13433-00-6

Basic information

• Product Name: Diethyl aminomalonate hydrochloride
• Synonyms: AMino Malonic diethyl ester hydrochloride;1,3-diethyl 2-aminopropanedioate, HCl;aminomalonate hydrochloride;Propanedioic acid, 2-amino-, 1,3-diethyl ester, hydrochloride (1:1);Diethyl aminomalote hydrochloride;AMINOMALONIC ACID DIETHYL ESTER HCL;AMINOMALONIC ACID DIETHYL ESTER HYDROCHLORIDE;DIETHYL 2-AMINOMALONATE HYDROCHLORIDE
• CAS NO: 13433-00-6
• Molecular Formula: C₇H₁₃NO₄*ClH
• Molecular Weight: 211.64
• EINECS: 236-556-8
• Product Categories: Pharmaceutical Intermediates;Small molecule;API intermediates;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
• Mol File: 13433-00-6.mol

Chemical Properties

• Melting Point: 165-170 °C (dec.)(lit.)
• Boiling Point: 200 °C at 760 mmHg
• Flash Point: 52.3 °C
• Appearance: White to slightly yellow/Crystalline Powder
• Density: 1.129 g/cm³
• Vapor Pressure: 0.332mmHg at 25°C
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform, DMSO, Water
• Water Solubility: soluble
• Sensitive: Hygroscopic
• BRN: 3568037
• CAS DataBase Reference: Diethyl aminomalonate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl aminomalonate hydrochloride(13433-00-6)
• EPA Substance Registry System: Diethyl aminomalonate hydrochloride(13433-00-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 13433-00-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Diethyl aminomalonate hydrochloride is used as a pharmaceutical intermediate for the synthesis of a wide range of medications. Its ability to generate an azomethine ylide with formaldehyde allows it to undergo cycloadditions with 1,2-dipolarophiles, leading to the formation of pyrrolidines. This unique property makes it an essential component in the development of new drugs and therapeutic agents.

InChI:InChI=1/C7H13NO4/c1-3-11-6(9)5(8)7(10)12-4-2/h5H,3-4,8H2,1-2H3/p+1

Upstream product

• 202979-89-3 formylamino-piperidinomethyl-malonic acid diethyl ester 
• 64-17-5 ethanol 
• 6829-41-0 diethyl oximinomalonate 

Downstream Products

• 409111-23-5 diethyl 2-phenylthioamidomalonate 
• 54001-37-5 -malonsaeure-diaethylester 
• 54001-50-2 2-(3-phenylureido)malonic acid diethyl ester 
• 21823-90-5 Diethyl-N'-methylureidomalonat 
• 75703-54-7 diethyl 5-phenyl-3-(p-tolyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate 
• 75703-60-5 diethyl 3-(p-chlorophenyl)-5-phenyl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate 
• 148671-86-7 2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester 
• 72161-14-9 4-(carboethoxy)-5-hydroxy-2-(β-D-ribofuranosyl)-imidazole 
• 130548-14-0 Z-D-Ala-Ama(OEt)-OEt 
• 75703-66-1 diethyl 5-(p-nitrophenyl)-3-phenyl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate 
• 102831-44-7 diethyl tert-butoxycarbonylaminomalonate 
• 75703-65-0 diethyl 5-(m-nitrophenyl)-3-phenyl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate 
• 143674-09-3 Boc-Phe-Phe-NHCH(CO₂Et)2 
• 87857-67-8 diethyl 5-chloro-2-nitrobenzoylaminomalonate 

Relevant articles and documents

Synthesis of β-(sec-Amino)alanines

Preparation of β-(sec-amino)alanines (3) by acid hydrolysis of diethyl (sec-aminomethyl)formamidomalonates (2) was studied. Although high reaction temperature resulted in low yield, low reaction temperature (below 30 °C) gave good to excellent yields. The

Preparation method of diethyl amino-malonate hydrochloride

The preparation method comprises first steps of preparing diethyl malonate in acetic acid, subnitration with an aqueous solution of nitrous acid to obtain the oxime-based malonic acid diethyl ester. 2nd: The oxime-based malonate is subjected to catalytic hydrogenation reaction with a nickel-containing ternary catalyst in an alcohol solvent to obtain diethyl amino-malonate. 3rd-Step: After the catalyst is filtered off, the catalyst is salified with hydrogen chloride ethanol and then dissolved in acetone to obtain diethyl amino-malonate hydrochloride. The method has the characteristics of mild and safe reaction conditions, simple and convenient operation, high yield, low cost, good quality and the like, and has wide application prospects. In addition, the hydrogenation technology for the method not only avoids waste residues and waste acid generated by reduction of zinc powder, but also avoids the disadvantages of expensive price and easy poisoning inactivation of the palladium-carbon catalyst.

Unified Strategy to Amphenicol Antibiotics: Asymmetric Synthesis of (-)-Chloramphenicol, (-)-Azidamphenicol, and (+)-Thiamphenicol and Its (+)-3-Floride

The asymmetric synthesis of (-)-chloramphenicol, (-)-azidamphenicol, and (+)-thiamphenicol and its (+)-3-floride, (+)-florfenicol, is reported. This approach toward the amphenicol antibiotic family features two key steps: (1) a cinchona alkaloid derived urea-catalyzed aldol reaction allows highly enantioselective access to oxazolidinone gem-diesters and (2) a continuous flow diastereoselective decarboxylation of thermally stable oxazolidinone gem-diesters to form the desired trans-oxazolidinone monoesters with two adjacent stereocenters that provide the desired privileged scaffolds of syn-vicinal amino alcohols in the amphenicol family.

METHYLPYRROLOPYRIMIDINECARBOXAMIDES

The compounds of Formula (I), wherein R1, R2, R21, R22, R23, R24, Y and R3 have the meanings as given in the description, the salts thereof, the stereoisomers of the compounds and the salts thereof are effective inhibitors of the type 5 phosphodiesterase.