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

HRID 277388노트

반응식

HRID 277388 반응식
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

참가 물질

5

반응물 2

HCID 176Acetic Acid2회HCID 18314467[(5-Nitro-1,2-benzisothiazol-3-yl)oxy]acetonitrile

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-062235424fb04485a7ba3c8cef232ed4
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355796B1

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