A convenient synthesis of 3-amino-1,2,4-benzotriazine 1,4-dioxide (SR 4233) and related compounds via nucleophilic aromatic substitution between nitroarenes and guanidine base | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

7853931

Reference Type

Journal Article

Title

A convenient synthesis of 3-amino-1,2,4-benzotriazine 1,4-dioxide (SR 4233) and related compounds via nucleophilic aromatic substitution between nitroarenes and guanidine base

Author(s)

Suzuki, H; Kawakami, T

Year

1997

Is Peer Reviewed?

Journal

Synthesis
ISSN: 0039-7881
EISSN: 1437-210X

Issue

Page Numbers

855-+

Language

English

DOI

10.1055/s-1997-1283

Web of Science Id

WOS:A1997XU80800002

Abstract

Reaction of 1-fluoro-2-nitrobenzene or 1,2-dinitrobenzene with guanidine in hot THF followed by treatment with potassium tert-butoxide gave 3-amino-1,2,4-benzotriazine 1-oxide in good yield, which was further oxidized by peracetic acid to afford the title compound.

Keywords

1,2,4-benzotriazine 1-oxide and 1,4-dioxide; guanidine; nitroarenes; nucleophilic aromatic substitution