Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

A14048 Diethyl acetamidomalonate, 98+%

CAS Number
1068-90-2
Synonyms
Acetamidomalonic acid diethyl ester

Stock No. Size Price ($) Quantity Availability
A14048-14 25g 17.40
A14048-22 100g 33.90
A14048-36 500g 137.00
Add to Cart Add to Quote Request View Item

Diethyl acetamidomalonate, 98+%

MDL
MFCD00009146
EINECS
213-952-9

Chemical Properties

Formula
CH3CONHCH(CO2CH2CH3)2
Formula Weight
217.22
Melting point
96-99°
Boiling Point
185°/20mm
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in chloroform and methanol. Slightly soluble in water.

Applications

Diethyl 2-Acetamidomalonate, is a versatile building block used for the synthesis of various pharmaceutical and biologically active compounds. It is an intermediate for the preparation of Novobiocin analogues as potential heat shock protein 90 inhibitors. It is also used as a important intermediates in syntheses of vitamins B1 and B6, barbiturates, non-steroidal anti-inflammatory agents, other numerous pharmaceuticals.

Notes

Store in cool, dry place in tightly closed containers. Store away from oxidizing agent.

Literature References

Sambasivarao Kotha; Kuldeep Singh. N-Alkylation of diethyl acetamidomalonate: synthesis of constrained amino acid derivatives by ring-closing metathesis. Tetrahedron Letters. 2004, 45(52), 9607-9610.

Paul Angell; Peter G. Blazecka; Mark Lovdahl; and Ji Zhang. Indium(III)-Catalyzed Addition of Diethyl Acetamidomalonate to Terminal Alkynes:? An Efficient Approach to β-Branched α-Amino Acids. J. Org. Chem. 2007, 72(17), 6606-6609.

Intermediate for synthesis of racemic amino acids, by reaction with an electrophile, e.g alkyl halide, followed by hydrolysis and decarboxylation. The reactivity can be reversed by conversion to the dehydro-derivative, which then undergoes nucleophilic attack with alkyllithiums, Grignards, malonate anion, etc.: Angew. Chem. Int. Ed., 21, 203 (1982):

Substituents can also be introduced by Michael addition to a wide variety of acceptors: Synth. Commun., 18, 367 (1988).

For use in a novel pyrrole synthesis, see 1,4-Dichloro-2-butyne, A13300.

Compare also Diethyl­ formamidomalonate, L01189.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
783883
Harmonized Tariff Code
2924.19
TSCA
Yes
RTECS
OO0360000

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware