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Dimethylformamide dimethyl acetal → N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-ethyl-4-methylbenzenesulfonamide

HRID 1247966
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HRID 1247966 반응식
[C:1]([C:4]1[CH:5]=[C:6]([N:10]([CH2:21][CH3:22])[S:11]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].CO[CH:25](OC)[N:26]([CH3:28])[CH3:27]>>[CH3:25][N:26]([CH3:28])[CH:27]=[CH:2][C:1]([C:4]1[CH:5]=[C:6]([N:10]([CH2:21][CH3:22])[S:11]([C:14]2[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH:19]=2)(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)=[O:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 78373Dimethylformamide dimethyl acetalHCID 20280466N-(3-acetylphenyl)-N-ethyl-4-methylbenzenesulfonamide

생성물 1

HCID 53660891N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-ethyl-4-methylbenzenesulfonamide

반응 조건

온도
-10 °C

실험 절차

A 31.2 g portion of N-(3-acetylphenyl)-N-ethyl-4-methylbenzenesulfonamide and 50 ml of dimethylformamide dimethylacetal were combined and stirred on a steam bath for 18 hours, then evaporated in vacuo to an oil. This oil was triturated with hexane at -10° C. The hexane was decanted and the residue dissolved in 125 ml of boiling dichloromethane and then filtered. The filtrate was reheated to boiling, 200 ml of hexane was added and the mixture cooled to -10° C. The precipitate was collected, washed with hexane and dried, giving 21.6 g of N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-ethyl-4-methylbenzenesulfonamide.

후처리

  1. customevaporated in vacuo to an oil
  2. customThis oil was triturated with hexane at -10° C
  3. customThe hexane was decanted
  4. dissolutionthe residue dissolved in 125 ml of boiling dichloromethane
  5. filtrationfiltered
  6. addition200 ml of hexane was added
  7. customThe precipitate was collected
  8. washwashed with hexane
  9. customdried

출처 및 근거

ORD 기록
ord-aaa7e6a1ab4f4dac94364ef9e88eab45
출처 데이터셋
uspto-grants-1985_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04521422

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