Skip to Content
Merck
All Photos(1)

Key Documents

I601

Sigma-Aldrich

2-Imidazolidone

96%

Synonym(s):

2-Oxoimidazolidine, N,N′-Ethyleneurea

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C3H6N2O
CAS Number:
Molecular Weight:
86.09
Beilstein:
106252
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

mp

129-132 °C (lit.)

SMILES string

O=C1NCCN1

InChI

1S/C3H6N2O/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)

InChI key

YAMHXTCMCPHKLN-UHFFFAOYSA-N

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

Looking for similar products? Visit Product Comparison Guide

Application

Reactant for synthesis of:
  • Chiral microporous materials from achiral precursors
  • Aryl and heteroaryl N-acylureas via microwave-assisted palladium-catalyzed carbonylation
  • A highly water-soluble peptide based human neutrophil elastase inhibitor
  • Heterocycles by cyanoacetylation for antimicrobial use

Reactant for:
  • Pd-catalyzed C-N bond formation with heteroaromatic tosylates
  • Oxidative amidation of activated alkenes

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - STOT RE 2

Target Organs

Thyroid

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Mette L H Mantel et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(18), 5437-5442 (2010-04-09)
A protocol for the palladium(0)-catalyzed amidation of heteroaromatic tosylates was successfully developed. The methodology proved to be effective for a variety of heteroaryl tosylates including the pyridine, pyrimidine, quinoline and quinoxaline ring systems. Successful carbon-nitrogen bond formation with these heteroaryl
Synthesis and antimicrobial activity of new heterocycles obtained using cyanoacetylation
Sh. M. Abu-Bakr, et al.,
Pharmaceutical Chemistry Journal, 44, 433-437 (2010)
Yasunao Inoue et al.
Bioorganic & medicinal chemistry, 17(21), 7477-7486 (2009-10-09)
A series of peptide-based transition-state human neutrophil elastase (HNE) inhibitors with N-terminal acidic moieties were synthesized and their inhibitory activity against HNE was evaluated both in vitro and in vivo. Our results show that compounds containing cyclic amide bridged acidic
New Synthesis of Aryl and Heteroaryl N-Acylureas via Microwave-Assisted Palladium-Catalyzed Carbonylation
D. Liptrot, et al.,
Advanced Synthesis & Catalysis, 352, 2183-2188 (2010)
Oxidative amidation of activated alkenes using Pd(OAc)2 as a catalyst precursor
X. Liu and K. K. Hii,
European Journal of Organic Chemistry, 27, 5181-5189 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service