114461-99-3Relevant academic research and scientific papers
Preparation of Some 2-(Methoxyphenyl)-2H-benzotriazoles and the Corresponding Hydroxyphenyl Compounds
Rosevear, Judi,Wilshire, John F. K.
, p. 1663 - 1673 (2007/10/02)
The reaction of several substituted o-nitronitrosobenzenes with o- and p-anisidine, and 2,4-dimethoxyaniline in acetic acid gives in good yield the corresponding o-nitroazobenzenes which are readily reduced with thiourea dioxide (formamidinesulfinic acid) to the corresponding 2-(methoxyphenyl)-2H-benzotriazoles, demethylation of which furnished the corresponding 2-(hydroxyphenyl)-2H-benzotriazoles.Demethylation of the dimethoxy derivatives was best accomplished with boron tribromide in methylene chloride, the methoxy group located ortho to the benzotriazole ring beingdemethylated more readily than is the para-methoxy group.The reaction of 0-nitroazobenzenes containing a methoxy group with hydrobromic acid in acetic acid results in cleavage of the azo bond and also partial bromination to give o-nitroaniline and some of its brominated derivatives.
