Oxidative conversion of N-substituted 3-aminopyrazoles to azopyrazoles using electrogenerated NaOCl as the mediator

Oxidative conversion of N-substituted 3-aminopyrazoles to azopyrazoles using electrogenerated NaOCl as the mediator Full article

Journal

Arkivoc
ISSN: 1551-7012 , E-ISSN: 1551-7004

Output data

Year: 2017, Number: 3, Pages: 55-62 Pages count : 8 DOI: 10.24820/ark.5550190.p010.030

Authors

Lyalin Boris V. ^1,2 , Sigacheva Vera L. ^1,2 , Kokorekin Vladimir A. ^1,2 , Petrosyan Vladimir A. ^1,2

Affiliations

1	First I. M. Sechenov Moscow State Medical University, 119991 Moscow, Russian Federation
2	Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

The possibility of electrooxidative one-stage (one-pot) and two-stage conversion of N-alkylated aminopyrazoles to azopyrazoles involving electrogenerated NaOCl as the mediator has been studied for the first time. It has been found that the process involving NaOCl generation at the 1st stage and its reaction with an aminoazole at the 2nd stage occurs much more efficiently. If the starting aminopyrazole has no substituent at ring position 4 (1-methyl-3-amino-1H-pyrazole), the process results in the generation of azo- and 4,4'- dichloroazopyrazoles. It has been shown with 3-amino-1,4-dimethyl-1H-pyrazole as an example that under similar conditions, 4-substituted aminopyrazoles selectively give the corresponding azo derivatives.

Lyalin B.V. , Sigacheva V.L. , Kokorekin V.A. , Petrosyan V.A.
Oxidative conversion of N-substituted 3-aminopyrazoles to azopyrazoles using electrogenerated NaOCl as the mediator
Arkivoc. 2017. N3. P.55-62. DOI: 10.24820/ark.5550190.p010.030 Scopus OpenAlex

≡ Scopus:	2-s2.0-85101357951
≡ OpenAlex:	W2771834836