Thionyl Chloride → 6-Chloro-2-(4-methylphenyl)-4-quinolinecarbonyl chloride

HRID 638286노트

반응식

HRID 638286 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1)[CH:6]=[C:5]2[C:19]([OH:21])=O.S(Cl)([Cl:24])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1)[CH:6]=[C:5]2[C:19]([Cl:24])=[O:21]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 11330936-chloro-2-(4-methylphenyl)quinoline-4-carboxylic acid

생성물 1

HCID 202536626-Chloro-2-(4-methylphenyl)-4-quinolinecarbonyl chloride

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 28.4 g of 6-chloro-2-(4-methylphenyl)-4-quinolinecarboxylic acid, 100 ml of thionyl chloride, and 200 ml of toluene was stirred and heated under reflux for 1.5 hr. The reaction mixture was then concentrated in vacuo, the residue was treated with more toluene, and the mixture again concentrated in vacuo. The residue was recrystallized from 300 ml of heptane to give 17.7 g of the above-named compound as a yellow solid.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 1.5 hr
  3. concentrationThe reaction mixture was then concentrated in vacuo
  4. additionthe residue was treated with more toluene
  5. concentrationthe mixture again concentrated in vacuo
  6. customThe residue was recrystallized from 300 ml of heptane

출처 및 근거

ORD 기록
ord-42a32148d24b4982b783a122129ca0c1
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04560692

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