Synthesis
A. General procedure for the synthesis of (tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine (0316): 5.5 g (27.5 mmol) of 5-chlorothiophene-2-sulfonyl chloride was dissolved in anhydrous THF at 0 °C, and 5.7 mL (75.5 mmol) of tert-butyl amine was slowly added. The reaction mixture was gradually warmed to 23 °C and the reaction was stirred. After completion of the reaction, the reaction mixture was diluted with 125 mL of ether and filtered to remove insoluble material. The filtrate was washed sequentially with 1N HCl and brine and then dried over anhydrous MgSO4. Finally, the solvent was removed by vacuum concentration to give 6.4 g (98% yield) of the target compound as an oil.
References
[1] Patent: EP2314593, 2016, B1. Location in patent: Paragraph 0316
[2] Pharmazie, 1994, vol. 49, # 2-3, p. 115 - 117
[3] Patent: US2002/77486, 2002, A1
[4] Patent: US6906063, 2005, B2
