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A convenient synthesis of 1,3-dimethyl(5h,7h)imidazo(4,5-dpyrimidine-2,4,6-trithione and its unusual character

✍ Scribed by Iwao Ojima; Shin-ichi Inaba

Book ID
104237589
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
195 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis

1,3-Diemthyl(5H,7H)imidazo(4,5-d)pyrimidine-2,4,6-trithione (1) was synthesized by the reaction of carbon disulfide with 1,3-dimethyl-4-cyano-5aminoimidazolidine-2-thione (2) which was produced by reacting trimethylsilyl cyanide with methyl isothiocyanate followed by methanolysis. An unusual reversible formation of the dimethylamine salt of L is also described.

Of late years, trimethylsilyl cyanide has been shown to be a qood reagent for the preparation of O-trimethylsilylcyanohydrin derivatives, which are employ. ed as a selective carbonyl protective group or a masked carbanion precursor in organic synthesis.

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