Effect of successive increase in alcohol chains on reaction with isocyanates and isothiocyanates

The reaction of isocyanates and isothiocyanates with long-chain alcohols, e.g. n-hexanol, n-heptanol and n-octanol, exclusively gave N-aryl-O-alkyl carbamates, while N-aryl-O-alkyl carbamates were formed along with symmetrical 1,3-disubstituted ureas and thioureas when the same reactions were carrie...

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Bibliographic Details
Published in:Natural product research 2010-01, Vol.24 (1), p.18-23
Main Authors: Perveen, Shahnaz, Yasmin, Arfa, Khan, Khalid Mohammed
Format: Article
Language:English
Subjects:
alcohols
Carbamates - chemical synthesis
Chromatography, Thin Layer
Fatty Alcohols - chemistry
Indicators and Reagents
isocyanates
Isocyanates - chemistry
isothiocyanates
Isothiocyanates - chemistry
N-aryl-O-alkyl carbamates
Solvents
symmetrical ureas
Temperature
Thiourea - chemistry
Urea - chemistry
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Summary:The reaction of isocyanates and isothiocyanates with long-chain alcohols, e.g. n-hexanol, n-heptanol and n-octanol, exclusively gave N-aryl-O-alkyl carbamates, while N-aryl-O-alkyl carbamates were formed along with symmetrical 1,3-disubstituted ureas and thioureas when the same reactions were carried out with small-chain alcohols at room temperature without using any solvent.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786410802270738