Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate

A simple route for synthesis of ethyl 2-(3-methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate is developed. The present work involves condensation of 2-(2-nitrobenzamido)propanoic acid with ethyl anthranillate followed by the H2/Pd/C reduction to give the amino ester which upon hea...

Full description

Bibliographic Details
Main Authors: Naim H. Al-Said, Ayat M. Al-Sghair
Format: Article
Language:English
Published: MDPI AG 2013-12-01
Series:Molbank
Subjects:
Online Access:http://www.mdpi.com/1422-8599/2013/4/M811
_version_ 1819211826102009856
author Naim H. Al-Said
Ayat M. Al-Sghair
author_facet Naim H. Al-Said
Ayat M. Al-Sghair
author_sort Naim H. Al-Said
collection DOAJ
description A simple route for synthesis of ethyl 2-(3-methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate is developed. The present work involves condensation of 2-(2-nitrobenzamido)propanoic acid with ethyl anthranillate followed by the H2/Pd/C reduction to give the amino ester which upon heating in DMF in the presence of FeCl3 affords the title compound. The structure of the title compound was established on the basis of 1H-NMR, 13C-NMR and mass spectral data.
first_indexed 2024-12-23T06:33:14Z
format Article
id doaj.art-7db806df7e2f488bbea4971e25ab3d2b
institution Directory Open Access Journal
issn 1422-8599
language English
last_indexed 2024-12-23T06:33:14Z
publishDate 2013-12-01
publisher MDPI AG
record_format Article
series Molbank
spelling doaj.art-7db806df7e2f488bbea4971e25ab3d2b2022-12-21T17:56:52ZengMDPI AGMolbank1422-85992013-12-0120134M81110.3390/M811M811Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoateNaim H. Al-Said0Ayat M. Al-Sghair1Department of Chemistry, Jordan University of Science and Technology, Irbid 22110, JordanDepartment of Chemistry, Jordan University of Science and Technology, Irbid 22110, JordanA simple route for synthesis of ethyl 2-(3-methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate is developed. The present work involves condensation of 2-(2-nitrobenzamido)propanoic acid with ethyl anthranillate followed by the H2/Pd/C reduction to give the amino ester which upon heating in DMF in the presence of FeCl3 affords the title compound. The structure of the title compound was established on the basis of 1H-NMR, 13C-NMR and mass spectral data.http://www.mdpi.com/1422-8599/2013/4/M811benzo[e][1,4]diazepineferric chloridecyclization
spellingShingle Naim H. Al-Said
Ayat M. Al-Sghair
Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate
Molbank
benzo[e][1,4]diazepine
ferric chloride
cyclization
title Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate
title_full Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate
title_fullStr Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate
title_full_unstemmed Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate
title_short Ethyl 2-(3-Methyl-5-oxo-4,5-dihydro-3H-benzo[e][1,4]diazepin-2-ylamino)benzoate
title_sort ethyl 2 3 methyl 5 oxo 4 5 dihydro 3h benzo e 1 4 diazepin 2 ylamino benzoate
topic benzo[e][1,4]diazepine
ferric chloride
cyclization
url http://www.mdpi.com/1422-8599/2013/4/M811
work_keys_str_mv AT naimhalsaid ethyl23methyl5oxo45dihydro3hbenzoe14diazepin2ylaminobenzoate
AT ayatmalsghair ethyl23methyl5oxo45dihydro3hbenzoe14diazepin2ylaminobenzoate