71160-05-9

Usage

Uses

Used in Organic Synthesis:
Dimethyl malonoimidate dihydrochloride is used as a reagent for the selective protection of amino groups in peptides, facilitating the synthesis of complex organic molecules and enhancing the efficiency of peptide synthesis processes.
Used in Pharmaceutical and Bioactive Compounds Synthesis:
As a source of highly reactive nucleophiles, dimethyl malonoimidate dihydrochloride is employed in the synthesis of various pharmaceutical and bioactive compounds, contributing to the development of new drugs and therapeutic agents.
Used in Carbohydrate Chemistry:
Dimethyl malonoimidate dihydrochloride is used as a reagent in the preparation of carbohydrate-derived enolates, enabling the synthesis of carbohydrate-based compounds with potential applications in the pharmaceutical, food, and chemical industries.
Used in Heterocycle Formation:
This chemical compound is utilized in the formation of heterocycles, which are important structural motifs in many biologically active molecules and have applications in medicinal chemistry and materials science.
Used in Industrial Chemical Production:
Dimethyl malonoimidate dihydrochloride is used in the production of plasticizers, resins, and other industrial chemicals, contributing to the development of various products used in different industries such as plastics, coatings, and adhesives.

InChI:InChI=1/C5H9NO3.2ClH/c1-8-4(6)3-5(7)9-2;;/h6H,3H2,1-2H3;2*1H

Upstream product

• 109-77-3 malononitrile 
• 76-13-1 1,1,2-Trichloro-1,2,2-trifluoroethane 
• 67-56-1 methanol 

Downstream Products

• 36315-01-2 4,6-dimethoxy-2-aminopyrimidine 
• 77087-96-8 methyl 3-amino-3-methoxy-N-nitrile-2-propionamidine 

Relevant academic research and scientific papers

Preparation method of 2-amino-4, 6-dimethoxypyrimidine

The invention discloses a preparation method of 2-amino-4, 6-dimethoxypyrimidine, which comprises the following steps: S1, reacting malononitrile with methanol and hydrogen chloride to prepare 1, 3-dimethoxymalonamidine dihydrochloride; S2, controlling the pH value to be 5-6, and adding cyanogen chloride to react with 1, 3-dimethoxypropane diamidine dihydrochloride, so as to prepare 3-amino-3-methoxy-N-nitrile-based 2-propylamidine; and S3, carrying out cyclization on the 3-amino-3-methoxy-N-nitrile-2-propylamidine to obtain 2-amino-4, 6-dimethoxy pyrimidine; wherein the reaction in the step S1-S3 is carried out in an organic solvent. The cyanide chloride is adopted to replace cyanamide in a traditional method, the water content of a synthesis system is reduced, the amount of three wastesis reduced, a target product is synthesized through a one-pot method, damage caused by high corrosivity of 1, 3-dimethoxypropane diamidine dihydrochloride is avoided, the synthesis time is shortened,and the production efficiency is improved.

Preparation method of 4-amino-2, 6-dimethoxypyrimidine

The invention discloses a preparation method of 4-amino-2, 6-dimethoxypyrimidine in the technical field of chemical synthesis. The preparation method comprises: (1) an addition reaction: adding anhydrous methanol, a solvent and malononitrile into a container and feeding dry hydrogen chloride gas into the container for an addition reaction, (2) a condensation reaction: adding a deacidification agent into 1, 3-dimethoxypropanediamidine hydrochloride obtained in the step (1) and adding cyanamide into the mixture for a condensation reaction, (3) a cyclization reaction: adding a Lewis acid protecting agent into 3-amino-3-methoxy-N-cyano-2-propionamidine obtained in the step (2) and feeding dry hydrogen chloride gas into the mixture for a cyclization reaction, and (4) a methoxylation reaction: adding methanol and sodium hydroxide into a container, stirring and dissolving the mixture, and then adding the mixture into the 2-chloro-4-amino-6-methoxypyrimidine obtained in the step (3) for a methoxylation reaction. The preparation method is a novel method for synthesizing 4-amino-2, 6-dimethoxypyrimidine and greatly reduces the amount of discharged pollutants.

Synthesis method of 2-chloro-4,6-dimethoxypyrimidine

The invention provides a synthesis method of 2-chloro-4,6-dimethoxypyrimidine and belongs to the technical field of organic synthesis. A synthesis route that malononitrile, methanol, acetyl chloride,hydrogen cyanamide and alkali liquor are taken as raw materials is adopted, malononitrile is dropwise added into a system of malononitrile and methanol, 1,3-dimethamidine dihydrochloride is directly obtained, then reaction is carried out with sodium bicarbonate and hydrogen cyanamide to obtain 3-amino-3-methoxy-N-nitrile-2-propyl amidine, and further reaction is carried out with hydrogen chloride,so that 2-chloro-4,6-dimethoxypyrimidine is obtained. The synthesis method provided by the invention has the advantages that tedious synthesis process and equipment of 1,3-dimethamidine dihydrochloride are eliminated, acetyl chloride is added into the malononitrile and methanol, and 1,3-dimethamidine dihydrochloride is directly obtained by virtue of a one-step method. The synthesis route of 1,3-dimethamidine dihydrochloride has the advantages that moisture is controlled to be extremely low, product quality is stable and yield is high.

