Sodium Iodide → HCID 15675385、化合物

HRID 1461269ノート

反応式

HRID 1461269 の反応式
Cl[CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[NH:6][C:5]1=[O:13].[I-].[Na+].[N-:16]=[N+:17]=[N-:18].[Na+]>CN(C)C=O>[N:16]([CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[NH:6][C:5]1=[O:13])=[N+:17]=[N-:18]

参加物

5

反応物 3

HCID 5238Sodium IodideHCID 33557Sodium AzideHCID 36534711-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one2 回

生成物 1

HCID 15675385HCID 15675385、化合物収率 98.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

In 30 ml of dimethylformamide were dissolved 1.5 g of the above 1:1 (approx.) mixture of Compound h and Compound h', 1.5 g (9.9 mmol) of sodium iodide and 5.0 g (76.3 mmol) of sodium azide and the solution was heated at 120° C. for 48 hours. After cooling, the solvent was distilled off and 50 ml of ethyl acetate was added to the residue. The insolubles were filtered off and the filtrate was washed twice with 5% aqueous sodium thiosulfate solution and, then, three times with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to give 1.38 g (98.9%) of 1-(2-azidoethyl)-2,3-dihydro-2-oxo-1H-benzimidazole (Compound i) as light yellow crystals.

後処理

  1. temperatureAfter cooling
  2. distillationthe solvent was distilled off
  3. addition50 ml of ethyl acetate was added to the residue
  4. filtrationThe insolubles were filtered off
  5. washthe filtrate was washed twice with 5% aqueous sodium thiosulfate solution
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-4f74d634d08c41cd81e874e4c2c34ed1
出典データセット
uspto-grants-1991_12
特許番号
US05075301

反応ノート

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