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Updated: Jun 5, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Triethyl-ammonium N'-(benzyl-sulfanylthio-carbonyl)-2-hydroxy-benzohydrazidate
Abstract:
In the title compound, C(6)H(16)N(+)·C(15)H(13)N(2)O(2)S(2) (-), the thione S atom is in a cis configuration with respect to the phenyl and benzene rings, while it adopts a trans configuration with respect to the carbonyl group. The dihedral angle between the benzene and phenyl rings is 78.81 (2)°. The mol-ecular conformation is stabilized by intra-molecular O-H⋯O and N-H⋯S hydrogen bonds, while inter-molecular N-H⋯O, N-H⋯N and weak C-H⋯O inter-actions help to stabilize the crystal structure.
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The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by water loss...

