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226437

Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione

Article

Last updated: 01 Jan 2025

Subjects

-

Tags

Organic chemistry

Abstract

A novel N3-alkylation of 5-(4-chlorobenzylidene)imidazolidine-2,4-dione with 1-chloropentane in the presence of a base potassium carbonate was carried out in N,N-dimethyl formamide at 70 °C and 100 °C for 24 hours. At 70 oC, two products were obtained as 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione 5 and the unexpected 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione 6 with the respective yields of 11% and 12%. Meanwhile, a two-fold increase of the synthetic yield of 5 (22%) was obtained when the reaction was undertaken at higher temperature (100 °C). Both products were characterized through several spectroscopic methods and reported as novel compounds.

DOI

10.21608/ejchem.2022.69081.3512

Keywords

Hydantoin, Knoevenagel condensation, Amide Alkylation, HETEROCYCLIC SYNTHESIS

Authors

First Name

muhammad

Last Name

naufal

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Products, Universitas Padjadjaran

Email

naufal0079@gmail.com

City

Bandung Area, West Java, Indonesia

Orcid

-

First Name

Irana

Last Name

Sabana

MiddleName

Rahmawati

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran

Email

iranarahmawatisabana@gmail.com

City

Bandung Area, West Java, Indonesia

Orcid

-

First Name

Jamaludin

Last Name

Al-Anshori

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran

Email

jamaludin.al.anshori@unpad.ac.id

City

Bandung Area, West Java, Indonesia

Orcid

-

First Name

Rani

Last Name

Maharani

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran

Email

r.maharani@unpad.ac.id

City

Bandung

Orcid

-

First Name

Achmad

Last Name

Zainuddin

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran

Email

achmadzainuddin@hotmail.com

City

Bandung Area, West Java, Indonesia

Orcid

-

First Name

Dadan

Last Name

Sumiarsa

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Science, Universitas Padjadjaran, Indonesia

Email

dadan.sumiarsa@unpad.ac.id

City

-

Orcid

-

First Name

Ace

Last Name

Hidayat

MiddleName

Tatang

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran

Email

ace.hidayat@unpad.ac.id

City

Jatinangor

Orcid

-

First Name

Ika

Last Name

Wiani

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran

Email

i.wiani@unpad.ac.id

City

Bandung Area, West Java, Indonesia

Orcid

-

Volume

65

Article Issue

12

Related Issue

35799

Issue Date

2022-12-01

Receive Date

2021-03-23

Publish Date

2022-12-01

Page Start

95

Page End

99

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_226437.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=226437

Order

11

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

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

MainTitle

Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione

Details

Type

Article

Created At

22 Jan 2023