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

HRID 1588562ノート

反応式

HRID 1588562 の反応式
[C:1]([N:3]=[C:4]([C:7]1[O:8][CH:9]=[CH:10][CH:11]=1)OC)#[N:2].[N+]([O-])(O)=O.[O:16]([CH2:20][CH2:21][NH2:22])[N+:17]([O-:19])=[O:18].C(N(CC)CC)C>CO>[C:1]([NH:3][C:4]([C:7]1[O:8][CH:9]=[CH:10][CH:11]=1)=[N:22][CH2:21][CH2:20][O:16][N+:17]([O-:19])=[O:18])#[N:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 103969822-Furancarboximidic acid, N-cyano-, methyl ester

生成物 1

HCID 10105009N-cyano-N'-(2-nitroxyethyl)-2-furancarboximidamide収率 45%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl N-cyano-2-furancarboximidate (0.32 g, 2.09 mmol) was dissolved in methanol (3 ml), 2-nitroxyethylamine nitrate (0.37 g, 2.19 mmol) and triethylamine (0.22 g, 2.19 mmol) were added. The mixture was stirred at room temperature for 16 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, 25 g) eluting with dichloromethane. The eluted fractions were concentrated under reduced pressure and crystallized from dichloromethane to give the title compound (0.20 g, 0.89 mmol, yield: 45%) as colorless crystals.

後処理

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customthe residue thus obtained
  3. washeluting with dichloromethane
  4. concentrationThe eluted fractions were concentrated under reduced pressure
  5. customcrystallized from dichloromethane

出典と根拠

ORDレコード
ord-21d8c55b88b94d97804ea5de88e4d47c
出典データセット
uspto-grants-1993_06
特許番号
US05223508

反応ノート

読み込み中…