the following steps: subjecting disubstituted amidoacrolein and 2-cyano-N,N-dimethylacetamide to a Knoevenagel reaction under the catalysis of a catalyst; and reacting a target intermediate obtained in the previous step with hydrogen chloride gas so as to obtain 2-chloro-N,N-dimethylnicotinamide. The catalyst used in the invention can greatly improve the yield of the Knoevenagel reaction, wherein the yield can reach 97% or above, and the content of 2-chloro-N,N-dimethylnicotinamide reaches 97% or above. The preparation method uses easily available raw materials, is simple to operate, improves reaction yield, avoids usage of reagents with severe toxicity, i.e., phosphorous oxychloride and thionyl chloride, reduces production cost, and is low in the discharge of waste gas, waste water and industrial residues, friendly to environment and suitable for industrial production.

Preparation method of 2-chloro-N, N-dimethyl nicotinamide

The invention belongs to the technical field of pesticides, and particularly relates to a preparation method of 2-chloro-N, N-dimethyl nicotinamide. The preparation method of the 2-chloro-N, N-dimethyl nicotinamide comprises the following steps of taking 2-chloronicotinic acid as a raw material, and carrying out esterification reaction with methanol to obtain 2-chloronicotinic acid methyl ester, and carrying out aminolysis reaction with dimethylamine in the presence of a catalyst N, N-dimethyl nicotinamide to obtain the 2-chloro-N, N-dimethyl nicotinamide. The preparation method disclosed by the invention is mild and controllable in reaction, simple in process equipment, low in dimethylamine consumption, low in production cost and good in product quality, and the amount of wastewater is greatly reduced and is easy to treat.

Synthesis method of 2-chloro-N, N-dimethylnicotinamide

The invention relates to a synthesis method of 2-chloro-N, N-dimethylnicotinamide, and belongs to the technical field of pesticides. According to the method, 2-chloronicotinic acid is used as a starting raw material, 2-chloronicotinyl chloride is obtained through an acylation reaction, and then 2-chloronicotinyl chloride reacts with dimethylamine hydrochloride to obtain 2-chloro-N, N-dimethylnicotinamide. In the process of preparing the 2-chloro-N, N-dimethylnicotinamide from the 2-chloronicotinyl chloride, dimethylamine hydrochloride is used as an aminating agent. Dimethylamine hydrochlorideis solid and is more convenient to use than methylamine aqueous solution and methylamine gas. In terms of the use amount of dimethylamine, the molar ratio of the use amount of 2-chloro-N, N-dimethylnicotinamide to 2-chloronicotinoyl chloride is 1.1-1.4 eq, and only a small amount is excessive, so that the residue of dimethylamine is directly and fundamentally reduced, the difficulty of dimethylamine wastewater treatment is reduced, and the production cost is reduced.

Preparation method of nicosulfuron intermediate 2-chloro-N,N-dimethylnicotinamide

The invention belongs to the technical field of pesticides, and relates to a preparation technology of an agricultural herbicide intermediate, in particular to a preparation method of a nicosulfuron intermediate 2-chloro-N,N-dimethylnicotinamide. Benzene, ethers or alkane and a mixed solvent thereof serve as a solvent to prepare an acyl chloride reagent, then alcohol is dropwise added for an esterification reaction, and then the mixture and equimolar dimethylamine are subjected to a transesterification reaction. The reaction process is high in reaction speed, the amount of dimethylamine used for the reaction is obviously reduced, the reaction time is greatly shortened, and the total yield is 98% or above. The method has the advantages of being easy to operate, low in solvent consumption, easy to control, good in product purity, high in yield, simple in post-treatment process, low in dimethylamine residue content in wastewater and the like. Meanwhile, the solvent used in the method canbe recycled, environmental pollution is avoided, and the method is a novel synthesis technical method.

Synthesis process of nicosulfuron original medicine

The invention relates to a synthesis process of a nicosulfuron original medicine. In the method, 2-chloronicotinic acid is used as a raw material to synthesize an intermediate 2-sulfunylchloro-N,N-dimethyl nicotinamide, which is then reacted with amino pyrimidine to produce the nicosulfuron. The method has good atom economy and meanwhile avoids use of highly-toxic raw materials, such as phosgene, and expensive catalysts. The method has simple operations, is low in pollution and is low in cost; by means of continuous material feeding and continuous distillation, continuous synthesis of the nicosulfuron original medicine is achieved, and synthesis quality and yield of the nicosulfuron are greatly improved.

N-Arylpiperazinyl-N'-propylamino derivatives of heteroaryl amides as functional uroselective α1-adrenoceptor antagonists

Novel arylpiperazines were identified as α1-adrenoceptor (AR) subtype- selective antagonists by functional in vitro screening. 3-[4-(ortho- Substituted phenyl)piperazin-1:yl]propylamines were derivatized with N,N- dimethyl anthranilamides, nicotinamides, as well as carboxamides of quinoline, 1,8-naphthyridine, pyrazolo[3,4-b]pyridine, isoxazolo[3,4- b]pyridine, imidazo[4,5-b]pyridine, and pyrazolo[1,5-a]pyrimidines. Strips of rabbit bladder neck were employed as a predictive assay for antagonism in the human lower tract. Rings of rat aorta were used as a 'negative screen' for the test antagonists. Binding to α1-ARs was relatively sensitive to size and electronic features of the arylpiperazine portion of the antagonists and permissive to these features on the heteroaryl carboxamide side. These structure-affinity findings were exploited to produce nicotinamides (e.g. 13ii and 25x) and pyrazolo[3,4-b]pyridines (e.g. 37f and 37y) ligands with nanomolar affinity at the α1-AR subtype prevalent in the human lower urinary tract (pA2 values: 8.8, 10.7, 9.3, and 9.9, respectively) and displaying 2-3 orders of magnitude selectivity over the α(1D)-AR.

Preparation of 2-chloropyridine derivatives

Certain 2-chloropyridine derivatives, which are useful as starting materials for the preparation of various herbicides and fungicides, are prepared by cyclization of 1,3-butadiene derivatives in the presence of hydrogen chloride.

Cyano-dienes, halopyridines, intermediates and a process for their preparation

This invention relates to certain cyano-dienes and halopyridines and the processes for their preparation from a protected 1,3-dialdehyde and a cyano-diene.