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Ethanol → 3H-Indeno(1,2-c)pyridazin-3-one, 2,4,4a,5-tetrahydro-7-amino-

HRID 845058
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HRID 845058 반응식
C([NH:4][C:5]1[CH:6]=[C:7]2[C:16](=[CH:17][CH:18]=1)[C:10]1=[N:11][NH:12][C:13](=[O:15])[CH2:14][CH:9]1[CH2:8]2)(=O)C.C(O)C>O.NN>[NH2:4][C:5]1[CH:6]=[C:7]2[C:16](=[CH:17][CH:18]=1)[C:10]1=[N:11][NH:12][C:13](=[O:15])[CH2:14][CH:9]1[CH2:8]2
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참가 물질

4

반응물 2

HCID 702EthanolHCID 13603296103422-54-4

생성물 1

HCID 3579973H-Indeno(1,2-c)pyridazin-3-one, 2,4,4a,5-tetrahydro-7-amino-수율 33%

시약·촉매·용매 1

HCID 24654Hydrazine hydrate (1:1)용매

실험 절차

7-Acetamido-4,4a-dihydro-[5H]-indeno[1,2-c]pyridazin-3[2H]-one (1.50 g) was suspended in hydrazine hydrate (30 ml ) and heated under reflux with ethanol (5 ml ) for 2 hours. The solution was filtered through diatomaceous earth, allowed to cool, then extracted into chloroform. The combined organic extracts were dried over magnesium sulphate and concentrated. Recrystallisation of the crude product from n-propanol gave 7-amino-4,4a-dihydro-[5H]-indeno[1,2-c]pyridazin-3[2H]-one (0.41 g, m.p. 244°-245° C.) as a pale yellow powder; ν(Nujol mull) 3400, 3320, 3220, 1652, 1635, 1600, and 1580cm-1 ; δ(DMSO-d6) 2.50 (3H,m,4-H,5-H2), 3.05 (1H,m,4a-H), 5.67 (2H,s(br),NH2), 6.55 (2H,m,6,H-H), 7.27 (1H,d,9-H).

후처리

  1. temperatureheated
  2. filtrationThe solution was filtered through diatomaceous earth
  3. temperatureto cool
  4. extractionextracted into chloroform
  5. dry with materialThe combined organic extracts were dried over magnesium sulphate
  6. concentrationconcentrated
  7. customRecrystallisation of the crude product from n-propanol

출처 및 근거

ORD 기록
ord-22cc40852bda433eb02bebe7aea728c0
출처 데이터셋
uspto-grants-1988_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04755511

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