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Synthesis of 3-morpholino-N-ethoxycarbonyl sydnonimine-5-14C (sin-10-14C)

✍ Scribed by K. Masuda; T. Toga; N. Hayashi

Publisher: John Wiley and Sons
Year: 1975
Tongue: French
Weight: 128 KB
Volume: 11
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2590110219

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✦ Synopsis

Since syndnonimines were synthesized in 1957 (1y2), many derivatives of sydnonimines have been prepared (3'4) and it was found that 3-dialkylaminosydnonimines and their N-acyl derivatives have a remarkable hypotensive activity in animals (5 ' 6 ) . labelled compound of 3-morpholino-N-ethoxycarbonyl sydnonimine (I, SIN-10) was desired for the study of metabolic fate in animals, and the labelled position at 5 in I was chosen, because I is stable in acid and neutral solution but not so stable in alkaline solution due to the cleavage of ethoxycarbonyl group in I by the hydrolysis reaction"). sodium bisulfite and K14CN to give N-morpholinoaminoacetonitrile-l- 14C (111). Nitrosation of I11 led to intermediate, N-morpholino-N-

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