Tosyl isocyanate, also known as p-toluenesulfonyl isocyanate, is a colorless liquid that reacts readily with water and other protic solvents. It is commonly used as a reagent in organic synthesis, particularly in the introduction of the sulfonyl isocyanate group.
Related images
The reaction of imidazole 1 with a slight excess of tosyl isocyanate was carried out under a nitrogen atmosphere. The reagents were combined at 0 ЊC and the mixture was stirred at room temperature for a few hours. The products 5a–e precipitated from the reaction mixture as yellow solid materials and were isolated by filtration in 85–99% yield (Scheme 1).
The preferred pathway for the formation of purine 5 in the reaction of imidazole 1 with tosyl isocyanate, must be the one represented in Scheme 5.
Use of imidazoles 2 and 16 in the reaction with tosyl isocyanate (Scheme 6).
Related Questions and Answers
No related questions yet