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2-Nitrobenzenesulfonyl chloride acts as a reagent to form 2-nitrobenzenesulfonyl derivatives of alcohols and amines. It is also involved in the selective cleavage with thiophenol without displacement of the nitro group. Further, it is used in the preparation of renin inhibitors. In addition to this, it finds application as an anticonvulsant.
Reagent for formation of 2-nitrobenzenesulfonyl derivatives of alcohols and amines, e.g. in the presence of triethylamine. Selective cleavage with PhSH occurs without displacement of the nitro group which sometimes occurs with the 4-nitro isomer (see following entry): Tetrahedron Lett., 36, 6373 (1995). See also 2-Nitrobenzenesulfonamide, A15689.
Hfaiedh, A.; Yuan, K.; Ammar, H. B.; Hassine, B. B.; Soulé, J. F.; Doucet, H. Eco-Friendly Solvents for Palladium-Catalyzed Desulfitative C-H Bond Arylation of Heteroarenes. ChemSusChem 2015, 8 (10), 1794-1804.
Takanashi, N.; Suzuki, K.; Kitajima, M.; Takayama, H. Total synthesis of conolidine and apparicine. Tetrahedron Lett. 2016, 57 (3), 375-378.
Hazard Statements: H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a
Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.