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Acetic Acid → 3-Hydroxy-2-phenyl-6-azabenzo[b]thiophene

HRID 1200014
노트
인쇄 미리보기

반응식

HRID 1200014 반응식
[C:1]1([CH2:7][C:8]2[CH:9]=[N:10][CH:11]=[CH:12][C:13]=2[C:14](OC)=[S:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].C(O)(=[O:22])C>O1CCCC1.CN(C)C=O>[OH:22][C:8]1[C:13]2[CH:12]=[CH:11][N:10]=[CH:9][C:14]=2[S:15][C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 86742398Methyl 3-phenylmethylthiopyridine-4-carboxylate

생성물 1

HCID 146738203-Hydroxy-2-phenyl-6-azabenzo[b]thiophene수율 38%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

A solution of 4.8 g (19 mmol) of methyl 3-phenylmethylthiopyridine-4-carboxylate in 10 mL of tetrahydrofuran was added to a slurry of 2.40 g (60 mmol) of 60% sodium hydride in 10 mL of N,N-dimethylformamide and the resulting mixture was stirred at 60° C. for 3 hours. The solution was poured onto ice water and acidified with glacial acetic acid. The filtrate was collected to afford 1.6 g (38%) of white solid.

후처리

  1. additionThe solution was poured onto ice water
  2. customThe filtrate was collected

출처 및 근거

ORD 기록
ord-366132b9327a4cdfad0571e4a08c35aa
출처 데이터셋
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04904672

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