Butanethiol → 1-(3-hydroxyphenyl)-3-phenyl-1H-pyrazolo[3,4-b]pyridine

HRID 1084831노트

반응식

HRID 1084831 반응식
[Cl-].[Al+3].[Cl-].[Cl-].C(S)CCC.C[O:11][C:12]1[CH:13]=[C:14]([N:18]2[C:22]3=[N:23][CH:24]=[CH:25][CH:26]=[C:21]3[C:20]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[N:19]2)[CH:15]=[CH:16][CH:17]=1>ClCCl>[OH:11][C:12]1[CH:13]=[C:14]([N:18]2[C:22]3=[N:23][CH:24]=[CH:25][CH:26]=[C:21]3[C:20]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[N:19]2)[CH:15]=[CH:16][CH:17]=1

참가 물질

5

반응물 3

HCID 8012ButanethiolHCID 6451240Aluminum(III) ChlorideHCID 147962511-(3-methoxy-phenyl)-3-phenyl-1H-pyrazolo[3,4-b]pyridine

생성물 1

HCID 147962521-(3-hydroxyphenyl)-3-phenyl-1H-pyrazolo[3,4-b]pyridine수율 101.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 400 ml of dichloromethane was suspended 45.1 g of anhydrous aluminium chloride. While stirring, 45.1 ml of butylmercaptan was added thereto. After the mixture was stirred at room temperature for 1 hour, 34 g of 1-(3-methoxy- phenyl)-3-phenyl-1H-pyrazolo[3,4-b]pyridine was added under ice-cooling. The mixture was stirred at room temperature for 6 hours. The reaction mixture was poured into about 2 l of ice-water. The resulting crystals were collected by filtration, and washed with water to give 33.0 g of 1-(3-hydroxy- phenyl)-3-phenyl-1H-pyrazolo[3,4-b]pyridine, m.p. 142°-144° C.

후처리

  1. stirringAfter the mixture was stirred at room temperature for 1 hour
  2. temperaturecooling
  3. stirringThe mixture was stirred at room temperature for 6 hours
  4. filtrationThe resulting crystals were collected by filtration
  5. washwashed with water

출처 및 근거

ORD 기록
ord-5b3dc40c3ea24b2d82446f0a08252c6f
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05006520

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