Experimental and theoretical studies on the functionalization reactions of 4 benzoyl 1 5 diphenyl 1H pyrazole 3 carboxylic acid and acid chloride with various aminophenols
Yazarlar (2)
İsmail Yıldırım Erciyes Üniversitesi, Türkiye
Prof. Dr. Fatma Kandemirli Kocaeli Üniversitesi, Türkiye
Makale Türü Açık Erişim Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Structural Chemistry (Q2)
Dergi ISSN 1040-0400 Dergi Bilgileri (2006)
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce Basım Tarihi 04-2006
Kabul Tarihi Yayınlanma Tarihi 01-04-2006
Cilt / Sayı / Sayfa 17 / 2 / 241–247 DOI 10.1007/s11224-006-9052-y
Makale Linki http://link.springer.com/10.1007/s11224-006-9052-y
UAK Araştırma Alanları
Özet
The 1H-pyrazole-3-carboxylic acid 1 was converted via reactions of its acid chloride 2 with various aminophenol derivatives 3a--d into the corresponding N-(hydroxyphenyl)-1H-pyrazole-3-carboxamides 4a--d, respectively, in good yields (34?53%). The reactions of 1 or 2 with 3 in benzene or toluene for 5?7 h with no catalytic amounts of base lead to the formation of the products 4. The structures of all new synthesized compounds were established by the 13C NMR,1H NMR, IR, masss spectroscopic data and elemental analyses. The reaction mechanism of 2 with 3 was studied by means of the RHF/3-21G and RHF/6-31G method.
Anahtar Kelimeler
IR and NMR spectra | MO calculations | NH 2 group versus OH group of aminophenol | Nitrogen heterocycles | Pyrazole-3-carboxylic acid