Diethyl aminomalonate hydrochloride, 98%
Diethyl aminomalonate hydrochloride, 98%
Diethyl aminomalonate hydrochloride, 98%
Thermo Scientific Chemicals

Diethyl aminomalonate hydrochloride, 98%

CAS: 13433-00-6 | C7H14ClNO4 | 211.642 g/mol
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Catalog number A13681.09
also known as A13681-09
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10 g
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Chemical Identifiers
CAS13433-00-6
IUPAC Namehydrogen 1,3-diethyl 2-aminopropanedioate chloride
Molecular FormulaC7H14ClNO4
InChI KeyGLFVNTDRBTZJIY-UHFFFAOYSA-N
SMILES[H+].[Cl-].CCOC(=O)C(N)C(=O)OCC
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SpecificationsSpecification SheetSpecification Sheet
FormPowder
Assay (Titration ex Chloride)≥97.5 to ≤102.5%
Appearance (Color)White
Diethyl aminomalonate hydrochloride is used as a pharmaceutical intermediate. Diethyl aminomalonate with formaldehyde generates an azomethine ylide which can undergo cycloadditions with 1,2-dipolarophiles to form pyrrolidines.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Diethyl aminomalonate hydrochloride is used as a pharmaceutical intermediate. Diethyl aminomalonate with formaldehyde generates an azomethine ylide which can undergo cycloadditions with 1,2-dipolarophiles to form pyrrolidines.

Solubility
Soluble in water.

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. It is hygroscopic in nature. Incompatible with oxidizing agents.
RUO – Research Use Only

General References:

  1. Mario D. Bachi.; Nira Bar-Ner.; Charles M. Crittell.; Peter J. Stang.; Bobby L. Williamson. Synthesis of alkynyl(phenyl)iodonium triflates and their reaction with diethyl 2-aminomalonate. J. Org. Chem. 1991, 56 (12), 3912-3915.
  2. Ning Chen.; Yuelie Lu.; Kumar Gadamasetti.; Clarence R. Hurt.; Mark H. Norman.; Christopher Fotsch. A Short, Facile Synthesis of 5-Substituted 3-Amino-1H-pyrrole-2-carboxylates. J. Org. Chem. 2000, 65 (8), 2603-2605.
  3. Diethyl aminomalonate with formaldehyde generates an azomethine ylide which can undergo cycloadditions with 1,2-dipolarophiles to form pyrrolidines: Tetrahedron Lett., 29, 6649 (1988):