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Synthesis of 5-trifluoromethyluracil-2−14C

✍ Scribed by Arthur J. Zambito; Earl M. Chamberlin

Publisher
John Wiley and Sons
Year
1971
Tongue
French
Weight
234 KB
Volume
7
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Diethyl ethoxymethylenemalonate was condensed with thiourea−^14^C in the presence of sodium ethylate to give ethyl 2‐thio‐6‐oxypyrimidine‐5‐carboxylate‐2−^14^C. Desulfurization of the latter pyrimidine with chloroacetic acid gave uracil‐5‐carboxylic acid‐2−^14^C, which was subsequently fluorinated with sulfur tetrafluoride and hydrogen fluoride to afford the desired 5‐trifluoromethyluracil‐2−^14^C in 25.6% overall yield based on thiourea.

📜 SIMILAR VOLUMES

Synthesis of 2-pyrrolidinone-5-14C
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✍ A. J. Villani; W. L. Mendelson; D. W. Blackburn 📂 Article 📅 1973 🏛 John Wiley and Sons 🌐 French ⚖ 197 KB

## Abstract A convenient synthesis of the pharmacological intermediate 2‐pyrrolidione‐5‐^14^C, was developed using potassium cyanide ^14^C as starting material. Potassim cyanide‐^14^C was converted to 2‐pyrrolidinone‐5‐^14^C in an overall 56% radiochemical yield.

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[2‐^14^ C]2,5‐dichloropyrimidine is a useful reagent for labeling biologically active compounds for use in hepatocyte transport studies, protein covalent binding, and metabolic profiling. This paper describes a novel five‐step synthesis of [2‐^14^ C]2,5‐dichloropyrimidine from readily available [^14