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

HRID 82850노트

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HRID 82850 반응식
N#N.[CH2:3]([O:5][CH2:6][C:7]1[N:8]=[C:9]([CH2:12][N:13]2[N:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[N:14]2)[O:10][CH:11]=1)[CH3:4].[NH4+].[Cl-]>CCO.O.[Fe]>[CH2:3]([O:5][CH2:6][C:7]1[N:8]=[C:9]([CH2:12][N:13]2[N:17]=[C:16]([NH2:18])[CH:15]=[N:14]2)[O:10][CH:11]=1)[CH3:4]

참가 물질

7

반응물 3

HCID 947NitrogenHCID 25517Ammonium ChlorideHCID 679580614-(Ethoxymethyl)-2-((4-nitro-2H-1,2,3-triazol-2-yl)methyl)oxazole

생성물 1

HCID 679579762-((4-(Ethoxymethyl)oxazol-2-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 4-(ethoxymethyl)-2-((4-nitro-2H-1,2,3-triazol-2-yl)methyl)oxazole (115 mg, 0.45 mmol), iron powder (77 mg, 1.36 mmol) and NH4Cl (123 mg, 2.27 mmol) in a mixture of EtOH (2.4 mL) and water (1.2 mL) was stirred at 85° C. for 15 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (25 mL) was added followed by 1N NaOH (25 mL). The layers were separated and the aq. layer was extracted with CH2Cl2 (5×25 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. LC-MS-conditions 07: tR=0.48 min; [M+H]+=224.09.

후처리

  1. filtrationThe reaction mixture was filtered while hot and
  2. concentrationconcentrated under reduced pressure
  3. additionCH2Cl2 (25 mL) was added
  4. customThe layers were separated
  5. extractionthe aq. layer was extracted with CH2Cl2 (5×25 mL)
  6. dry with materialextracts were dried over MgSO4
  7. filtrationfiltered
  8. customthe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-6f089eded71c4b63b9ac23f3e288e468
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846733B2

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