Hydrazine hydrate (1:1) → 6-[4-(3-aminopropoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone

HRID 2371924노트

반응식

HRID 2371924 반응식
C1(=O)[N:5]([CH2:6][CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH2:17][CH2:18][C:19](=[O:22])[NH:20][N:21]=3)=[CH:12][CH:11]=2)C(=O)C2=CC=CC=C12.O.NN>C(O)C>[NH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH2:17][CH2:18][C:19](=[O:22])[NH:20][N:21]=2)=[CH:14][CH:15]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 144418626-[4-(3-phthalimidopropyloxy)phenyl]-4,5-dihydro3(2H)-pyridazinone

생성물 1

HCID 144418676-[4-(3-aminopropoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone수율 51.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 2.748 g (7.28 mmol) of the phthalimide prepared above and 398 microliters (8.0 mmol) of 98% hydrazine hydrate in 75 ml of ethanol is heated overnight at reflux under N2. After cooling to RT, the volatiles are removed under vacuum. The residual white solid is taken up in 15 ml of 70:30 CH3OH:NH4OH and flash chromatographed on silica gel (90:10:2 CHCl3 :CH3OH:NH4OH) to give 929 mg of 6-[4-(3-aminopropyloxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone as a white solid. Yield, 23%.

후처리

  1. temperatureis heated overnight
  2. temperatureat reflux under N2
  3. customthe volatiles are removed under vacuum
  4. customNH4OH and flash chromatographed on silica gel (90:10:2 CHCl3 :CH3OH:NH4OH)

출처 및 근거

ORD 기록
ord-be1ff032f88e46259ef3db61aa6bea3a
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05096904

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