반응 #7000

반응 방정식

sulfonyl chloride

pyridine

2,4-dinitrobenzenesulfonyl chloride

TFA

→

2,4-dinitrobenzenesulfonamide

용매

THF

CH2Cl2

반응 조건

후처리

1. 1
   농축The solution was concentrated in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in CH2Cl2
3. 3
   여과filtered through a pad of solid K2CO3
4. 4
   농축The filtrate was concentrated in vacuo
5. 5
   기타to give the corresponding crude amine
6. 6
   workup.ADDITIONwas then added
7. 7
   workup.WAITAfter a further 4 h
8. 8
   기타had been consumed
9. 9
   workup.ADDITIONThe reaction mixture was diluted with Et2O
10. 10
    세척washed with 1N aq HCl, saturated aq NaHCO3 and brine
11. 11
    건조dried (MgSO4)
12. 12
    여과filtered
13. 13
    농축concentrated in vacuo

실험 절차

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 vacuo, 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 1N aq HCl, saturated aq NaHCO3 and brine, dried (MgSO4), filtered and concentrated in vacuo to provide the crude 2,4-dinitrobenzenesulfonamide

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