Sulfuric Acid → 4-Chloroquinoline-7-carboxylic acid

HRID 964998

반응식

HRID 964998 반응식
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12](F)(F)F)=[CH:9][CH:10]=2)N=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:17].[OH2:21].[NH3:22]>>[C:12]([C:8]1[CH:7]=[C:6]2[C:11]([C:2]([Cl:1])=[CH:3][CH:4]=[N:22]2)=[CH:10][CH:9]=1)([OH:17])=[O:21]

참가 물질

4

반응 조건

온도
100 °C

실험 절차

Commercially available 4-chloro-7-(trifluoromethyl)-quinoline (8 g, 0.035 mol) was added under ice cooling with 30% fuming sulfuric acid (35 ml) and stirred at 100° C. for 5 hours. After allowing to cool to room temperature, the reactant was poured into ice water and made basic enough with excess concentrated ammonia water, and insoluble materials were filtered off. The filtrate was adjusted by 2N hydrochloric acid to pH 3-4. The resulting jellied precipitate was collected by filtration, washed with ethanol (50 ml) and dried under reduced pressure over phosphorus pentoxide to obtain 5.4 g (74%) of 7-carboxy-4-chloroquinoline.

후처리

  1. temperatureto cool to room temperature
  2. filtrationwere filtered off
  3. filtrationwas collected by filtration
  4. washwashed with ethanol (50 ml)
  5. dry with materialdried under reduced pressure over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-f64f25193dfd4810aa289b46f9377a4d
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773449

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