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

HRID 374194

반응식

HRID 374194 반응식
[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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 102411472-Thiophenecarboximidic acid, N-cyano-, methyl ester

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7af2253643b74fdb9bbd371bbe2c6e39
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166347

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