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US 4,125,530 AGranted
Trifluoromethylimidazoles and a method for their preparation
AssigneeMerck & Co., Inc.
InventorsJohn J. Baldwin, Frederick C. Novello
Life of this patent
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Abstract
4(5)-Trifluoromethylimidazoles having optional substituents in the 1 and 2 positions are provided. The novel 4(5)-trifluoromethylimidazoles are prepared by reacting a 1,1-dihalo-3,3,3-trifluoroacetone compound with an appropriate carboxaldehyde and ammonia. The 4(5)-trifluoromethylimidazoles are useful as anti-gout and anti-hyperuricemic agents.
Claims6
A process for preparing a compound of the formula:
- ##STR9## wherein R.sub.2 is hydrogen,
- methyl,
- C.sub.3 -c.sub.5 alkyl,
- 2-dimethylaminoethyl,
- 1-dimethylamino-2-methyl-2-propyl,
- pyridyl,
- pyridyl-N-oxide,
- monomethylpyridyl,
- dimethylpyridyl,
- 6-quinolyl,
- 2-quinolyl,
- 3-quinolyl,
- 4-quinolyl,
- pyrazinyl,
- methoxypyrazinyl,
- 4-chlorophenyl-4-pyrazolyl,
- 4-thiazolyl,
- phenyl,
- o-cyanophenyl,
- p-ethylphenyl,
- p-sulfamoylphenyl,
- p-N-methylsulfamoylphenyl,
- p-methoxyphenyl,
- 3-furyl,
- 2-thienyl,
- o-methoxyphenyl,
- p-acetylaminophenyl,
- p-cyanophenyl,
- p-dimethylaminophenyl,
- 5-indanyl,
- 1-indanyl,
- 3,4-dichlorophenyl,
- p-carboxyphenyl,
- 2-indanyl,
- 2-naphthyl,
- 1-naphthyl,
- monohalophenyl,
- p-methylsulfonamidophenyl,
- p-diethylaminoethoxyphenyl,
- diphenylmethyl,
- 1-methyl-4-pyrazolyl,
- p-nitrophenyl,
- 2-aminophenyl,
- 2-furyl,
- 2,4-dichlorophenyl,
- p-carboxyphenyl,
- monomethylphenyl,
- 3. 4-methylenedioxyphenyl,
- p-isopropylphenyl,
- 3,4-dimethoxyphenyl,
- p-N,N-dimethylsulfamoylphenyl,
- p-methylaminophenyl,
- 2,6-dimethyl-4-pyridyl,
- 4,6-dimethyl-2-pyridyl,
- pyrazinyl,
- m-methoxymethoxyphenyl,
- p-diethylaminoethoxyphenyl,
- 1-benzyl-4-pyrazolyl,
- 1-phenyl-4-pyrazolyl,
- 1-methyl-4-pyrazolyl, and
- 1-piperidino-2-methyl-2-propyl
- which comprises the steps of
- (a) treating 1,1-dihalo-3,3,3-trifluroacetone with a base and then
- (b) treating the resulting mixture with ammonia and the appropriate carboxaldehyde.
61 more elements
Dependencies are inferred from the claim text.