Sodium Carbonate → HCID 178506561、化合物

HRID 2359081ノート

反応式

HRID 2359081 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:10]=[CH:9][NH:8][N:7]=1.[I:11]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[I:11][C:10]1[C:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)=[N:7][NH:8][CH:9]=1

参加物

6

反応物 4

HCID 10340Sodium CarbonateHCID 24477Sodium ThiosulfateHCID 120273N-IodosuccinimideHCID 178420845HCID 178420845、化合物

生成物 1

HCID 178506561HCID 178506561、化合物収率 67.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3-(2-thienyl)-1H-pyrazole (2.9 mmol) was dissolved in 8 mL N,N-dimethylformamide under argon atmosphere. N-Iodosuccinimide (3.1 mmol) was added in small portions. The reaction mixture was stirred at room temperature overnight. 5% aqueous sodium thiosulfate solution and saturated aqueous sodium carbonate solution were added and the mixture was stirred at room temperature for 1 h. The white precipitate was filtered, washed with little cold MTBE and dried in vacuum to afford 540 mg of 4-iodo-3-(2-thienyl)-1H-pyrazole (66% yield). The filtrate was extracted with ethyl acetate. The combined organic layers were successively washed with water and brine, dried over MgSO4, filtered and concentrated to afford 303 mg of 4-iodo-3-(2-thienyl)-1H-pyrazole (34% yield) that was used without further purification.

後処理

  1. stirringthe mixture was stirred at room temperature for 1 h
  2. filtrationThe white precipitate was filtered
  3. washwashed with little cold MTBE
  4. customdried in vacuum

出典と根拠

ORDレコード
ord-2a31f391e7ff4df09ed29fcc0d9144c1
出典データセット
uspto-grants-2014_04
特許番号
US08685974B2

反応ノート

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