5-(2-Methoxy-4-nitro-phenyl)-2-methyl-thiazole → 3-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine

HRID 2076127

반응식

HRID 2076127 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[S:16][C:15]([CH3:17])=[N:14][CH:13]=1>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH2:9])[CH:6]=[CH:5][C:4]=1[C:12]1[S:16][C:15]([CH3:17])=[N:14][CH:13]=1

참가 물질

3

반응물 1

HCID 670963525-(2-Methoxy-4-nitro-phenyl)-2-methyl-thiazole

생성물 1

HCID 670959033-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine수율 91.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A suspension of 5-(2-methoxy-4-nitro-phenyl)-2-methyl-thiazole (330 mg, 1.32 mmol) and anhydrous stannous chloride (1.28 g, 6.59 mmol) in ethanol (21 mL) was stirred at reflux for 1 hour. The yellow solution is evaporated and the residue dissolved in ethyl acetate. This solution is washed twice with 2N aqueous sodium hydroxide solution, with brine, dried with magnesium sulfate and evaporated to dryness to afford the title compound (266 mg, 91%) as an orange solid. MS ISP (m/e): 221.2 (100) [(M+H)]. 1H NMR (CDCl3, 300 MHz): δ(ppm)=7.81 (s, 1H), 7.33 (d, 1H), 6.31 (m, 2H), 3.87 (s, 3H), 3.83 (m, 2H), 2.69 (s, 3H). mp 125-129° C.

후처리

  1. temperatureat reflux for 1 hour
  2. customThe yellow solution is evaporated
  3. dissolutionthe residue dissolved in ethyl acetate
  4. washThis solution is washed twice with 2N aqueous sodium hydroxide solution, with brine
  5. dry with materialdried with magnesium sulfate
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-d3de0e7fd8ab4530b258311813ed68ea
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07923450B2

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