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Synthesis 1987; 1987(1): 64-65
DOI: 10.1055/s-1987-27847
DOI: 10.1055/s-1987-27847
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A Novel Synthesis of Clonidine, an Anti-Hypertensive Drug from o-Chloronitrobenzene
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Publication History
Publication Date:
20 August 2002 (online)
An elegant, cost-effective synthesis of clonidine (4) is reported from readily available starting materials. o-Chlorophenylhydroxylamine (2), obtained from o-chloronitrobenzene, is formylated to N-(2-chlorophenyl)-N-hydroxyformamide (3). In a one-pot procedure, 3 is converted to clonidine by chlorination with thionyl chloride and then with thionyl chloride/sulfuryl chloride, followed by condensation with ethylenediamine.