Chloroacetyl chloride → CTK1E1154

HRID 2397554Notes

Reaction equation

HRID 2397554 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[OH:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[NH:14][C:13](=[O:16])[CH:12]=[CH:11]2.[Cl:17][CH2:18][C:19](Cl)=[O:20]>>[Cl:17][CH2:18][C:19]([O:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[NH:14][C:13](=[O:16])[CH:12]=[CH:11]2)=[O:20]

Participants

4

Reactant 3

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

Product 1

HCID 11064428CTK1E1154

Procedure

20 g of aluminum chloride was added to 5.0 g of 8-hydroxycarbostyril (VII) and the resulting mixture was thoroughly mixed. 10 g of chloroacetyl chloride was gradually added to the mixture while ice-cooling. The mixture was allowed to react by heating at 40° to 45° C. for 2 hours to form 8-chloroacetoxycarbostyril (V) followed by stirring at 70° C. for 3 hours. After cooling, the precipitated crystals were collected by filtration, and the crystals were washed with 300 ml of water followed by recrystallization from methanol to obtain 2.6 g of 5-chloroacetyl-8-hydroxycarbostyril (IV) having a melting point of 285°-287° C. (with decomposition) as pale yellow crystals.

Workup

  1. additionthe resulting mixture was thoroughly mixed
  2. temperaturecooling
  3. customto react
  4. temperatureby heating at 40° to 45° C. for 2 hours

Sources & evidence

ORD record
ord-c1a85552a37e48258f4a19dd20d86b25
Source dataset
uspto-grants-1977_05
Patent number
US04022776

Reaction notes

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