Next Article in Journal
5,5’-Biindole
Previous Article in Journal
1-(ethoxycarbonylmethyl)-3-(1’-tolyl-3’-(ethoxycarbonyl)5’-hydroxypyrazolyl)-2-oxo quinoxaline
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Molbank
Volume 2006
Issue 2
10.3390/M473
molbank-logo
Submit to this Journal Review for this Journal Propose a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles thumb_up
...
Endorse textsms
...
Comment
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Short Note

1-ethoxycarbonylmethyl-3-(ethoxycarbonylmethylene)-2-oxo quinoxaline

by
Souad Ferfra
,
Noureddine H. Ahabchane
and
El Mokhtar Essassi
*
Laboratoire de Chimie Organique Hétérocyclique, Faculté des Sciences, BP 1014, Avenue Ibn Batouta, Rabat, Maroc
*
Author to whom correspondence should be addressed.
Molbank 2006, 2006(2), M473; https://doi.org/10.3390/M473
Submission received: 13 February 2006 / Accepted: 18 February 2006 / Published: 28 February 2006
Versions Notes

Molbank 2006 m473 i001
The compound 3, which exists in tautomeric equilibria between enamine (form A) and methylene imine (form B), was prepared by addition of ethoxycarbonylmethyl chloride 2 (1.23g, 0.01 mol) to a solution of 3-(ethoxycarbonylmethylene)-2-oxo quinoxaline, 1 [1] (2.32 g, 0.01 mol) in 60 ml DMF, K2CO3 (1.38g, 0.01mol) and triethylbenzylammonium chloride (0.001 mol). The mixture was stirred for 24 hours at room temperature. After filtration, the solvent was evaporated and the residue was recrystallized from ethanol affording 3 in 90% yield.
Melting point: 154-156°C.
IR (KBr, cm-1) : 1650 ( nN-C=O); 1720 (nN-C=O).
1H-NMR (250 MHz, CDCl3): δ= 11.20 (0.5H, s, NH, form A); 7.87-6.82 (8H, m, ar); 5.83 (0.5H, s, =CH, form A); 5.01 (1H, s, NCH2); 4.89 (1H, s, NCH2); 4.21 (8H, m, CH2); 3.95 (2H, s, CH2, form B); 1.27 (12H , m, CH3).
13C-NMR (250MHz, CDCl3): δ= 170.7 (Cq); 169.3 (Cq); 167.3 (Cq); 166.9 (Cq); 156.4 (Cq); 154.4 (Cq); 142.5 (Cq); 132.7 (Cq); 130.6 (CHar); 130.4 (CHar); 126.0 (Cq); 124.5 (CHar); 124.0 (CHar); 122.5 (CHar); 115.4 (CHar); 113.8 (CHar); 113.2 (CHar); 86.7 (=CH form A); 62.1 (CH2); 62.0 (CH2); 62.2 (CH2); 59.9 (CH2); 44.0 (NCH2); 43.6 (NCH2); 40.7 (CH2 form B); 14.4 (CH3); 14.1 (CH3).
MS (I.E): 318 [M+].

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Reference

  1. Kurasawa, Y.; Takada, A. Heterocycles. 1985; 23, N°8. [Google Scholar]
  • Sample Availability: Available from MDPI.

Share and Cite

MDPI and ACS Style

Ferfra, S.; Ahabchane, N.H.; Essassi, E.M. 1-ethoxycarbonylmethyl-3-(ethoxycarbonylmethylene)-2-oxo quinoxaline. Molbank 2006, 2006, M473. https://doi.org/10.3390/M473

AMA Style

Ferfra S, Ahabchane NH, Essassi EM. 1-ethoxycarbonylmethyl-3-(ethoxycarbonylmethylene)-2-oxo quinoxaline. Molbank. 2006; 2006(2):M473. https://doi.org/10.3390/M473

Chicago/Turabian Style

Ferfra, Souad, Noureddine H. Ahabchane, and El Mokhtar Essassi. 2006. "1-ethoxycarbonylmethyl-3-(ethoxycarbonylmethylene)-2-oxo quinoxaline" Molbank 2006, no. 2: M473. https://doi.org/10.3390/M473

APA Style

Ferfra, S., Ahabchane, N. H., & Essassi, E. M. (2006). 1-ethoxycarbonylmethyl-3-(ethoxycarbonylmethylene)-2-oxo quinoxaline. Molbank, 2006(2), M473. https://doi.org/10.3390/M473

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

Article Metrics

Back to TopTop