Stannous chloride dihydrate → 2-Methylquinolin-6-amine

HRID 641806

反応式

HRID 641806 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:12]([O-])=O)[CH:8]=2)[N:3]=1.O.O.Cl[Sn]Cl>Cl>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH2:12])[CH:8]=2)[N:3]=1

参加物

4

反応物 2

HCID 61436Stannous chloride dihydrateHCID 691722-Methyl-6-nitroquinoline

生成物 1

HCID 1031482-Methylquinolin-6-amine収率 68.3%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒2 回

実験手順

To a solution of 2-methyl-6-nitroquinoline (12 g, 63.84 mmol) in HCl (1N, 450 mL) was added a solution of SnCl2.2H2O (72 g, 0.32 mol) in HCl (1N, 150 mL) slowly. The reaction mixture was heated to reflux for 15 min, then cooled to room temperature. The precipitate was filtered. The filtrate was basified by aqueous KOH and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure to give 6.9 g of 2-methylquinolin-6-amine (68.3%). MS [M++1]=159, LC-MS: tR=0.255 min.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 15 min
  3. filtrationThe precipitate was filtered
  4. extractionextracted with EtOAc
  5. dry with materialThe organic layer was dried over anhydrous Na2SO4
  6. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-075fd187a47c483ab80cbce448ef718a
出典データセット
uspto-grants-2010_04
特許番号
US07696227B2

関連ノート

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