반응 #2346358

반응 방정식

N-(1,1-dimethylethyl)-1H-pyrrole-3-sulfonamide

methyl iodide

potassium t-butoxide

→

N-(1,1-Dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide

용매

N,N-dimethylforamide

ethyl acetate

반응 조건

후처리

1. 1
   온도to cool to room temperature
2. 2
   세척washed three times with 1N HCl
3. 3
   건조once with brine, dried (MgSO4)
4. 4
   기타evaporated to an oily solid which
5. 5
   기타was triturated with 5% diethyl ether/95% hexanes affording 6 g of the title compound as a beige solid, m.p. 134°-135° C

실험 절차

A solution of N-(1,1-dimethylethyl)-1H-pyrrole-3-sulfonamide 9 g (0.044 mol) in 90 mL N,N-dimethylforamide was cooled to 15° C. under a nitrogen atmosphere. To this was added 3.2 mL (0.053 mol) of methyl iodide followed by 5.43 g (0.048 mol) of potassium t-butoxide. The mixture was warmed at ca. 60° C. for 2 hours then allowed to cool to room temperature and stirred for ca. 2 hours. The reaction mixture was diluted with ethyl acetate, washed three times with 1N HCl, once with brine, dried (MgSO4) and evaporated to an oily solid which was triturated with 5% diethyl ether/95% hexanes affording 6 g of the title compound as a beige solid, m.p. 134°-135° C. 1H NMR (CDCl3, 200 MHz.) δ: 7.11(s,1H), 6.59(d,1H), 6.41(d,1H), 4.32(bs,1H), 3.67(s,3H), 1.26(s,9H).

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