Synthesis of o-Sulfamidotriazobenzenes from 1,1'-Sulfonylbis(benzotriazole)
Type of content
Journal Article
UC permalink
Publisher's DOI/URI
Thesis discipline
Degree name
Publisher
University of Canterbury. Chemistry.
Journal Title
Journal ISSN
Volume Title
Language
Date
2007
Authors
Katritzky, A.R.
Khelashvili, L.
Le, K.N.B.
Mohapatra, P.P.
Steel, P.J.
Abstract
Easily accessible 1,1'-sulfonylbis(benzotriazole) (Bt2SO2, 1) reacts with secondary amines at room temperature to afford (i) the corresponding o-sulfamidotriazobenzenes 2a-d (53-75%) via concurrent substitution of the first and ring opening of the second benzotriazolyl group and (ii) N-sulfonylbenzotriazoles 3b,c,e,f (7-73%). 1-(Morpholine-4-sulfonyl)-1H-benzotriazole 3c reacts with piperidine, pyrolidine, and N-methylpiperazine under microwave irradiation (120 W) at 120 C for 10 min to give the unsymmetrical sulfamides 4a-c (80-90%).
Description
Citation
Katritzky, A.R., Khelashvili, L., Le, K.N.B., Mohapatra, P.P., Steel, P.J. (2007) Synthesis of o-Sulfamidotriazobenzenes from 1,1'-Sulfonylbis(benzotriazole). Journal of Organic Chemistry, 72(15), pp. 5805-5808.