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ChemicalBook CAS DataBase List Sulfanilamide

Sulfanilamide synthesis

11synthesis methods
Sulfonamide is synthesized from acetanilide by chlorosulfonation, amination, hydrolysis, and neutralization:
Acetanilide is reacted with chlorosulfonic acid at 40~50℃, then cooled, slowly added to water for acid decomposition, precipitated at the same time, dried and filtered to obtain p-acetamidobenzenesulfonyl chloride, and then subjected to ammoniation, and the amination temperature is controlled at 40~ 45 ℃, and then hydrolyzed, acidified to obtain sulfonamide.
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Yield:63-74-1 98.3%

Reaction Conditions:

with water;acetic acid;sodium hydroxide at 65; pH=6-8; for 6 h;Reagent/catalyst;Temperature;

Steps:

1 Example 1

Add 300g (1.28mol) of dry ASC (paraacetamidobenzenesulfonyl chloride) with a water content of 0 to a 2500ml flask at room temperature, then add 1500ml of methanol and turn on the stirring, then cool to 0°C and start venting ammonia. During the gas process, the temperature of the flask is controlled to 0-15, and a total of 2.56mol of ammonia gas is injected. After the ammonia gas is passed, the temperature is controlled at 10-20, the reaction is stirred for 6h, and the stirring speed is controlled to 85prm. , Distill out methanol under reduced pressure under a pressure of -0.08MPa for the next batch of recycling.Then add 500ml of water and stir to dissolve,After cooling to room temperature, the ammonium chloride salt solution was removed by filtration, 213g (1.70mol) of liquid caustic soda with a concentration of 32% was added to the filter cake, the temperature was raised to 65°C, and then refluxed for 6h, and then acetic acid was added dropwise to the pH value of 6-8. The product precipitates, the sodium acetate salt solution is filtered off, and the product is heated and dried by steam using a fluidized bed drying device to obtain the product. The product is weighed, and the yield is calculated, and the yield is 98.3%.

References:

CN113336680,2021,A Location in patent:Paragraph 0019

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