Acetic Acid → [(5-Amino-1,2-benzisothiazol-3-yl)oxy]acetonitrile

HRID 277388ノート

反応式

HRID 277388 の反応式
C(O)(=O)C.[N+:5]([C:8]1[CH:9]=[CH:10][C:11]2[S:15][N:14]=[C:13]([O:16][CH2:17][C:18]#[N:19])[C:12]=2[CH:20]=1)([O-])=O>[Fe].C(OCC)(=O)C>[NH2:5][C:8]1[CH:9]=[CH:10][C:11]2[S:15][N:14]=[C:13]([O:16][CH2:17][C:18]#[N:19])[C:12]=2[CH:20]=1

参加物

5

反応物 2

HCID 176Acetic Acid2 回HCID 18314467[(5-Nitro-1,2-benzisothiazol-3-yl)oxy]acetonitrile

生成物 1

HCID 18314508[(5-Amino-1,2-benzisothiazol-3-yl)oxy]acetonitrile

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

A mixture of iron powder (13.0 g, 0.233 mol) in a 5% acetic acid solution (65.0 mL) is heated to 50° C., treated portionwise with a mixture of [(5-nitro-1,2-benzisothiazol-3-yl)oxy]acetonitrile (11.0 g, 0.047 mol), acetic acid (100 mL) and ethyl acetate (65.0 mL), refluxed for two hours, cooled to 40° C., and filtered to remove solids. The phases are separated and the aqueous phase is extracted with ethyl acetate. The organic phase and the organic extracts are combined, washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title product as an oil which is identified by NMR spectral analysis.

後処理

  1. temperaturerefluxed for two hours
  2. temperaturecooled to 40° C.
  3. filtrationfiltered
  4. customto remove solids
  5. customThe phases are separated
  6. extractionthe aqueous phase is extracted with ethyl acetate
  7. washwashed sequentially with water and brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-062235424fb04485a7ba3c8cef232ed4
出典データセット
uspto-grants-2002_03
特許番号
US06355796B1

反応ノート

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