Stannous chloride dihydrate → 2-Amino-N-quinolin-8-yl-benzenesulfonamide

HRID 513545ノート

反応式

HRID 513545 の反応式
O.O.[Sn](Cl)Cl.[N+:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15]([NH:18][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]2[C:28]=1[N:27]=[CH:26][CH:25]=[CH:24]2)(=[O:17])=[O:16])([O-])=O>CCO>[NH2:6][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15]([NH:18][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]2[C:28]=1[N:27]=[CH:26][CH:25]=[CH:24]2)(=[O:17])=[O:16]

参加物

4

反応物 2

HCID 61436Stannous chloride dihydrateHCID 7394492-nitro-N-(quinolin-8-yl)benzenesulfonamide2 回

生成物 1

HCID 10701592-Amino-N-quinolin-8-yl-benzenesulfonamide収率 100.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Tin (II) chloride dihydrate (4.11 g, 18.2 mmol) was added to a solution of 2-nitro-N-quinolin-8-yl-benzenesulfonamide (Example Compound 6) (2.0 g, 6.07 mmol) in EtOH (50 ml) and the mixture was heated under reflux for 2 h. After cooling, the mixture was concentrated in vacuo. The crude residue was dissolved in EtOAc (40 ml) and cooled in an ice bath, the mixture was basified with aqueous ammonia. The resulting white precipitate was collected by filtration, washed with EtOAc and discarded. The organic combined organic filtrates were washed with brine, dried (Na2SO4) and concentrated in vacuo to give the title compound (1.82 g, 53%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 h
  3. temperatureAfter cooling
  4. concentrationthe mixture was concentrated in vacuo
  5. dissolutionThe crude residue was dissolved in EtOAc (40 ml)
  6. temperaturecooled in an ice bath
  7. filtrationThe resulting white precipitate was collected by filtration
  8. washwashed with EtOAc
  9. washThe organic combined organic filtrates were washed with brine
  10. dry with materialdried (Na2SO4)
  11. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a3b0524498184d1fac8cfc3fb199a40a
出典データセット
uspto-grants-2015_08
特許番号
US09102688B2

反応ノート

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