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

HRID 1590788ノート

反応式

HRID 1590788 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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%.

後処理

  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)

出典と根拠

ORDレコード
ord-e9ff8ea5e36f450da85ee61d73f91d36
出典データセット
uspto-grants-1993_04
特許番号
US05204463

反応ノート

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