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2-Bromo-2',5'-dimethoxyacetophenone → 2-Amino-1-benzylideneamino-4-(2,5-dimethoxyphenyl)-imidazole

HRID 357596
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HRID 357596 반응식
[C:1]([NH:4][N:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[NH:3])[NH2:2].[CH3:13][O:14][C:15]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:16]=1[C:17](=O)[CH2:18]Br>C(O)C>[NH2:3][C:1]1[N:4]([N:5]=[CH:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:18]=[C:17]([C:16]2[CH:21]=[C:22]([O:25][CH3:26])[CH:23]=[CH:24][C:15]=2[O:14][CH3:13])[N:2]=1
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참가 물질

4

반응물 2

HCID 709972-Bromo-2',5'-dimethoxyacetophenoneHCID 178513139HCID 178513139, 화합물

생성물 1

HCID 539875062-Amino-1-benzylideneamino-4-(2,5-dimethoxyphenyl)-imidazole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 1.62 g (0.01 mol) of benzaldehyde guanylhydrazone and 1.34 g of 2,5-dimethoxyphenacyl bromide (Aldrich, Buchs, Switzerland, 97%, Cat. no. 10,458-2) in 5 ml of ethanol is boiled under reflux for 45 minutes. After cooling, the product that has crystallized out is filtered off with suction and recrystallized from ethanol. In that manner there is obtained the title compound, m.p. 180°-181° C., 1H-NMR (DMSO): δ=8.62 (s, 1H); 7.97 (m, 2H); 7.90 (s, 1H); 7.42-7.60 (m, 4H); 6.95 (d, 1H); 6.76 (m, 1H); 6.18 (s, 2H); 3.9 (s, 3H); 3.73 (s, 3H).

후처리

  1. temperatureunder reflux for 45 minutes
  2. temperatureAfter cooling
  3. customthe product that has crystallized out
  4. filtrationis filtered off with suction
  5. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-def1b127405b47fdbd8cedfa021e7ea9
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05840911

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