2,6-Lutidine → 5-Amino-N-(triethylsilyl)-1H-1,2,4-triazole-3-carboxamide

HRID 1931544노트

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HRID 1931544 반응식
[NH2:1][C:2]1[N:6]=[C:5]([C:7]([NH2:9])=[O:8])[NH:4][N:3]=1.N1C(C)=CC=CC=1C.FC(F)(F)S(O[Si:24]([CH2:29][CH3:30])([CH2:27][CH3:28])[CH2:25][CH3:26])(=O)=O>ClCCCl.C(OCC)(=O)C>[NH2:1][C:2]1[N:6]=[C:5]([C:7]([NH:9][Si:24]([CH2:29][CH3:30])([CH2:27][CH3:28])[CH2:25][CH3:26])=[O:8])[NH:4][N:3]=1

참가 물질

6

반응물 3

HCID 79372,6-LutidineHCID 2733308Triethylsilyl trifluoromethanesulphonateHCID 187074943-amino-1H-1,2,4-triazole-5-carboxamide(SALTDATA: FREE)

생성물 1

HCID 593125935-Amino-N-(triethylsilyl)-1H-1,2,4-triazole-3-carboxamide수율 26.5%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

A stirred mixture of 3-amino-1H-1,2,4-triazole-5-carboxamide (103 mg, 0.810 mol) in 1,2-dichloroethane (1.62 mL) treated at room temperature with 2,6-lutidine (283 μL, 2.43 mmol) and triethylsilyl trifluoromethanesulfonate (458 μL, 2.03 mmol). After 22 hours the reaction was heated at 50° C. and after 1.5 hours of heating the reaction was allowed to cool to room temperature. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water (25 mL), dried over magnesium sulfate, filtered, and evaporated to an oil which was flash chromatographed (silica gel, 0-10% ethyl acetate:hexane) to give the title compound as a white solid (130 mg).

후처리

  1. temperatureof heating the reaction
  2. temperatureto cool to room temperature
  3. washwashed with water (25 mL)
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to an oil which
  7. customchromatographed (silica gel, 0-10% ethyl acetate:hexane)

출처 및 근거

ORD 기록
ord-5fb4753ee4434cab8649ff79e66580bc
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188085B2

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