Potassium Carbonate → ethyl 6,7,8-trifluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate
Reaction equation
I[CH:2](I)[CH3:3].C(=O)([O-])[O-].[K+].[K+].[F:11][C:12]1[CH:13]=[C:14]2[C:19](=[C:20]([F:23])[C:21]=1[F:22])[N:18]=[C:17]([SH:24])[C:16]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[C:15]2[OH:30]>CN(C)C=O>[F:11][C:12]1[CH:13]=[C:14]2[C:19](=[C:20]([F:23])[C:21]=1[F:22])[N:18]1[CH:2]([CH3:3])[S:24][C:17]1=[C:16]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:15]2=[O:30]Participants
5
Procedure
To 25 ml of N,N-dimethylformamide were added 12 g of diiodoethane and 8.3 g of potassium carbonate, a solution of 6.07 g of the compound obtained in Example 4 dissolved in 60 ml of N,N-dimethylformamide was gradually dropped thereinto, and the mixture was stirred for 30 minutes at the same temperature. N,N-Dimethylformamide was evaporated therefrom in vacuo, the residue was dissolved in a mixture of chloroform and methanol (2:1), washed with water, dried over magnesium sulfate, the solvent was evaporated therefrom, and the crystals separated out therefrom were washed with ether to give 3.35 g of ethyl 6,7,8-trifluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate.
Workup
- additionwas gradually dropped
- customN,N-Dimethylformamide was evaporated
- dissolutionin vacuo, the residue was dissolved in a mixture of chloroform and methanol (2:1)
- washwashed with water
- dry with materialdried over magnesium sulfate
- customthe solvent was evaporated
- customthe crystals separated
- washout therefrom were washed with ether
Sources & evidence
- ORD record
- ord-0981fcf7276948a3a0055cf52d8c2194
- Source dataset
- uspto-grants-1991_04
- Patent number
- US05011831
Reaction notes
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