Sulfuric Acid → 4-Chloroquinoline-7-carboxylic acid

HRID 964998ノート

反応式

HRID 964998 の反応式
[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]

参加物

4

反応物 3

HCID 1118Sulfuric AcidHCID 676684-Chloro-7-(trifluoromethyl)quinolineHCID 12896473Azane;hydrate

生成物 1

HCID 217084474-Chloroquinoline-7-carboxylic acid収率 74%

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f64f25193dfd4810aa289b46f9377a4d
出典データセット
uspto-grants-1998_06
特許番号
US05773449

反応ノート

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