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2-Chloro-5-nitrobenzenesulfonamide

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2-Chloro-5-nitrobenzenesulfonamide manufacturers

2-Chloro-5-nitrobenzenesulfonamide Basic information
Product Name:2-Chloro-5-nitrobenzenesulfonamide
Synonyms:NSC 105711;2-chloro-5-nitrobenzenesulphonamide;2-CHLORO-5-NITROBENZENESULFONAMIDE 98%;4-NITROCHLOROBENZENE-2-SULFONAMIDE;2-CHLORO-5-NITROBENZ;2-chloro-5-nitrobenzene-1-sulfonaMide;2-chloro-5-nitrobenzene-1-sulfonaMid;2,5-bis(1-naphthalenyl)-1,3,4-oxadiazole
CAS:96-72-0
MF:C6H5ClN2O4S
MW:236.63
EINECS:202-527-3
Product Categories:Aromatics;Heterocycles;Benzene derivates
Mol File:96-72-0.mol
2-Chloro-5-nitrobenzenesulfonamide Structure
2-Chloro-5-nitrobenzenesulfonamide Chemical Properties
Melting point 180-183°C
storage temp. Sealed in dry,Room Temperature
solubility Dichloromethane, Ethyl Acetate, Methanol
form Solid
color White
InChIKeyZAJALNCZCSSGJC-UHFFFAOYSA-N
CAS DataBase Reference96-72-0(CAS DataBase Reference)
Safety Information
MSDS Information
2-Chloro-5-nitrobenzenesulfonamide Usage And Synthesis
Chemical PropertiesWhite Solid
Uses2-Chloro-5-nitrobenzenesulfonamide (cas# 96-72-0) is a compound useful in organic synthesis.
Synthesis
2-Chloro-5-nitro-benzenesulfonyl chloride

4533-95-3

2-CHLORO-5-NITROBENZENESULFONAMIDE

96-72-0

Example 17A-1 Synthesis of 2-chloro-5-nitrobenzenesulfonamide: 2-chloro-5-nitrobenzenesulfonic acid (104 g, 437.6 mmol) was dissolved in thionyl chloride (240 mL), followed by the addition of N,N-dimethylformamide (2 mL) as a catalyst. The reaction mixture was heated to reflux and maintained for 4 hours to complete the reaction. Upon completion of the reaction, the mixture was carefully poured into water for quenching and the product was subsequently isolated by filtration. The resulting 2-chloro-5-nitrobenzenesulfonyl chloride was dissolved in toluene and slowly added to a pre-mixed solution of NH4OH (520 mL) and tetrahydrofuran (520 mL) at -10 °C. The reaction mixture was stirred at this temperature for 1 h. The reaction was quenched with 6 M hydrochloric acid solution and the final pH was adjusted to 4. After separating the aqueous and organic layers, the organic layer was concentrated to dryness to give a powdery product. To this powdered product pentane was added and the target compound was isolated by filtration and dried to give 2-chloro-5-nitrobenzenesulfonamide (82.6 g, 80% yield).

References[1] European Journal of Medicinal Chemistry, 2012, vol. 50, p. 18 - 26
[2] Patent: US2011/152246, 2011, A1. Location in patent: Page/Page column 293
[3] Patent: US2005/107364, 2005, A1. Location in patent: Page/Page column 75
[4] Patent: WO2005/19191, 2005, A2. Location in patent: Page/Page column 151
[5] Journal of Pharmacy and Pharmacology, 2001, vol. 53, # 5, p. 669 - 680
Tag:2-Chloro-5-nitrobenzenesulfonamide(96-72-0) Related Product Information
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