Lietuvos mokslų akademijos Leidybos skyrius
    Tel. +370 5 2626851, +370 5 2613620 El. paštas leidyba@lma.lt
Chemija / Chemistry

ISSN 0235-7216
ISSN 2424-4538 (online)

2012 m. Nr. 1

Synthesis of azolethione derivatives from 3-(phenylamino)propanehydrazide
Ingrida TUMOSIENĖ, Zigmuntas Jonas BERESNEVIČIUS

Heating of 3-(phenylamino)propanehydrazide with ethyl xanthogenate provided potassium salt of carbodithioate, which under the action of hydrochloric or sulphuric
acid was cyclized to 5-[2-(phenylamino)ethyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione
or 5-[2-(phenylamino)ethyl]-2,3-dihydro-1,3,4-thiadiazole-2-thione. In the reaction
with phenacyl bromide it was transformed into N-(4-phenyl-2-thioxo-2,3-dihydro-1-, 3-tiazol-3-yl)-3-(phenylamino)propanamide and, under treatment with hydrazine, gave 4-amino-3-[2-(phenylamino)ethyl]-4,5-dihydro-1H-1,2,4-triazole-5-thione, which subsequently underwent condensation reaction with phenacyl bromide to give N-[2-(6- phenyl-7H-[1,2,4]triazol[3,4-b][1,3,4]-3-yl)ethyl]aniline.

Keywords: hydrazide, 1,2,4-triazolethione, 1,3,4-oxadiazolethione, 1,3,4-thiadiazolethione, tetraazabicyclononatriene, cyclization

Issues:

2017 - Vol.28
No. 1, No. 2, No. 3, No. 4

2016 - Vol.27
No. 1, No. 2, No. 3, No. 4

2015 - Vol.26
No. 1, No. 2, No. 3, No. 4

2014 - Vol.25
No. 1, No. 2, No. 3, No. 4

2013 - Vol.24
No. 1, No. 2, No. 3, No. 4

2012 - Vol.23
No. 1, No. 2, No. 3, No. 4

2011 - Vol.22
No. 1, No. 2, No. 3, No. 4

2010 - Vol.21
No. 1, No. 2-4

2009 - Vol.20
No. 1, No. 2, No. 3, No. 4

2008 - Vol.19
No. 1, No. 2, No. 3-4

2007 - Vol.18
No. 1, No. 2, No. 3, No. 4

2006 - Vol.17
No. 1, No. 2-3, No. 4

2005 - Vol.16
No. 1, No. 2, No. 3-4

2004 - Vol.15
No. 1, No. 2, No. 3, No. 4

2003 - Vol.14
No. 1, No. 2, No. 3, No. 4

2002 - Vol.13
No. 1, No. 2, No. 3, No. 4

2001 - Vol.12
No. 1, No. 2, No. 3, No. 4