78645-81-5Relevant academic research and scientific papers
Synthesis of [3,5-dichlorobenzenesulfonamide-U-14C)] labeled VLA-4 antagonists
Yu, Nathan X.,Raab, Conrad E.,Dean, Dennis C.,Lin, Linus S.,Melillo, David G.
, p. 115 - 125 (2004)
Radiolabeled tracers were required for the development of a series of VLA-4 antagonists. A method to synthesize [U- 14C]3,5-dichlorobenzenesulfonyl chloride was developed. From this key intermediate, various tracers were prepared in high yield.
Preparation method of benzene ring 14C marked sulfonamide antibiotic
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Paragraph 0025; 0089; 0091-0092, (2018/07/30)
The invention provides a preparation method of a benzene ring 14C marked sulfonamide antibiotic. The preparation method comprises the following steps of by taking benzene ring 14C marked aniline hydrochloride as a starting reactant, and performing acetyla
The synthesis of [U-14C phenyl] LS 840606, an agricultural fungicide
Madegard,Mestre,Raimond,Noel
, p. 1123 - 1132 (2007/10/03)
2,2',4'-Trichloro-[ring U-14C]acetophenone 3 was the key intermediate of this synthesis patterned after the industrial route. An unexpected poor yield was observed during the preparation of 3 by the Friedel-Crafts reaction of chloroacelyl chloride with 1,3-dichloro-[U-14C]benzene 10, possibly the result of an isotope effect although this poor yield might be explained by other factors. Two routes ware checked for the preparation of 1,3-dichloro-[U-14C]benzene 10. The action of CCl4 with 1,3-dinitro-[U-14C]benzene at 280°C was entailed with explosions. A safer route started from [U-14C]aniline via 2,4-dichloro-[ring U-14C]acetanilide, Friedel-Crafts reaction of 10 with acetyl chloride gave rise in 52% yield to 2',4'-dichloro-[ring U-14C]acetophenone 16 which was brominated to 2-bromo-2',4'-dichloro-[ring U-14C]acetophenone 17; 17 was condensed with 2,2-(ethylenedioxy)ethylmagnesium bromide to compound 18; 18 was condensed with 1,2,4-triazole to 5 then successively treated with HCl:water:dioxane and 2,2,2-trifluaroethanol/HCl. Separation of the two diastereomers by medium pressure liquid chromatography. 7% overall radioactive yield from [U-14C]aniline. Radiochemical purity 99%.
