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

HRID 555959

反応式

HRID 555959 の反応式
[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

参加物

4

反応物 2

HCID 2146AminoguanidineHCID 710434,4'-Dimethoxybenzil

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-5dcf1171b2f548c0a44a471a443cfc23
出典データセット
uspto-grants-2011_11
特許番号
US08053573B2

関連ノート

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