2-amino-4,6-dimethoxypyrimidine synthesis method

The invention provides a 2-amino-4,6-dimethoxypyrimidine synthesis method, which belongs to the technical field of organic synthesis. The invention provides a synthetic route which takes malononitrile, methanol, acetyl chloride, hydrogen cyanamide and alkali liquor as raw materials; the method comprises the following steps of dropwise adding the acetyl chloride to a system of the malononitrile andthe methanol, directly obtaining 1,3-dimethylpropanediamidine dihydrochloride, then reacting with the alkali liquor and the hydrogen cyanamide to obtain 3-amino-3-methoxy-N-cyano-2-propylamidine andfurther performing closed-loop rearrangement to obtain 2-amino-4,6-dimethoxypyrimidine. The synthesis method provided by the invention saves the cumbersome synthesis technology and equipment of the 1,3-dimethylpropanediamidine dihydrochloride, and comprises the steps of adding the acetyl chloride into the malononitrile and the methanol to directly obtain the 1,3-dimethylpropanediamidine dihydrochloride. The synthetic route of the 1,3-dimethylpropanediamidine dihydrochloride in the invention has extremely low moisture control, stable product quality and high yield.

Integrated synthetic method of 2-amino-4,6-dimethoxypyrimidine

The invention provides an integrated synthetic method of 2-amino-4,6-dimethoxypyrimidine, belongs to the technical field of organic synthesis, and provides a synthetic route using malononitrile, methanol, acetyl chloride, cyanamide and alkali liquid as raw materials. The integrated synthetic method comprises the following steps: dropwise adding acetyl chloride into a system of malononitrile and methanol to directly obtain 1,3-dimethyl propadiamidine dihydrochloride, and then performing reaction on 1,3-dimethyl propadiamidine dihydrochloride and the alkali liquid and cyanamide to obtain 3-amino-3-methoxyl-N-nitril-2-propa-amidine; directly heating, evaporating solvent and performing distillation to obtain 2-amino-4,6-dimethoxypyrimidine. According to the synthetic method disclosed by the invention, a synthetic process and equipment of 1,3-dimethyl propadiamidine dihydrochloride are simple, moisture control of the system is extremely low, the quality of the product is stable, and the yield is high. By adopting the integrated synthetic process, the synthetic process is reduced, distillation is carried out under reduced pressure so as to obtain 2-amino-4,6-dimethoxypyrimidine, and thepurity of the product is up to 99.99 percent.

A 2 - amino - 4, 6 - dimethoxy pyrimidine preparation method

The invention relates to the technical field of synthesis of an important midbody of medicine and chemicals, and particularly relates to a preparation method of 2-amino-4, 6-dimethoxy pyrimidine. According to the method, malononitrile is used as a basic raw material, a target object is prepared by virtue of reaction such as imidization, cyanamide substitution, aromatization cyclization and the like, particularly an aromatization cyclization optimization process is innovatively designed, so that the preparation method has characteristics of high yield, high purity and low cost. The improved process is simple in procedures, easy to industrialize, smooth to operate, less in waste gas, waste water and waste residue and environment-friendly, has remarkable social benefit and economic benefit and is suitable for industrialized production.

Thiono and Dithio Esters, 40. - Reactions of Dithionomalonic Esters with Nucleophilic Nitrogen Bases

Dithionomalonic esters 1, obtained from malonitrile via malonodiimidium salts 5 by thiolysis, react with amines under elimination of H2S to form the 3-amino-thioacrylic O-esters 11.The alkali salts of 1 condense with amines to give the malonodithioamides 12 by loss of 2 molecules of alcohol.Oxidative cyclization of 11 leads to the isothiazoles 16-18.Reaction of 1 with hydrazines gives rise to the pyrazoles 20-22; with amidines the pyrimidines 23 and 24 were obtained.

Process for preparing dialkyl propanediimidate dihydrohalides

An improved process for preparing a dialkyl propanediimidate dihydrohalide by reacting malononitrile, an alcohol, and hydrogen halide, wherein the improvement comprises conducting the reaction under greater than atmospheric pressure in a halobenzene, haloalkylbenzene or alkylbenzene solvent.

Process for preparing dialkyl propanediimidate dihydrohalides

An improved process for preparing a dialkyl propanediimidate dihydrohalide by reacting malononitrile, an alcohol, and hydrogen halide, wherein the improvement comprises conducting the reaction in a chlorofluorocarbon solvent.

Process for preparing a dialkyl propanediimidate dihydrohalide

An improved process for preparing a dialkyl propanediimidate dihydrohalide by reacting malononitrile, an alkyl alcohol, and hydrogen halide, wherein the improvement comprises conducting the reaction in an alkyl acetate as a solvent.