1,3-DI-P-TOLYLCARBODIIMIDE

Reactant for synthesis of:

• Cyclic guanidines
• Five membered heterometallacycloallenes
• Benzimidazoles or quinazolines via nucleophilic addition and intramolecular C-C bond formation
• Benzoxazole and benzimidazole derivatives via cross-coupling reactions
• Gem-difluorodihydrouracil derivatives via addition reactions

Reactant for ketene cycloadditions

ChEBI: A carbodiimide compound having a 4-methylphenyl substituent on both nitrogen atoms.

reaction type: Coupling Reactions

Although tolyl carbodiimide is commercially available, it is quite expensive. It can be conveniently prepared from tolyl thiourea by oxidation with Mercury(II) Oxide, Triphenylphosphine in the presence of Diethyl Azaodicarboxylate, or mercury(II) benzamide. A synthetic method of dimerizing p-tolyl isocyanate has been reported.

Harmful inhalation, ingestion, skin absorption, and exposure causes strong eye and lung irritation. The solid is light- and moisture-sensitive and should be refrigerated in dark, well-sealed containers under an inert atmosphere. It should be used in a fume hood.