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

HRID 374144

反応式

HRID 374144 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-272d94d2824a47178d74b1cb6bb1b946
出典データセット
uspto-grants-1992_11
特許番号
US05166347

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