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

HRID 891852노트

반응식

HRID 891852 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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]+.

후처리

  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.

출처 및 근거

ORD 기록
ord-c940cfeacdd74afb8c1289a48244c56f
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07005431B2

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