Publication detail

Synthesis of methyl [3-alkyl-2-(2,4-dioxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamido] alkanoate

Ismail, E Ali, I Fathalla, W Alsheikh, A.A El Tamney, E. S.

Original Title

Synthesis of methyl [3-alkyl-2-(2,4-dioxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamido] alkanoate

Type

journal article in Web of Science

Language

English

Original Abstract

A series of methyl [3-alky1-2-(2,4-dioxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamido] alkanoate 10-13a-f has been developed on the basis of the N-chemoselective reaction of 3-substituted quinazoline-2,4-diones 3a-d with ethyl chloroacetate and azide coupling method with amino acid ester hydrochloride. The precursor quinazoline diones 3a-d chemoselective reactions were studied using DFT(B3LYP)/6-311G level of theory and were prepared by a new rearrangement method from the corresponding 2-(3-methyl-4-oxo-3,4-dihydroquinazolin-2-ylthio) acetohydrazide 6.

Keywords

Chemoselective reactions, heterocyclic amides, amino acid coupling, thiamide-amide transformation, DFT

Authors

Ismail, E; Ali, I; Fathalla, W; Alsheikh, A.A; El Tamney, E. S.

Released

5. 11. 2017

ISBN

1551-7004

Periodical

ARKIVOC

Year of study

2017

Number

iv

State

United States of America

Pages from

104

Pages to

120

Pages count

17

URL

https://www.arkat-usa.org/get-file/59999/

BibTex

@article{BUT171136,
  author="Ismail, E and Ali, I and Fathalla, W and Alsheikh, A.A and El Tamney, E. S.",
  title="Synthesis of methyl [3-alkyl-2-(2,4-dioxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamido] alkanoate",
  journal="ARKIVOC",
  year="2017",
  volume="2017",
  number="iv",
  pages="104--120",
  doi="10.24820/ark.5550190.p009.947",
  issn="1551-7004",
  url="https://www.arkat-usa.org/get-file/59999/"
}