
Synthesis p. 64 - 65 (1987)
Update date:2022-08-03
Topics: -Synthesis -Catalyst -Alkylation -Reduction
Ayyangar, N. R.
Brahme, K. C.
Srinivasan, K. V.
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.
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Doi:10.1002/hlca.19870700123
(1987)Doi:10.1016/j.bmcl.2011.06.136
(2011)Doi:10.1021/ol0490375
(2004)Doi:10.1021/om800857k
(2009)Doi:10.1021/acs.joc.1c00967
(2021)Doi:10.1016/j.bmcl.2011.03.084
(2011)