Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → N-cyano-N'-(2-nitroxyethyl)-3-pyridinecarboximidamide

HRID 374144

반응식

HRID 374144 반응식
[C:1]([N:3]=[C:4]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)OC(C)C)#[N:2].[N+]([O-])(O)=O.[O:19]([CH2:23][CH2:24][NH2:25])[N+:20]([O-:22])=[O:21].C[O-].[Na+]>CO>[C:1]([NH:3][C:4]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)=[N:25][CH2:24][CH2:23][O:19][N+:20]([O-:22])=[O:21])#[N:2]

참가 물질

5

반응물 3

HCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 100812013-Pyridinecarboximidic acid, N-cyano-, 1-methylethyl esterHCID 10942334Sodium Methoxide

생성물 1

HCID 123958N-cyano-N'-(2-nitroxyethyl)-3-pyridinecarboximidamide수율 80.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Isopropyl N-cyano-3-pyridinecarboximidate (0.50 g, 2.6 mmol) was dissolved in methanol (10 ml), and 2-nitroxyethylamine nitrate (0.49 g, 2.9 mmol) and sodium methoxide (0.16 g, 2.9 mmol) were added. The mixture was stirred at room temperature for 10 minutes. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue was extracted with dichloromethane (50 ml×3). The dichloromethane layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was crystallized from dichloromethane-diethyl ether to give the title compound (0.48 g, 2.1 mmol, yield: 79%) as colorless needles.

후처리

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. extractionthe residue was extracted with dichloromethane (50 ml×3)
  3. dry with materialThe dichloromethane layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe concentrated residue was crystallized from dichloromethane-diethyl ether

출처 및 근거

ORD 기록
ord-272d94d2824a47178d74b1cb6bb1b946
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166347

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