Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-one

The reaction of 3,5-dichloro-4<i>H</i>-1,2,6-thiadiazin-4-one with (<i>R</i>) and (<i>S</i>)-1,3-dimethylpiperazine (1 equiv), in THF, at ca. 20 °C gives (<i>R</i>) and (<i>S</i>)-3-chloro-5-(2,4-dimethylpiperazin-1-yl)-4<i>H</i>...

Full description

Bibliographic Details
Main Authors: Andreas S. Kalogirou, Christopher R. M. Asquith, Panayiotis A. Koutentis
Format: Article
Language:English
Published: MDPI AG 2020-06-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2020/2/M1139
id doaj-2f451a6030b74c13ae66d4928476fe07
record_format Article
spelling doaj-2f451a6030b74c13ae66d4928476fe072020-11-25T03:18:09ZengMDPI AGMolbank1422-85992020-06-012020M1139M113910.3390/M1139Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-oneAndreas S. Kalogirou0Christopher R. M. Asquith1Panayiotis A. Koutentis2Department of Life Sciences, School of Sciences, European University Cyprus, 6 Diogenis Str., Engomi, P. O. Box 22006, 1516 Nicosia, CyprusDepartment of Pharmacology, School of Medicine, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599, USADepartment of Chemistry, University of Cyprus, P. O. Box 20537, 1678 Nicosia, CyprusThe reaction of 3,5-dichloro-4<i>H</i>-1,2,6-thiadiazin-4-one with (<i>R</i>) and (<i>S</i>)-1,3-dimethylpiperazine (1 equiv), in THF, at ca. 20 °C gives (<i>R</i>) and (<i>S</i>)-3-chloro-5-(2,4-dimethylpiperazin-1-yl)-4<i>H</i>-1,2,6-thiadiazin-4-ones in 70% and 68% yields, respectively. The new compounds were fully characterized.https://www.mdpi.com/1422-8599/2020/2/M1139substitutionheterocyclethiadiazinepiperazinechirality
collection DOAJ
language English
format Article
sources DOAJ
author Andreas S. Kalogirou
Christopher R. M. Asquith
Panayiotis A. Koutentis
spellingShingle Andreas S. Kalogirou
Christopher R. M. Asquith
Panayiotis A. Koutentis
Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-one
Molbank
substitution
heterocycle
thiadiazine
piperazine
chirality
author_facet Andreas S. Kalogirou
Christopher R. M. Asquith
Panayiotis A. Koutentis
author_sort Andreas S. Kalogirou
title Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-one
title_short Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-one
title_full Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-one
title_fullStr Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-one
title_full_unstemmed Synthesis of (<em>R</em>) and (<em>S</em>)-3-Chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>H</em>-1,2,6-thiadiazin-4-one
title_sort synthesis of (<em>r</em>) and (<em>s</em>)-3-chloro-5-(2,4-dimethylpiperazin-1-yl)-4<em>h</em>-1,2,6-thiadiazin-4-one
publisher MDPI AG
series Molbank
issn 1422-8599
publishDate 2020-06-01
description The reaction of 3,5-dichloro-4<i>H</i>-1,2,6-thiadiazin-4-one with (<i>R</i>) and (<i>S</i>)-1,3-dimethylpiperazine (1 equiv), in THF, at ca. 20 °C gives (<i>R</i>) and (<i>S</i>)-3-chloro-5-(2,4-dimethylpiperazin-1-yl)-4<i>H</i>-1,2,6-thiadiazin-4-ones in 70% and 68% yields, respectively. The new compounds were fully characterized.
topic substitution
heterocycle
thiadiazine
piperazine
chirality
url https://www.mdpi.com/1422-8599/2020/2/M1139
work_keys_str_mv AT andreasskalogirou synthesisofemremandemsem3chloro524dimethylpiperazin1yl4emhem126thiadiazin4one
AT christopherrmasquith synthesisofemremandemsem3chloro524dimethylpiperazin1yl4emhem126thiadiazin4one
AT panayiotisakoutentis synthesisofemremandemsem3chloro524dimethylpiperazin1yl4emhem126thiadiazin4one
_version_ 1724628534783115264