Pyridine → 2,4-Dinitrobenzenesulfonamide

A solution of Part A compound (1.01 g, 2.37 mmol) and TFA (8 mL) in CH2Cl2 (30 mL) was stirred at RT for 4.5 h. The solution was concentrated in vacua, and the residue was dissolved in CH2Cl2 and filtered through a pad of solid K2CO3. The filtrate was concentrated in vacuo to give the corresponding crude amine. To a solution of the crude amine in THF (11.9 mL) were added pyridine (0.383 mL, 4.74 mmol) and 2,4-dinitrobenzenesulfonyl chloride (0.85 g, 3.19 mmol) and the solution was stirred at RT for 15 h. Since some starting material still remained at this point, more sulfonyl chloride (0.32 g, 1.2 mmol) was then added. After a further 4 h, HPLC analysis indicated that all starting material had been consumed. The reaction mixture was diluted with Et2O, washed with lN aq HCl, saturated aq NaHCO3 and brine, dried (MgSO4), filtered and concentrated in vacuo to provide the crude 2,4-dinitrobenzenesulfonamide

1. concentrationThe solution was concentrated in vacua
2. dissolutionthe residue was dissolved in CH2Cl2
3. filtrationfiltered through a pad of solid K2CO3
4. concentrationThe filtrate was concentrated in vacuo
5. customto give the corresponding crude amine
6. additionwas then added
7. waitAfter a further 4 h
8. customhad been consumed
9. additionThe reaction mixture was diluted with Et2O
10. washwashed with lN aq HCl, saturated aq NaHCO3 and brine
11. dry with materialdried (MgSO4)
12. filtrationfiltered
13. concentrationconcentrated in vacuo

ORDレコード

ord-894389e1d0354239b4a8a9350efb4a97

出典データセット

uspto-grants-2002_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06414002B1