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Synthesis of 5‐methyl‐1,3,2‐benzodithiazoles
Author(s) -
Chen Chin H.,
Donatelli Barbara A.
Publication year - 1979
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570160134
Subject(s) - chemistry , triethylamine , toluene , primary (astronomy) , medicinal chemistry , nitrogen , boron , tetrathiafulvalene , organic chemistry , dilution , molecule , physics , astronomy , thermodynamics
Abstract The novel helerocycles 5‐methyl‐1,3,2‐benzodithiazoles (7) were prepared in 30–50% yields from toluene‐3,4‐dithiol (6) and appropriate primary amines in the presence of 2 equivalents of triethylamine under high‐dilution conditions. These compounds, which exhibit one reversible oxidation potential around +0.90 V vs . SCE, serve as a model study in the quest of synthesizing a new donor, the “boron‐nitrogen” analog of tetrathiafulvalene (BNTTF).