Undecyl isocyanate

Another approach to the preparation of isocyanates is the Curtius rearrangement. The reaction can be stopped at the isocyanate stage when carried out in an inert solvent such as benzene. Undecyl isocyanate (89) has been prepared from the corresponding acyl chloride via the azide in 85% yield... 

Saturated Monocarboxylic Acids. Azides of saturated acids can be prepared almost equally well by reaction of the hydrazides with nitrous acid or by reaction of the acid chlorides with sodium azide. The latter method is superior for very low-molecular-weight acids, whose hydrazides and azides are difficult to extract from water by this method acetyl chloride is converted to methyl isocyanate through the azide in 60-72% yields. From lauroyl chloride, 86% of undecyl isocyanate is obtained by the sodium azide method. The reaction of acid an-... 

Undecyl Isocyanate from Lauroyl Chloride. Excellent directions for this preparation are given in Organic Syntheses. ... 

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