Nitrogen → 2-((2-(2-methoxypropan-2-yl)oxazol-4-yl)methyl)-2H-1,2,3-triazol-4-amine

HRID 82824노트

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HRID 82824 반응식
N#N.[CH3:3][O:4][C:5]([C:8]1[O:9][CH:10]=[C:11]([CH2:13][N:14]2[N:18]=[C:17]([N+:19]([O-])=O)[CH:16]=[N:15]2)[N:12]=1)([CH3:7])[CH3:6].[NH4+].[Cl-]>CCO.O.[Fe]>[CH3:3][O:4][C:5]([C:8]1[O:9][CH:10]=[C:11]([CH2:13][N:14]2[N:18]=[C:17]([NH2:19])[CH:16]=[N:15]2)[N:12]=1)([CH3:7])[CH3:6]

참가 물질

7

반응물 3

HCID 947NitrogenHCID 25517Ammonium ChlorideHCID 67958055HCID 67958055, 화합물

생성물 1

HCID 679579272-((2-(2-methoxypropan-2-yl)oxazol-4-yl)methyl)-2H-1,2,3-triazol-4-amine

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

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온도
85 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 2-(2-methoxypropan-2-yl)-4-((4-nitro-2H-1,2,3-triazol-2-yl)methyl)oxazole (33 mg, 0.12 mmol), iron powder (21 mg, 0.37 mmol) and NH4Cl (33 mg, 0.62 mmol) in a mixture of EtOH (0.4 mL) and water (0.2 mL) was stirred at 85° C. for 30 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (5 mL) was added followed by 1N NaOH (5 mL). The layers were separated and the aq. layer was extracted with CH2Cl2 (5×5 mL). The combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure to give the title compound as an orange oil. LC-MS-conditions 07: tR=0.51 min; [M]+=237.17.

후처리

  1. filtrationThe reaction mixture was filtered while hot and
  2. concentrationconcentrated under reduced pressure
  3. additionCH2Cl2 (5 mL) was added
  4. customThe layers were separated
  5. extractionthe aq. layer was extracted with CH2Cl2 (5×5 mL)
  6. dry with materialextracts were dried over Na2SO4
  7. filtrationfiltered
  8. customthe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-90d968fbbf284efeab0f054d2003ab1d
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846733B2

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