30895-24-0Relevant academic research and scientific papers
Eco-efficient one-pot tandem synthesis of 1-aryl-1H-tetrazol-5-amine by CAN via in situ generated 1-phenylthiourea and heterocumulene
Kondhare, Dasharath D.,Bhadke, Venkat V.,Deshmukh, Sushma S.,Wakhradkar, Mahesh G.,Totawar, Balaji B.
, (2021/07/28)
A simple, cost-effective, environmentally benign, and efficient one-pot tandem approach to the synthesis of pharmaceutically important 1-aryl-1H-tetrazole-5-amines 3a-k and 4a-k has been described. The reaction utilized 1-phenyl thiourea, which was generated in situ from aqueous ammonia and isocyanates 1a-k, for the formation of heterocumenes using sodium azide, triethylamine, and ceric ammonium nitrate (CAN) to obtain various aryl-substituted 1H-tetrazole-5-amines (3a-k) in good to excellent yields.
Nano indium oxide as a recyclable catalyst for the synthesis of arylaminotetrazoles
Bahari, Siavash,Sabegh, Mehdi Ahmadi
, p. 153 - 157 (2013/05/09)
Nano indium oxide is an effective heterogeneous catalyst for the reaction between aryl cyanamides and sodium azide to synthesize the arylaminotetrazoles in good yields. This method has advantages of high yields, simple methodology, short reaction times an
Green chemistry: ZrOCl2·8H2O catalyzed regioselective synthesis of 5-amino-1-aryl-1H-tetrazoles from secondary arylcyanamides in water
Khalili, Behzad,Darabi, Faramarz Sadeghzadeh,Eftekhari-Sis, Bagher,Rimaz, Mehdi
, p. 1569 - 1572 (2013/10/22)
A green and efficient method for the synthesis of 5-amino-1-aryl-1H- tetrazoles with excellent yields and high purity from secondary arylcyanamides is described. This method is completely green because no organic solvents or protic acid catalyst is used t
Synthesis of arylaminotetrazoles by ZnCl2/AlCl 3/silica as an efficient heterogeneous catalyst
Habibi, Davood,Nasrollahzadeh, Mahmoud
experimental part, p. 925 - 930 (2012/08/07)
Arylaminotetrazoles were efficiently synthesized from secondary arylcyanamides by application of ZnCl2/AlCl3/silica as a reusable heterogeneous Lewis acid catalyst. 5-Arylamino-1H-tetrazoles can be obtained from arylcyanamides carryi
Ultrasound-promoted regioselective synthesis of 1-aryl-5-amino-1H- tetrazoles
Habibi, Davood,Nasrollahzadeh, Mahmoud,Sahebekhtiari, Hesam,Sajadi, S.Mohammad
, p. 2795 - 2798 (2013/02/21)
A new method for the regioselective synthesis of 1-aryl-5-amino-1H- tetrazoles has been developed by the reaction of arylcyanamides with sodium azide using ZnClunder ultrasound irradiation in excellent yields. Copyright
Silica-supported ferric chloride (FeCl3-SiO2): An efficient and recyclable heterogeneous catalyst for the preparation of arylaminotetrazoles
Habibi, Davood,Nasrollahzadeh, Mahmoud
experimental part, p. 3159 - 3167 (2010/11/18)
An efficient method for preparation of 5-arylamino-1H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using FeCl 3-SiO2 as an effective heterogeneous catalyst. Generally, when the substituent in arylcyanamide is a strongly electron-withdrawing group, the position of the equilibrium would shift toward 5-arylamino-1H-tetrazole, whereas with an electron-releasing substituent, the position of the equilibrium would shift toward 1-aryl-5-amino-1H-tetrazole. Copyright Taylor & Francis Group, LLC.
On the Physicochemical Characterization of 5-Amino-1-aryl-1H-tetrazoles: Electronic Molecule Parameters from the Thermal Isomerization into 5-Arylamino-1H-tetrazoles
Schelenz, Thomas,Schaefer, Wieland
, p. 197 - 200 (2007/10/03)
The known thermal isomerization of 5-amino-1-aryl-1H-tetrazoles (A) into corresponding 5-arylamino-1H-tetrazoles (HB) was used to derive physicochemical parameters characterizing the electronic substituent effect on isomerism and dissociation equilibria. For a series of 26 tetrazoles A as starting materials the equilibrium constants (pKi) of isomerization in boiling ethylene glycol at 197°C and the dissociation constants (pKa) of the NH-acidic tetrazoles HB were determined by potentiometric titration of rapidly cooled equilibrium mixtures in water and ethanol/water with KOH at 25°C. The pK values are closely correlated with Hammett's electronic substituent constants σ and can be used as electronic molecule parameters in QSAR or QSPR (QSAR = quantitative structure-activity relationship; QSPR = quantitative structure-property relationship) studies.
