Benzothiazole-6-carbonitrile → 6-(Aminomethyl)benzothiazole

HRID 2377782노트

반응식

HRID 2377782 반응식
[C:1]([C:3]1[CH:11]=[CH:10][C:6]2[N:7]=[CH:8][S:9][C:5]=2[CH:4]=1)#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[NH2:2][CH2:1][C:3]1[CH:11]=[CH:10][C:6]2[N:7]=[CH:8][S:9][C:5]=2[CH:4]=1

참가 물질

4

반응물 2

HCID 10607144Benzothiazole-6-carbonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 450770136-(Aminomethyl)benzothiazole

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Compound 94 (1.00 eq.) was added to a 0.4M suspension of lithium aluminum hydride (4.00 eq.) in ether at 0° C. The slurry was stirred overnight at ambient temperature. The mixture was returned to 0° C. and quenched with water. The layers were separated. The aqueous phase was adjusted to pH 10-11 and then extracted with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered, and concentrated to give compound 95 which was used without further purification. ES/MS m/z 214 (MH+), C8H8ClN3S=213 g/mol.

후처리

  1. customwas returned to 0° C.
  2. customquenched with water
  3. customThe layers were separated
  4. extractionextracted with dichloromethane
  5. dry with materialThe combined organic phases were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5b2d33704355445497bd514891cb3134
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07470701B2

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