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190822

Synthesis and Identification of some new Derivatives Oxazole, Thiazole and Imidazol from Acetyl Cysteine

Article

Last updated: 01 Jan 2025

Subjects

-

Tags

Organic chemistry

Abstract

Some fused heterocyclic oxazoles and imidazols rings were synthesized from reaction of N- acetyl cysteine with different treatment. After thiol group protection, N-acetyl-S-ethyl cysteine (2) had been esterified to give ester 3 which cyclized to oxazole 4 with phosphorus oxychloride. N-acetyl-S-ethyl cysteine 2 were converted to acid chloride 5 with thionyle chloride. Amide 6 were synthesized from 5 with ammonia solution. Amide 6 converted to substituted carbamide 7 by react with P2S5, then the product reacted with α-chloroacetophenone to give substituted thiazol ring 8 that converted to bicyclic thiazole – imidazole ring system 9. Cyclized benzoxazole derivative 10 had been synthesized then converted to 3-(ethylthio)-1-methyl-1,3a-dihydrobenzo[d]imidazo[5,1-b]oxazole (11). Structure of new synthesized compounds were confirms by IR ,1H-NMR, and UV spectra as well as physical constant.

DOI

10.21608/ejchem.2021.88755.4267

Keywords

Heterocyclic compounds, Oxazole, thiazole, imidazole, protective thiol group

Authors

First Name

ghufran

Last Name

sdeek

MiddleName

thanoon

Affiliation

department of chemistry, college of pure science

Email

gsadeek@uomosul.edu.iq

City

mosul

Orcid

0000-0002-0347-9454

First Name

Ruwa

Last Name

Mauf

MiddleName

M.

Affiliation

Department of Chemistry , College of Education of Girl, University of Mosul

Email

orgachem@uomosul.edu.iq

City

Mosul

Orcid

-

First Name

Mohanad

Last Name

Saleh

MiddleName

Yakdhan

Affiliation

Department of Chemistry, College of Education for pure science, University of Mosul

Email

mohanadalallaf@uomosul.edu.iq

City

Mosul

Orcid

0000-0003-2320-5167

Volume

64

Article Issue

12

Related Issue

27765

Issue Date

2021-12-01

Receive Date

2021-08-01

Publish Date

2021-12-01

Page Start

7,565

Page End

7,571

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_190822.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=190822

Order

71

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Synthesis and Identification of some new Derivatives Oxazole, Thiazole and Imidazol from Acetyl Cysteine

Details

Type

Article

Created At

22 Jan 2023