71160-05-9

Basic information

• Product Name: dimethyl malonoimidate dihydrochloride
• Synonyms: dimethyl malonoimidate dihydrochloride;DiMethyl MaloniMidate dihydrochloride;1,3-Dimethyl propanedicarboximidate dihydrochloride
• CAS NO: 71160-05-9
• Molecular Formula: C₅H₁₀N₂O₂*2ClH
• Molecular Weight: 203.06698
• EINECS: 275-224-7
• Mol File: 71160-05-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 228.4 °C at 760 mmHg
• Flash Point: 92 °C
• Appearance: /
• Vapor Pressure: 0.0598mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: dimethyl malonoimidate dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl malonoimidate dihydrochloride(71160-05-9)
• EPA Substance Registry System: dimethyl malonoimidate dihydrochloride(71160-05-9)

Safety Data

• Hazardous Substances Data: 71160-05-9(Hazardous Substances Data)

Usage

General Description

Dimethyl malonoimidate dihydrochloride is a chemical compound that is typically used in organic synthesis and as a reagent for the selective protection of amino groups in peptides. It is also used in the preparation of carbohydrate-derived enolates and in the formation of heterocycles. dimethyl malonoimidate dihydrochloride is a source of highly reactive nucleophiles and has been utilized in the synthesis of various pharmaceutical and bioactive compounds. Additionally, dimethyl malonoimidate dihydrochloride can also be used in the production of plasticizers, resins, and other industrial chemicals. Overall, this chemical has a wide range of applications in both research and industrial settings.

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

Upstream product

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

Downstream Products

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

Relevant articles and documents

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.

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.

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.