Aminoguanidine → 5,6-Bis-(4-methoxy-phenyl)-[1,2,4]triazin-3-ylamine

HRID 555959

반응식

HRID 555959 반응식
[C:1]([NH2:5])([NH2:4])=[N:2][NH2:3].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=O)[C:15]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=O)=[CH:10][CH:9]=1>C(O)C>[NH2:4][C:1]1[N:2]=[N:3][C:15]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[C:14]([C:11]2[CH:10]=[CH:9][C:8]([O:7][CH3:6])=[CH:13][CH:12]=2)[N:5]=1

참가 물질

4

반응물 2

HCID 2146AminoguanidineHCID 710434,4'-Dimethoxybenzil

생성물 1

HCID 598591245,6-Bis-(4-methoxy-phenyl)-[1,2,4]triazin-3-ylamine수율 65%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Aminoguanidine (2.450 g, 2.21 mmol) is added to a solution of 1,2-bis(4-methoxyphenyl)-ethane-1,2-dione prepared according to example 1 (5 g, 18.5 mmol) in ethanol (50 ml). The mixture is heated at reflux for 12 hours. After returning to ambient temperature, the precipitate obtained is filtered, washed with ethanol and is dried to yield a yellow solid. The residue is purified by chromatography on a silica gel (dichloromethane/triethylamine 0.5%) to yield 3.7 g (65%) of a yellow solid. δH (200 MHz, CDCl3), 3.88 (s; 6H), 5.51 (s; 2H), 6.92 (m; 4H), 7.41 (m; 4H).

후처리

  1. customprepared
  2. temperatureThe mixture is heated
  3. temperatureat reflux for 12 hours
  4. customAfter returning to ambient temperature
  5. customthe precipitate obtained
  6. filtrationis filtered
  7. washwashed with ethanol
  8. customis dried
  9. customto yield a yellow solid
  10. customThe residue is purified by chromatography on a silica gel (dichloromethane/triethylamine 0.5%)

출처 및 근거

ORD 기록
ord-5dcf1171b2f548c0a44a471a443cfc23
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053573B2

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