Synthesis of New Mannich Bases from Indole Derivatives

This work includes two steps of synthesis, the first one is the synthesis of indole which was prepared according to literature of the reaction of phenyl hydrazine with acetaldehyde in glacial acetic acid afforded phenyl hydrazone of acetaldehyde , this product was fused with zinc chloride to give th...

Full description

Saved in:
Bibliographic Details
Main Author: Baghdad Science Journal
Format: Article
Language:English
Published: University of Baghdad, College of Science for Women 2012-03-01
Series:مجلة بغداد للعلوم
Subjects:
Online Access:http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/1348
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850058437941002240
author Baghdad Science Journal
author_facet Baghdad Science Journal
author_sort Baghdad Science Journal
collection DOAJ
description This work includes two steps of synthesis, the first one is the synthesis of indole which was prepared according to literature of the reaction of phenyl hydrazine with acetaldehyde in glacial acetic acid afforded phenyl hydrazone of acetaldehyde , this product was fused with zinc chloride to give the indole.Reaction of cyclohexanone with phenyl hydrazine using the same procedure for the preparing giving 1,2,3,4-Tetrahydrocarbazole.Second step involved synthesis of a series of (17) of mannich bases derivatives of indole and 1,2,3,4-Tetrahydrocarbazle. Mannich reaction involves the condensation of aldehyde usually formaldehyde with different secondary amine and with compound containing an activated hydrogen.The reaction illustrated by the following equation :R2NH+HCHO+RH?R2N-CH2-R+H2O These compounds were characterized by U.V , FT-IR and 1H-NMR spectra for two compounds. The secondary amines that used to prepare mannich bases are:N-methyl –N-phenyl amine, N,N-dimethyl amine, N,N- diphenyl amine, N-ethyl –N- phenyl amine, N,N-di-n-propyl amine, pyrrolidine, morpholine, N- methyl pipyridine, N,N-dibenzyl amine, N,N-di –n-butyl amine and N,N-di ethyl amine.
format Article
id doaj-art-ae3690fb57a14a7fad60ee8a6bb6ba75
institution DOAJ
issn 2078-8665
2411-7986
language English
publishDate 2012-03-01
publisher University of Baghdad, College of Science for Women
record_format Article
series مجلة بغداد للعلوم
spelling doaj-art-ae3690fb57a14a7fad60ee8a6bb6ba752025-08-20T02:51:10ZengUniversity of Baghdad, College of Science for Womenمجلة بغداد للعلوم2078-86652411-79862012-03-019110.21123/bsj.9.1.168-177Synthesis of New Mannich Bases from Indole DerivativesBaghdad Science JournalThis work includes two steps of synthesis, the first one is the synthesis of indole which was prepared according to literature of the reaction of phenyl hydrazine with acetaldehyde in glacial acetic acid afforded phenyl hydrazone of acetaldehyde , this product was fused with zinc chloride to give the indole.Reaction of cyclohexanone with phenyl hydrazine using the same procedure for the preparing giving 1,2,3,4-Tetrahydrocarbazole.Second step involved synthesis of a series of (17) of mannich bases derivatives of indole and 1,2,3,4-Tetrahydrocarbazle. Mannich reaction involves the condensation of aldehyde usually formaldehyde with different secondary amine and with compound containing an activated hydrogen.The reaction illustrated by the following equation :R2NH+HCHO+RH?R2N-CH2-R+H2O These compounds were characterized by U.V , FT-IR and 1H-NMR spectra for two compounds. The secondary amines that used to prepare mannich bases are:N-methyl –N-phenyl amine, N,N-dimethyl amine, N,N- diphenyl amine, N-ethyl –N- phenyl amine, N,N-di-n-propyl amine, pyrrolidine, morpholine, N- methyl pipyridine, N,N-dibenzyl amine, N,N-di –n-butyl amine and N,N-di ethyl amine.http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/1348"Indole, Mannich bases, Reaction of indole, Mechanism of mannich base"
spellingShingle Baghdad Science Journal
Synthesis of New Mannich Bases from Indole Derivatives
مجلة بغداد للعلوم
"Indole, Mannich bases, Reaction of indole, Mechanism of mannich base"
title Synthesis of New Mannich Bases from Indole Derivatives
title_full Synthesis of New Mannich Bases from Indole Derivatives
title_fullStr Synthesis of New Mannich Bases from Indole Derivatives
title_full_unstemmed Synthesis of New Mannich Bases from Indole Derivatives
title_short Synthesis of New Mannich Bases from Indole Derivatives
title_sort synthesis of new mannich bases from indole derivatives
topic "Indole, Mannich bases, Reaction of indole, Mechanism of mannich base"
url http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/1348
work_keys_str_mv AT baghdadsciencejournal synthesisofnewmannichbasesfromindolederivatives