Water → HCID 19371448, compound

HRID 129415Notes

Reaction equation

HRID 129415 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:18]2[C:13](=[CH:14][C:15]([F:22])=[C:16]([F:21])[C:17]=2[C:19]#[CH:20])[C:12](=[O:23])[C:11]([C:24]([O:26]CC)=[O:25])=[CH:10]1.O.S(=O)(=O)(O)O>C(O)(=O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:18]2[C:13](=[CH:14][C:15]([F:22])=[C:16]([F:21])[C:17]=2[C:19]#[CH:20])[C:12](=[O:23])[C:11]([C:24]([OH:26])=[O:25])=[CH:10]1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 19371481HCID 19371481, compound

Product 1

HCID 19371448HCID 19371448, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.17 g of ethyl 1-(2,4-difluorophenyl)-8-ethinyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate are refluxed for 1 hour in a mixture of 9 ml of glacial acetic acid, 0.75 ml of water and 0.2 ml of concentrated sulphuric acid. The solid which has crystallised out at room temperature is filtered off with suction and dried. 0.98 g of 1-(2,4-difluorophenyl)-8-ethinyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid is obtained (90% of theory).

Workup

  1. customThe solid which has crystallised out at room temperature
  2. filtrationis filtered off with suction
  3. customdried

Sources & evidence

ORD record
ord-9756d61a238a4ccfaca5caea6d5ca100
Source dataset
uspto-grants-1995_11
Patent number
US05468742

Reaction notes

Loading…