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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-H335
Causes severe skin burns and eye damage. May cause respiratory irritation.
Precautionary Statements: P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant