p-Toluenesulfonic acid → HCID 135512470, 화합물

HRID 990990노트

반응식

HRID 990990 반응식
O=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C:3]1=[CH:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1.C1(C)C=CC(S([NH:28][NH2:29])(=O)=O)=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH:28]1[C:2]2[C:10]3[C:5]([CH2:4][C:3]=2[C:11]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)=[N:29]1)=[CH:6][CH:7]=[CH:8][CH:9]=3

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 15303P-ToluenesulfonylhydrazideHCID 53775483HCID 53775483, 화합물

생성물 1

HCID 135512470HCID 135512470, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4-(1-oxoindan-2-ylidenemethyl)phenol (1.67 g, Chem. Ber. 1901, 34, 413), p-toluenesulphonyl hydrazine (1.95 g), p-toluenesulphonic acid (0.27 g) and ethanol (15 ml) was boiled under reflux for 72 hours. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica using petroleum ether, b.p. 60-80° C./ethyl acetate (1:1) as the mobile phase. Appropriate fractions were collected, combined and evaporated to give a residue which was triturated with petroleum ether, b.p. 60-80° C., to give a solid which was crystallized from ethanol to give 4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenol, m.p. 266-268° C.

후처리

  1. temperatureunder reflux for 72 hours
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified by flash column chromatography on silica
  4. customAppropriate fractions were collected
  5. customevaporated
  6. customto give a residue which
  7. customwas triturated with petroleum ether, b.p. 60-80° C.
  8. customto give a solid which
  9. customwas crystallized from ethanol

출처 및 근거

ORD 기록
ord-6f5fb2ed6ffb420f828104a108e24f6b
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06462036B1

반응 노트

불러오는 중…