Synthesis and Characterization of New Triheterocyclic Compounds Consisting of 1,2,4-Triazol-3-one, 1,3,4-Thiadiazole and 1,3,4-Oxadiazole Rings

Neslihan DEMİRBAŞ

Makale detayları

Synthesis and Characterization of New Triheterocyclic Compounds Consisting of 1,2,4-Triazol-3-one, 1,3,4-Thiadiazole and 1,3,4-Oxadiazole Rings

Yazarlar:

Neslihan DEMİRBAŞ

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2005 Vol.29 Issue 2, pp.125-133

Belge Tipi:

Makale

Yayın Tarihi:

1/2005

Belge Dili:

İngilizce

Document ID (Org No.):

2000729121

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

A series of acetic acid derivatives (2a-c) was synthesized  by the condensation of compounds 1a-c with chloroacetic acid.  The  treatment of carboxylic acid derivatives with thiosemicarbazide in  phosphorus oxychloride and subsequent diazotation of the products  (3a-c) afforded 5-alkyl-2-[(5-chloro-1,3,4-thiadiazol-2-yl)methyl]-  2,4-dihydro-3H-1,2,4-triazol-3-one derivatives (4a-c).  The treatment  of compounds 4a-c with thiourea produced 5-alkyl-2-[(5-mercapto-1,3,4-  thiadiazol-2-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one  derivatives (5a-c).  Subsequently, compounds 5a-c were converted to  acid hydrazides by treatment with hydrazine hydrate after  esterification (7a-e).  Moreover, the reaction of compounds 7a-c with  carbon disulfite in the presence of KOH afforded 5-alkyl-2-[(5-\{[(5-  mercapto-1,3,4-oxadiazol-2-yl)methyl]thio\}-1,3,4-thiadiazol-2-yl)methyl]-  2,4-dihydro-3H-1,2,4-triazol-3-ones (8a-c).

 

A series of acetic acid derivatives (2a-c) was synthesized  by the condensation of compounds 1a-c with chloroacetic acid.  The  treatment of carboxylic acid derivatives with thiosemicarbazide in  phosphorus oxychloride and subsequent diazotation of the products  (3a-c) afforded 5-alkyl-2-[(5-chloro-1,3,4-thiadiazol-2-yl)methyl]-  2,4-dihydro-3H-1,2,4-triazol-3-one derivatives (4a-c).  The treatment  of compounds 4a-c with thiourea produced 5-alkyl-2-[(5-mercapto-1,3,4-  thiadiazol-2-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one  derivatives (5a-c).  Subsequently, compounds 5a-c were converted to  acid hydrazides by treatment with hydrazine hydrate after  esterification (7a-e).  Moreover, the reaction of compounds 7a-c with  carbon disulfite in the presence of KOH afforded 5-alkyl-2-[(5-\{[(5-  mercapto-1,3,4-oxadiazol-2-yl)methyl]thio\}-1,3,4-thiadiazol-2-yl)methyl]-  2,4-dihydro-3H-1,2,4-triazol-3-ones (8a-c).

Makale detayları

Synthesis and Characterization of New Triheterocyclic Compounds Consisting of 1,2,4-Triazol-3-one, 1,3,4-Thiadiazole and 1,3,4-Oxadiazole Rings

Yazarlar: Neslihan DEMİRBAŞ

Yayıncı: TUBITAK

Ana Başlıklar: Uygulamalı fizik

Dergi: Turkish Journal of Chemistry 2005 Vol.29 Issue 2, pp.125-133

Belge Tipi: Makale

Yayın Tarihi: 1/2005

Belge Dili: İngilizce

Document ID (Org No.): 2000729121

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Neslihan DEMİRBAŞ

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2005 Vol.29 Issue 2, pp.125-133

Belge Tipi:

Makale

Yayın Tarihi:

1/2005

Belge Dili:

İngilizce

Document ID (Org No.):

2000729121

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527