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

HRID 1013975

반응식

HRID 1013975 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-e2751b74a1d1420681dfe601e99120eb
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07982044B2

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