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Merck

862207

4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one

purified by recrystallization

Synonyme(s) :

2-Phenyl-1-4-heteromethylene-5-oxazolone, 2-Phenyl-4-(ethoxymethylene)-2-oxazolinone, 2-Phenyl-4-(ethoxymethylene)oxazolone, 2-Phenyl-4-ethoxymethylene-5-oxazolone, 4-(Ethoxymethylene)-2-phenyl-5(4H)-oxazolone, 4-Ethoxymethylene-2-phenyl oxazolone, 4-Ethoxymethylene-2-phenyl-5-oxazolone, Oxazolone

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A propos de cet article

Formule empirique (notation de Hill) :
C12H11NO3
Numéro CAS:
15646-46-5
Poids moléculaire :
217.22
NACRES:
NA.22
PubChem Substance ID:
24888573
UNSPSC Code:
12352100
EC Number:
239-713-9
MDL number:
MFCD00003204
Form:
solid

Principaux documents

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InChI

1S/C12H11NO3/c1-2-15-8-10-12(14)16-11(13-10)9-6-4-3-5-7-9/h3-8H,2H2,1H3/b10-8-

InChI key

SJHPCNCNNSSLPL-NTMALXAHSA-N

SMILES string

CCO\C=C1/N=C(OC1=O)c2ccccc2

form

solid

purified by

recrystallization

mp

94-96 °C (dec.) (lit.)

functional group

ester, ether, phenyl

storage temp.

2-8°C

Quality Level

100

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Catégories apparentées

General description

4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one is a heterocyclic compound that belongs to the oxazolone family and serves as an important intermediate in the synthesis of amino acids, peptides, and heterocyclic precursors.

Application

4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one can be used as a reactant to synthesize:
  • Pyrimidinone derivatives with N-carboxymethylbenzamidine.
  • Multi-functionalized 1-azabicycles with acyclic enaminones via formal aza-[3+3] cycloaddition.
It can also be used as a source of alpha-amino acid residue to synthesize N-1,2,3-triazolyl substituted amino acid derivatives.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKCT7798
MKCS1471
MKCR1668
MKCJ8442
MKCF4919

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Yongyan Shi et al.
Cell death & disease, 11(6), 461-461 (2020-06-17)
Crohn's disease (CD) and ulcerative colitis (UC) actually had different pathological mechanisms, as the former was mainly induced by Th1 and Th17 response and the latter by Th2 response. Our previous study found that oxazolone-induced Th2-mediated colitis could not be
Sylvère Durand et al.
The journal of physical chemistry. A, 117(12), 2508-2516 (2013-02-27)
The structure of peptide fragments was studied using "action" IR spectroscopy. We report on room temperature IR spectra of b4 fragments of protonated GGGGG, AAAAA, and YGGFL in the X-H (X = C, N, O) stretching region. Experiments were performed
Torsten Olszak et al.
Nature, 509(7501), 497-502 (2014-04-11)
The mechanisms by which mucosal homeostasis is maintained are of central importance to inflammatory bowel disease. Critical to these processes is the intestinal epithelial cell (IEC), which regulates immune responses at the interface between the commensal microbiota and the host.
Joanne C Masterson et al.
Gut, 63(1), 43-53 (2012-11-20)
Eosinophilic oesophagitis (EoE) is a chronic inflammatory condition of the oesophagus with limited treatment options. No previous transgenic model has specifically targeted the oesophageal mucosa to induce oesophageal eosinophilia. We developed a mouse model that closely resembles EoE by utilising
Zenghui Lu et al.
The Journal of organic chemistry, 77(21), 9871-9877 (2012-10-11)
A novel palladium-catalyzed approach for the assembly of 3,4,5-trisubstituted oxazolones has been achieved by the coupling of N-alkynyl tert-butyloxycarbamates with aryl halides and related electrophiles, which involves an oxidative addition followed by oxypalladation/reductive elimination. The reaction provides a convenient access
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