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Sodium borohydride → HCID 16756661, 화합물

HRID 1963012
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HRID 1963012 반응식
C([O:3][C:4]([C:6]1[S:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[N:7]=1)=O)C.[BH4-].[Na+]>CCO>[Cl:17][C:14]1[CH:13]=[CH:12][C:11]([C:8]2[N:7]=[C:6]([CH2:4][OH:3])[S:10][N:9]=2)=[CH:16][CH:15]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 12351253HCID 12351253, 화합물

생성물 1

HCID 16756661HCID 16756661, 화합물수율 74%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 3-(4-chlorophenyl)-[1,2,4]thiadiazole-5-carboxylic acid ethyl ester (0.85 g, 3.16 mmol) in EtOH (30 ml) was added sodium borohydride (0.30 g, 7.90 mmol) portion wise. The resulting reaction mixture was stirred at room temperature for 2 h. After the completion of the reaction (TLC monitoring), the reaction mass was cooled to 0° C., quenched it with 10 ml of water and concentrated under vacuum. Added 100 ml water and extracted with ethyl acetate (3×50 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum. The crude residue was purified over silica gel (100-200 M, 20% EtOAc-Hexane) to get the desired product (0.53 g, 74%).

후처리

  1. customThe resulting reaction mixture
  2. customAfter the completion of the reaction (TLC monitoring)
  3. temperaturethe reaction mass was cooled to 0° C.
  4. customquenched it with 10 ml of water
  5. concentrationconcentrated under vacuum
  6. additionAdded 100 ml water
  7. extractionextracted with ethyl acetate (3×50 ml)
  8. dry with materialThe combined organic layer was dried over Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated under vacuum
  11. customThe crude residue was purified over silica gel (100-200 M, 20% EtOAc-Hexane)

출처 및 근거

ORD 기록
ord-32cea47595a54149b0b7f3e12a6db713
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415383B2

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