Preparation of substituted semicarbazides from corresponding amines and hydrazines via phenyl carbamates

•Mild reaction conditions for the preparation of substituted semicarbazides.•The preparation method applicable to structurally diverse semicarbazides.•Building semicarbazide library from amines, hydrazines, and phenyl chloroformate. A simple synthetic procedure for the conversion of amines and hydra...

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Bibliographic Details
Published in:Tetrahedron letters 2014-02, Vol.55 (9), p.1540-1543
Main Authors: Hron, Rebecca, Jursic, Branko S.
Format: Article
Language:English
Subjects:
Alkylsemicarbazides
Amines
Arylsemicarbazides
Carbamates
Chloroformate
Condensing
Conversion
Functional groups
Hydrazine
Hydrazines
Phenyls
Semicarbazides
Tetrahedrons
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Summary:•Mild reaction conditions for the preparation of substituted semicarbazides.•The preparation method applicable to structurally diverse semicarbazides.•Building semicarbazide library from amines, hydrazines, and phenyl chloroformate. A simple synthetic procedure for the conversion of amines and hydrazines into substituted semicarbazides was developed. The initial condensation between the desired amine and phenyl chloroformate into phenyl carbamate is followed by the addition of hydrazine under basic conditions. The reaction is tolerable to a variety of functional groups, with mild conditions and high percent yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.01.052