Stannous chloride dihydrate → 2-(4'-Aminophenyl)-6-methylsulfoxy benzothiazole

HRID 1684831노트

반응식

HRID 1684831 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]3[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([O:20][S:21]([OH:24])(=[O:23])=[O:22])[C:13]=3[N:14]=2)=[CH:6][CH:5]=1)([O-])=O.O.O.Cl[Sn]Cl>C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]3[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([O:20][S:21]([OH:24])(=[O:23])=[O:22])[C:13]=3[N:14]=2)=[CH:6][CH:5]=1

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 672640042-(4'-Nitrophenyl)-6-methylsulfoxy benzothiazole

생성물 1

HCID 672640372-(4'-Aminophenyl)-6-methylsulfoxy benzothiazole수율 65%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-(4′-nitrophenyl)-6-methylsulfoxy benzothiazole (35 mg, 0.10 mmol) dissolved in ethanol (10 mL) was added SnCl2.2H2O (50 mg). The reaction mixture was heated to reflux for 1.5 hr. The solvent was then removed under reduced pressure. The residue was dissolved in ethyl acetate (10 mL), washed with 1N NaOH, water, dried over MgSO4. Evaporation of the solvent afforded 2-(4′-aminophenyl)-6-methylsulfoxy benzothiazole (21 mg, 65%) as pale brown solid. 1HNMR (300 MHz, CDCl3) δ (ppm): 8.02 (d, J=6.2 Hz, 1H), 7.92 (d, J=8.7 Hz, 2H), 7.84 (d, J=2.4 Hz, 1H), 7.38 (dd, J1=2.4 Hz, J2=6.2 Hz, 1H), 6.78 (d, J=8.7 Hz, 2H), 2.21 (s, 3H, CH3).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 1.5 hr
  3. customThe solvent was then removed under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate (10 mL)
  5. washwashed with 1N NaOH, water
  6. dry with materialdried over MgSO4
  7. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-7feeedf927c249cfbfd5096ba8896167
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08147798B2

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