The  14 C,  13 C and  15 N syntheses of MON 37500, a sulfonylurea wheat herbicide | Zendy

Maxwell Brad D. | Zendy; Boyé Olivier G. | Zendy; Ohta Kazunari | Zendy

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The 14 C, 13 C and 15 N syntheses of MON 37500, a sulfonylurea wheat herbicide

Author(s) -

Maxwell Brad D.,

Boyé Olivier G.,

Ohta Kazunari

Publication year - 2005

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.934

Subject(s) - chemistry , yield (engineering) , chloroacetic acid , ring (chemistry) , malonate , pyrimidine , diethyl malonate , sulfonylurea , ammonium , medicinal chemistry , imidazopyridine , pyridine , organic chemistry , stereochemistry , catalysis , medicine , materials science , insulin , metallurgy , endocrinology

[ 14 C] and [ 13 C]MON 37500 labeled in the imidazopyridine (Im) ring system were synthesized in seven steps in an overall yield of 39 and 28%, respectively, from [2‐ 14 C] and [2‐ 13 C]chloroacetic acid. [ 14 C]MON 37500 labeled in the pyrimidine (Pd) ring system was synthesized from [2‐ 14 C]diethyl malonate in four steps in 48% yield. Lastly, [ 15 N]MON 37500 was prepared in three steps in an overall yield of 28% from [ 15 N]ammonium chloride. Copyright © 2005 John Wiley & Sons, Ltd.

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