Stannous chloride dihydrate → 2-Methylquinolin-6-amine

HRID 641806

반응식

HRID 641806 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 1031482-Methylquinolin-6-amine수율 68.3%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-075fd187a47c483ab80cbce448ef718a
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696227B2

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