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

HRID 1797775ノート

反応式

HRID 1797775 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-64be9c6243234337a7e70793f4f6778c
出典データセット
uspto-grants-2013_01
特許番号
US08343457B2

反応ノート

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