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

HRID 374194

反応式

HRID 374194 の反応式
[C:1]([N:3]=[C:4]([C:7]1[S: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[S: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 102411472-Thiophenecarboximidic acid, N-cyano-, methyl ester

生成物 1

HCID 10082992N-cyano-N'-(2-nitroxyethyl)-2-thiophenecarboximidamide収率 40.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl N-cyano-2-thiophenecarboximidate (0.32 g, 1.9 mmol) was dissolved in methanol (3 ml), and 2-nitroxyethylamine nitrate (0.34 g, 2.0 mmol) and triethylamine (0.20 g, 2.0 mmol) were added. The mixture was stirred at room temperature for 17 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 ethyl acetate. The eluted fractions were concentrated under reduced pressure and crystallized from ethyl acetate-hexane to give the title compound (0.18 g, 0.77 mmol, yield: 40%) as colorless crystals.

後処理

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

出典と根拠

ORDレコード
ord-7af2253643b74fdb9bbd371bbe2c6e39
出典データセット
uspto-grants-1992_11
特許番号
US05166347

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