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

HRID 2076127

反応式

HRID 2076127 の反応式
[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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d3de0e7fd8ab4530b258311813ed68ea
出典データセット
uspto-grants-2011_04
特許番号
US07923450B2

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