반응 #2346367

반응 방정식

water

sodium acetate

methoxyamine hydrochloride

N-(1,1-dimethylethyl)-2-formyl-1-methyl-1H-pyrrole-3-sulfonamide

→

title compound

수율 96.2%

N-(1,1-Dimethylethyl)-2-[(methoxyimino)methyl]-1H-pyrrole-3-sulfonamide

수율 96.2%

용매

methanol

반응 조건

후처리

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   온도The white suspension was heated at
3. 3
   온도a gentle reflux overnight ca. 16 hours
4. 4
   추출The aqueous mixture was extracted with four 100 mL portions of methylene chloride
5. 5
   세척The combined extracts were washed with water
6. 6
   건조dried (MgSO4)
7. 7
   농축concentrated in vacuo

실험 절차

To a suspension of 3.91 g (46.8 mmol) of methoxyamine hydrochloride in 60 mL of methanol was added 3.84 g (46.8 mmol) of sodium acetate. After stirring the white suspension for ca. 15 minutes 5.72 g (23 mmol) of N-(1,1-dimethylethyl)-2-formyl-1-methyl-1H-pyrrole-3-sulfonamide was added in one portion. The white suspension was heated at a gentle reflux overnight ca. 16 hours. The reaction mixture was cooled to room temperature and poured into 500 mL of water. The aqueous mixture was extracted with four 100 mL portions of methylene chloride. The combined extracts were washed with water, dried (MgSO4) and concentrated in vacuo yielding 5.74 g of the title compound as a white solid, m.p. 99°-101° C. 1H NMR (CDCl3, 200 MHz.) δ: 8.51(s,1H), 6.66(d,1H), 6.54(d,1H), 4.82(bs,1H), 3.97(s,3H), 3.82(s,3H), 1.24(s, 9H).

출처