Sodium Hydroxide → 3-Amino-5-(1-fluoro-1-methylethyl)-1,2,4-triazine

HRID 891852ノート

反応式

HRID 891852 の反応式
O.O.O.C([O-])(=O)C.[Na+].Br[CH:10](Br)[C:11](=O)[C:12]([F:15])([CH3:14])[CH3:13].C(=O)(O)O.[NH2:22][NH:23][C:24]([NH2:26])=[NH:25].[OH-].[Na+]>O>[NH2:26][C:24]1[N:23]=[N:22][CH:10]=[C:11]([C:12]([F:15])([CH3:14])[CH3:13])[N:25]=1

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 222400991,1-Dibromo-3-fluoro-3-methyl-2-butanoneHCID 23665404Sodium Acetate TrihydrateHCID 178513185HCID 178513185、化合物

生成物 1

HCID 222400883-Amino-5-(1-fluoro-1-methylethyl)-1,2,4-triazine収率 51%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A stirred solution of sodium acetate trihydrate (23.07 g, 80.7 mmol) and 1,1-dibromo-3-fluoro-3-methylbutan-2-one (21.14 g, 80.7 mmol) in water (80 ml) was heated at reflux under nitrogen for 40 min, then allowed to cool to room temperature before adding solid aminoguanidine bicarbonate (10.99 g, 80.7 mmol). The mixture was stirred at room temperature for 5 h, then 4 N aqueous NaOH solution (40.4 ml, 162 mmol) was added and the mixture was stirred under nitrogen for a further 3 days. The mixture was filtered and the solid was washed with water twice, then dried under vacuum at 60° C. to give 6.40 g (51%) of the title compound as a yellow-brown solid: 1H NMR (360 MHz, DMSO-d6) δ 1.63 (6H, d, J 22.2), 7.32 (2H, br s), 8.73 (1H, d, J 1.0); MS (ES+) m/z 157 [M+H]+.

後処理

  1. temperatureat reflux under nitrogen for 40 min
  2. stirringthe mixture was stirred under nitrogen for a further 3 days
  3. filtrationThe mixture was filtered
  4. washthe solid was washed with water twice
  5. customdried under vacuum at 60° C.

出典と根拠

ORDレコード
ord-c940cfeacdd74afb8c1289a48244c56f
出典データセット
uspto-grants-2006_02
特許番号
US07005431B2

反応ノート

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