As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 112101-81-2 name is R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 112101-81-2
EXAMPLE 2: Formation of tamsulosin amide (4) A 500 ml three-necked, round bottom flask was charged with 15.12g of amine 3 and 76 mi of THF. With moderate stirring under nitrogen, a heavy white suspension was formed. The suspension was then cooled in an ice-water bath to 0- 5C. With moderate stirring, 65 ml of a 1 M solution of diisobutylaluminum hydride in THF was added to the suspension at a rate such that the batch temperature was maintained at 5-10C. After the addition was completed, the mixture was stirred at 5-10C for 5 minutes to give a light white suspension. The cooling bath was removed and the mixture was allowed to warm to 20-25C and agitated for 1 hour at this temperature. With moderate agitation, 13.02 g of 2 in toluene was charged into the mixture via a syringe. The resulting reaction mixture was stirred at 20-25C for 16 hours and then cooled in an ice-water bath to 0-5C. With vigorous agitation, HCI was charged in slowly such that the reaction temperature was maintained at 20- 25C. A heavy white suspension was formed. The above suspension was transferred to a 1 L Erlenmeyer flask equipped with a magnetic stirring bar with the aid of CH2CI2. This mixture was stirred vigorously for 30 minutes at 20-25C to give a biphasic solution. The layers were separated and the lower organic layer was collected and washed with water. The cloudy solution was filtered and concentrated via distillation under atmospheric pressure. The solution was cooled to 40-50C and ethanol was added. The resultant solution was again concentrated via distillation under atmospheric pressure to generate a heavy white suspension. The heavy white suspension obtained above was cooled to 20-25C. With moderate stirring, MTBE was charged. The resultant mixture was stirred for 5 minutes and then cooled in an ice-water bath to 0-5C. Agitation continued for another 30 minutes. The white solid in the suspension was collected by suction filtration while cold. The cake was collected and dried under vacuum at 45C for 16 hours to give 20.2 g of the amide 4 with a yield of 77%.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, and friends who are interested can also refer to it.
Reference:
Patent; TORCAN CHEMICAL LTD.; WO2005/51897; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics