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CAS No. : | 97-09-6 | MDL No. : | MFCD00035783 |
Formula : | C6H5ClN2O4S | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | SPZGXONNVLTQDE-UHFFFAOYSA-N |
M.W : | 236.63 | Pubchem ID : | 7324 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93.7% | Add 200g of water to a clean three-necked bottle, 2-nitrochlorobenzene-4-sulfonyl chloride wet product 80g(mass fraction 61.2%), converted into 2-nitrochlorobenzene-4-sulfonyl chloride 49g,And 1g of Turkish red oil as a wetting agent,Stirring and stirring for 30 minutes, then adding 40 g of solid ammonium chloride and stirring for 15 minutes.Adding a 20% aqueous solution of sodium hydroxide,Adjusting the pH of the system raises the pH of the feed to 7-9, thenWarming up to 30-55 C to maintain the ammoniation reaction,During the reaction, the sodium hydroxide aqueous solution with a mass fraction of 20% is used to maintain the pH of the ammoniated solution of the system between 7-9.Until the end of the ammoniation reaction is complete, cooling causes the product to precipitate completely and filter.The filter cake is washed twice with cold water, and the wet product is dried at 95 C.Obtained 42 g of 2-nitrochlorobenzene-4-sulfonamide as an ammoniated product, the yield was 93.7%.The purity is over 99%. | |
80.7% | With ammonia; In 1,4-dioxane; at 20℃; for 1h; | To a solution of (7.5 g, 29.3 mmol) of 4-chloro-3-nitrobenzenesulfonyl chloride in dioxane 150 ml was bubbled NH3 s for one hour. The reaction was stirred until completion, then filtered, rinsed with dioxane and concentrated. The resulting solid was suspended in distilled water, filtered and dried. Yield 5.6 g, 23.7 mmol (80.7%). IH NMR (400 MHz3 DMSO-D6) delta ppm 7.75 (s, 2 H) 8.01 (d, J=8.40 Hz, 1 H) 8.07 (dd, J=8.40, 2.15 Hz, 1 H) 8.45 (d, J=2.15 Hz, 1 H). |
66% | With ammonium hydroxide; In water; isopropyl alcohol; at -40 - -20℃; for 0.5h; | 1L three bottles were added 350mL water,250 mL isopropanol,47 g of aqueous ammonia (0. 69 mol, 3 eq), cooled with stirring to -40 C, and a solution of 58 g (0.23 mol, 1eq) dissolved in 100 ml of 3-nitro-4-chlorobenzenesulfonyl chloride was added dropwise, keeping the temperature <-20 C. After the dropping insulation 0. 5h, TLC detection (PE/EA-5/1) no raw materials, add hydrochloric acid to adjust the pH = 1-2, keep the temperature <-20 C, adjust the temperature after recovery, remove isopropyl alcohol, filter, and dry cake washed with EA dissolved after filter and dry to gave 3-nitro-4-chlorobenzenesulfonamide, pale yellow crystals 36g, yield 66% |
With ammonium hydroxide; In diethyl ether; at 20℃; for 4h; | 4-Chloro-3-nitrobenzenesulfonylchloride (1081.7 mg, 4.14 mmol) dissolved in diethyl ether and ammonia solution (25%, 6 mL) was added to mixture and stirred at rt for 4h. Reaction mixture poured into water and extracted with ethyl acetate. Organic layer was dried, filtered and evaporated. The crude 1 (955.2 mg, 97.3% yield) was used in the next step without purification [1]. Mp 174.5-175.8 C, (175-176 C [2]). CAS # 97-09-6 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diethyl ether; | EXAMPLE 1C 4'-chloro-3'-nitrobenzenesulfonamide A 0 C. solution of 4-chloro-3-nitrobenzenesulfonyl chloride (12.8 g, 50.0 mmol) in diethyl ether (1 L) was slowly treated with 0 C. concentrated NH4OH (50 mL) and stirred for 30 minutes. The organic layer was dried (MgSO4), filtered, and concentrated to provide the desired product of sufficient purity for subsequent use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diethyl ether; | Example 1C 4-chloro-3-nitrobenzenesulfonamide A 0 C. solution of 4-chloro-3-nitrobenzenesulfonyl chloride (12.8 g, 50.0 mmol) in diethyl ether (1 L) was slowly treated with 0 C. concentrated NH40H (50 mL) and stirred for 30 minutes. The organic layer was dried (MgSO4), filtered, and concentrated to provide the desired product of sufficient purity for subsequent use. |