Reactions of 4-benzoyl-1,5-diphenyl-1H-pyrazole-3- carboxylic acid chloride with various hydroxylamines and carbazates

Elif KORKUSUZ; İsmail YILDIRIM

Makale detayları

Reactions of 4-benzoyl-1,5-diphenyl-1H-pyrazole-3- carboxylic acid chloride with various hydroxylamines and carbazates

Yazarlar:

Elif KORKUSUZ | İsmail YILDIRIM

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2010 Vol.34 Issue 6, pp.859-868

Belge Tipi:

Makale

Yayın Tarihi:

5/2010

Belge Dili:

Türkçe

Document ID (Org No.):

2000727936

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

The 1H-pyrazole-3-carboxylic acid 2 was converted via  reactions of its acid chloride 3 with various hydroxylamine 4a-f and  carbazate derivatives 8a-c into the corresponding novel  N-substituted-4-benzoyl-1,5-dipenyl-1H-pyrazole-3-carboxamides 5a-c,  N,N-disubstituted-4-benzoyl-1,5-diphenyl-1H-pyrazole-3-carboxylates  6d,e, 4-benzoyl-N-{[(4-benzoyl-1,5-diphenyl-1H-pyrazol-3-yl)carbonyl]oxy}-  N-methyl-1,5dip- henyl-1H-pyrazole-3-carboxamide (7), and  4-benzoyl-N'-(alkoxycarbonyl)-1,5-diphenyl-1H-pyrazole-3-car-  bohydrazides 9a,b and 10, respectively, in good yields (65%-90%).  The reactions of 3 with 4 and 8 in xylene for 8-15 h with catalytic  amounts of base led to the formation of the products 5-7, 9, and 10.  The structures of all new synthesized compounds were established by  the 13C-NMR, 1H-NMR, IR spectroscopic data, and elemental  analyses.

 

The 1H-pyrazole-3-carboxylic acid 2 was converted via  reactions of its acid chloride 3 with various hydroxylamine 4a-f and  carbazate derivatives 8a-c into the corresponding novel  N-substituted-4-benzoyl-1,5-dipenyl-1H-pyrazole-3-carboxamides 5a-c,  N,N-disubstituted-4-benzoyl-1,5-diphenyl-1H-pyrazole-3-carboxylates  6d,e, 4-benzoyl-N-{[(4-benzoyl-1,5-diphenyl-1H-pyrazol-3-yl)carbonyl]oxy}-  N-methyl-1,5dip- henyl-1H-pyrazole-3-carboxamide (7), and  4-benzoyl-N'-(alkoxycarbonyl)-1,5-diphenyl-1H-pyrazole-3-car-  bohydrazides 9a,b and 10, respectively, in good yields (65%-90%).  The reactions of 3 with 4 and 8 in xylene for 8-15 h with catalytic  amounts of base led to the formation of the products 5-7, 9, and 10.  The structures of all new synthesized compounds were established by  the 13C-NMR, 1H-NMR, IR spectroscopic data, and elemental  analyses.

Makale detayları

Reactions of 4-benzoyl-1,5-diphenyl-1H-pyrazole-3- carboxylic acid chloride with various hydroxylamines and carbazates

Yazarlar: Elif KORKUSUZ | İsmail YILDIRIM

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2010 Vol.34 Issue 6, pp.859-868

Belge Tipi: Makale

Yayın Tarihi: 5/2010

Belge Dili: Türkçe

Document ID (Org No.): 2000727936

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Elif KORKUSUZ | İsmail YILDIRIM

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2010 Vol.34 Issue 6, pp.859-868

Belge Tipi:

Makale

Yayın Tarihi:

5/2010

Belge Dili:

Türkçe

Document ID (Org No.):

2000727936

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527