Hydrochloric Acid → 5-(Chloroacetyl)-8-hydroxy-2(1H)-quinolinone

HRID 27774노트

반응식

HRID 27774 반응식
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH:8]=[CH:7]2.[Cl:13][CH2:14][C:15](Cl)=[O:16].[Cl-].[Al+3].[Cl-].[Cl-].Cl>[N+](C1C=CC=CC=1)([O-])=O>[Cl:13][CH2:14][C:15]([C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[C:11]2[C:6]=1[CH:7]=[CH:8][C:9](=[O:12])[NH:10]2)=[O:16]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 972508-hydroxyquinolin-2(1H)-oneHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 132602995-(Chloroacetyl)-8-hydroxy-2(1H)-quinolinone

시약·촉매·용매 1

HCID 7416Nitrobenzene용매2회

반응 조건

온도
70 °C

실험 절차

2.7 g of 8-hydroxycarbostyril and 37 ml of chloroacetyl chloride were dissolved in 250 ml of nitrobenzene, and 85 g of aluminum chloride was added slowly to the solution. The resulting mixture was then stirred at a temperature of 70° C. for 20 hours. 500 ml of a 10% hydrochloric acid aqueous solution was added to the mixture and nitrobenzene was removed by steam distillation. After allowing the mixture to cool, the precipitated crystals were separated by filtration, washed with 300 ml of hot water and recrystallized from methanol to obtain 14.0 g of 5-chloroacetyl-8-hydroxycarbostyril as light yellow crystals having a melting point of 285°-287° C. (with decomposition).

후처리

  1. customwas removed by steam distillation
  2. temperatureto cool
  3. customthe precipitated crystals were separated by filtration
  4. washwashed with 300 ml of hot water
  5. customrecrystallized from methanol

출처 및 근거

ORD 기록
ord-41d1d45c00d0450688c25f8b7fff3c8d
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04223137

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