Beilstein J. Org. Chem.2017,13, 1828–1849, doi:10.3762/bjoc.13.178
in the solid-state before having been exposed to microwave irradiation for 1.5–4.5 minutes. In their paper, the authors state: "Arylisothiocyanate (1 mmol) and aromatic primary amine (1 mmol) were mixed thoroughly in an agate mortar" [33]. Considering the established reactivity pattern of electron
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Graphical Abstract
Scheme 1:
a) Schematic representations of unsubstituted urea, thiourea and guanidine. b) Wöhler's synthesis o...
Beilstein J. Org. Chem.2014,10, 2255–2262, doi:10.3762/bjoc.10.234
7a and 8 show interesting solid-state structures with intra- and intermolecular hydrogen bonds.
Keywords: aryl isocyanate; arylisothiocyanate; carbamoylation; sulfonyl isocyanate; triaminoguanidinium salt; 1H-1,2,4-triazole-5(4H)-thione; Introduction
The 1,2,3-triaminoguanidinium ion, [C(NHNH2)3
formed in a second thiocarbamoylation step. Benzylhydrazine, which is liberated in the course of the cyclization step, is transformed into byproduct 11 by thiocarbamoylation of both nitrogen atoms with the arylisothiocyanate. The formation of triazole 12 is related to the reaction of TAG-NO3 with phenyl
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Graphical Abstract
Scheme 1:
Conditions: a) benzaldehyde, ethanol/water, reflux, 1 h, 96% yield; b) H2, Pd/C (10%), MeOH, rt, 48...