Sodium sulfate decahydrate → 1-[3-Chloro-5-(methylsulfanyl)phenyl]methanamine hydrochloride

HRID 1013975

反応式

HRID 1013975 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:9]=[C:10]([CH:13]=[C:14]([S:16][CH3:17])[CH:15]=1)[C:11]#[N:12].O.O.O.O.O.O.O.O.O.O.[O-]S([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[ClH:7].[Cl:7][C:8]1[CH:9]=[C:10]([CH2:11][NH2:12])[CH:13]=[C:14]([S:16][CH3:17])[CH:15]=1

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 668786863-Chloro-5-(methylthio)benzonitrile

生成物 1

HCID 668778401-[3-Chloro-5-(methylsulfanyl)phenyl]methanamine hydrochloride収率 143.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

(Step 2) To a suspension of lithium aluminum hydride (0.79 g) in tetrahydrofuran (200 ml) was added 3-chloro-5-(methylsulfanyl)benzonitrile obtained in Step 1 (3.2 g) at 0° C. The mixture was stirred at room temperature for 3 hr, and treated with sodium sulfate 10 hydrate. The mixture was stirred at room temperature for 30 min, and the inorganic substance was filtered off through celite. The filtrate was concentrated under reduced pressure. The residue was dissolved in methanol, and 4N hydrogen chloride-ethyl acetate solution (5 ml) was added. The mixture was crystallized from methanol-ethyl acetate, and the obtained crystals were washed with ethyl acetate to give 1-[3-chloro-5-(methylsulfanyl)phenyl]methanamine hydrochloride (2.8 g).

後処理

  1. stirringThe mixture was stirred at room temperature for 30 min
  2. filtrationthe inorganic substance was filtered off through celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in methanol
  5. addition4N hydrogen chloride-ethyl acetate solution (5 ml) was added
  6. customThe mixture was crystallized from methanol-ethyl acetate
  7. washthe obtained crystals were washed with ethyl acetate

出典と根拠

ORDレコード
ord-e2751b74a1d1420681dfe601e99120eb
出典データセット
uspto-grants-2011_07
特許番号
US07982044B2

関連ノート

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