The preparation of ormetoprim labeled with carbon-14
β Scribed by Arnold A. Liebman; Gerhard J. Bader; Heinz H. Kaegi; Clark W. Perry
- Publisher
- John Wiley and Sons
- Year
- 1986
- Tongue
- French
- Weight
- 202 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
β¦ Synopsis
The sulfonamide potentiator ormetoprim (6) has been prepared with a carbon-14 label for use in biolo ical studies.
The key intermediate, 2-methylveratraldehyde (4, was prepared by 14CO2 carbonation of the Grignard reagent from 2-bromo-4,5dimethoxytaluene (1) followed by esterification, reduction and manganese dioxide oxidation.
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## Abstract A method is described for smallβscale laboratory simulation of the industrial process for the manufacture of guazatine, an agrochemical fungicide comprising a mixture of guanidated diβ, triβ, and polyβamines derived from octamethylenediamine. The product has been prepared with carbonβ14
Nitration of N-ethoxy~arbonyl-[U-~~C]aniline with two equivalents of nitric acid in sulfuric acid afforded N-ethoxycarbonyl-2,4-dinitro-[U-l4C]aniline which was deprotected quantitatively to P,Cdinitro-[U-l4C]aniline. Selective hydrogenation provided 99.5% radiochemically pure [U-I 4C]nitrophenylene