Dithietanes. Synthesis of  N ‐substituted 2‐imino‐1,3‐dithietanes and 2‐imino‐1,3‐dithietane hydrochloride | Zendy

Addor Roger W. | Zendy

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Dithietanes. Synthesis of N ‐substituted 2‐imino‐1,3‐dithietanes and 2‐imino‐1,3‐dithietane hydrochloride

Author(s) -

Addor Roger W.

Publication year - 1970

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.5570070221

Subject(s) - chemistry , hydrochloride , hydroxylamine hydrochloride , hydrochloric acid , salt (chemistry) , yield (engineering) , potassium , hydrolysis , medicinal chemistry , bromide , condensation , isothiocyanate , potassium bromide , organic chemistry , materials science , physics , metallurgy , thermodynamics

The reaction of diethylphosphoryl isothiocyanate with potassium hydrosulfide gave potassium diethoxyphosphinyldithiocarbamate ( 3a ). This salt, with methylene bromide, afforded 2‐diethoxyphosphinylimino‐1,3‐dithietane ( 5a ) in high yield. In concentrated hydrochloric acid, 5a was hydrolyzed to 2‐imino‐1,3‐dithietane which was isolated as a stable hydrochloride ( 7 ). The synthesis of some other N ‐Substituted 2‐imino‐1,3‐dithietanes is also described.

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