Triethylamine → N-cyano-N'-(2-nitroxyethyl)pyrazinecarboximidamide

HRID 374186

反応式

HRID 374186 の反応式
[C:1]([N:3]=[C:4]([C:7]1[CH:12]=[N:11][CH:10]=[CH:9][N:8]=1)OC)#[N:2].[N+]([O-])(O)=O.[O:17]([CH2:21][CH2:22][NH2:23])[N+:18]([O-:20])=[O:19].C(N(CC)CC)C>CO>[C:1]([NH:3][C:4]([C:7]1[CH:12]=[N:11][CH:10]=[CH:9][N:8]=1)=[N:23][CH2:22][CH2:21][O:17][N+:18]([O-:20])=[O:19])#[N:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 10057818Methyl N-cyanopyrazinecarboximidate

生成物 1

HCID 10331652N-cyano-N'-(2-nitroxyethyl)pyrazinecarboximidamide収率 26%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl N-cyanopyrazinecarboximidate (0.49 g, 3.0 mmol) was dissolved in methanol (6 ml), 2-nitroxyethylamine nitrate (1.01 g, 6.0 mmol) and triethylamine (1.01 g, 10.0 mmol) were added. The mixture was stirred at room temperature for 46 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was subjected to chromatography on a silica gel column (WAKO GEL C 200, 30 g) eluting with chloroform-methanol (300:1). The eluted fractions were concentrated under reduced pressure and crystallized from diethyl ether to give the title compound (0.18 g, 0.78 mmol, yield: 26%) as colorless crystals.

後処理

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customthe residue thus obtained
  3. washeluting with chloroform-methanol (300:1)
  4. concentrationThe eluted fractions were concentrated under reduced pressure
  5. customcrystallized from diethyl ether

出典と根拠

ORDレコード
ord-c8529e887c1041cf90a5fa40260146ca
出典データセット
uspto-grants-1992_11
特許番号
US05166347

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