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Propanoyl chloride, 3-bromo- → 6-[4-(3-bromopropionamido)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone

HRID 1906662
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HRID 1906662 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[Br:16][CH2:17][CH2:18][C:19](Cl)=[O:20]>C1(C)C=CC=CC=1>[Br:16][CH2:17][CH2:18][C:19]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1)=[O:20]
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참가 물질

4

반응물 2

HCID 84944Propanoyl chloride, 3-bromo-HCID 161928Ici 109,081

생성물 1

HCID 140033506-[4-(3-bromopropionamido)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone수율 97%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A suspension of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (Curran et al., J. Med. Chem. 17, 273 (1974)) (75.0 g, 0.369 mol) and 3-bromoproionylchloride (100 g, 0.583 mol) in toluene (800 ml) was stirred under reflux for 16 hours. The reaction mixture was allowed to cool and the solid product collected, dried and stirred with water (500 ml) for 30 minutes. The crude product was collected, washed with water (500 ml) and dried to give 6-[4-(3-bromopropionamido)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone (120 g, 97%), m.p. 215°-217° C.

후처리

  1. temperatureunder reflux for 16 hours
  2. temperatureto cool
  3. customthe solid product collected
  4. customdried
  5. stirringstirred with water (500 ml) for 30 minutes
  6. customThe crude product was collected
  7. washwashed with water (500 ml)
  8. customdried

출처 및 근거

ORD 기록
ord-63e8f65e5bda48dc9fd97eb19fbad592
출처 데이터셋
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04652563

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