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Sodium Hydroxide → Thieno[3,2-b]pyridine-5-carboxylic acid

HRID 1492414
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HRID 1492414 반응식
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=O.[OH-].[Na+].[C:11]([O-:16])(=[O:15])[C:12]([CH3:14])=O.[Na+]>CCO>[S:4]1[C:3]2[C:2](=[N:1][C:12]([C:11]([OH:16])=[O:15])=[CH:14][CH:7]=2)[CH:6]=[CH:5]1
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참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 8188673-Aminothiophene-2-carbaldehydeHCID 23662274Sodium pyruvate

생성물 1

HCID 12210216Thieno[3,2-b]pyridine-5-carboxylic acid수율 71.5%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

To a solution of 3-amino-2-formylthiophene (10 g, 78 mmol) in EtOH (50 mL) was added a mixture of aqueous NaOH (50 mL, 5%) and sodium pyruvate (17.16 g, 156 mmol). The mixture was heated to 60° C. for 2 hr. The mixture was cooled and washed with Et2O: EtOAc 1:1 and then acidified with 1 N HCl to pH 3 at 0° C. The mixture was filtered and the solid was air dried to give 10 g (71%) of the title compound.

후처리

  1. temperatureThe mixture was cooled
  2. washwashed with Et2O: EtOAc 1:1
  3. customacidified with 1 N HCl to pH 3 at 0° C
  4. filtrationThe mixture was filtered
  5. customdried

출처 및 근거

ORD 기록
ord-f735fc85b2044fddaed3c6a4eaefd8c1
출처 데이터셋
uspto-grants-1994_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05374635

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