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

HRID 812

반응식

HRID 812 반응식
[CH3:1][C:2]([NH:5][S:6]([C:9]1[CH:13]=[CH:12][NH:11][CH:10]=1)(=[O:8])=[O:7])([CH3:4])[CH3:3].CI.[CH3:16]C(C)([O-])C.[K+]>CN(C)C=O.C(OCC)(=O)C>[CH3:4][C:2]([NH:5][S:6]([C:9]1[CH:13]=[CH:12][N:11]([CH3:16])[CH:10]=1)(=[O:8])=[O:7])([CH3:1])[CH3:3]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 19693846N-(tert-Butyl)-1H-pyrrole-3-sulfonamideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 19693811N-(1,1-Dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °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.

후처리

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

출처 및 근거

ORD 기록
ord-c014829738084401b0a152f2e7cdf4bb
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723410

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