تفاعل #917

معادلة التفاعل

water

sodium acetate

methoxyamine hydrochloride

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

→

title compound

المردود 96.2%

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

المردود 96.2%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   درجة الحرارةThe white suspension was heated at
3. 3
   درجة الحرارةa gentle reflux overnight ca. 16 hours
4. 4
   استخلاصThe aqueous mixture was extracted with four 100 mL portions of methylene chloride
5. 5
   غسيلThe combined extracts were washed with water
6. 6
   تجفيفdried (MgSO4)
7. 7
   تركيزconcentrated in vacuo

الإجراء التجريبي

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.

المصدر