25199-84-2 Usage
Chemical Properties
White solid
Synthesis
4-Trifluoromethylquinolin-2(1H)-one was prepared by reacting aniline and ethyl-4,4,4-trifluoroacetoacetate stirred in toluene.Experimental Procedure: In a 1 L round flask fitted with a reflux condenser a mixture of 25.60 g aniline, 50.0 g ethyl-4,4,4-trifluoroacetoacetate 300 ml toluene was heated to reflux in an oil bath at 130 °C. After
20 min 3 ml water was added and the mixture was heated at reflux for another 24 h. the reaction
mixture was cooled to room temperature and concentrated under reduced pressure. A round
flask with 200 mL H2SO4 was heated to 80°C and the crude oil from the step before was added
in portions to the H2SO4 keeping the internal temperature below 90°C, total addition time was
approximately 40 min. After addition was complete, the mixture was stirred at 80°C for 1 h,
cooled and poured onto 400 g crushed ice. The resulting solids were filtered, washed with water,
and dried under vacuum at 40°C to give 33.0 g (50%) product (4-Trifluoromethylquinolin-2(1H)-one) as a colorless solid.
Check Digit Verification of cas no
The CAS Registry Mumber 25199-84-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,1,9 and 9 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 25199-84:
(7*2)+(6*5)+(5*1)+(4*9)+(3*9)+(2*8)+(1*4)=132
132 % 10 = 2
So 25199-84-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H6F3NO/c11-10(12,13)7-5-9(15)14-8-4-2-1-3-6(7)8/h1-5H,(H,14,15)
25199-84-2Relevant articles and documents
Chemoselectivity in the reactions between ethyl 4,4,4-trifluoro-3-oxobutanoate and anilines: Improved synthesis of 2-trifluoromethyl-4- and 4-trifluoromethyl-2-quinolinones
Berbasov, Dmitrii O.,Soloshonok, Vadim A.
, p. 2005 - 2010 (2003)
Chemoselectivity in the reactions between ethyl 4,4, 4-trifluoroacetoacetate (ethyl 4,4,4-trifluoro-3-oxobutanoate) and various anilines was systematically studied as a function of the reaction conditions used (solvent/temperature, catalyst). The results obtained allowed chemoselective (>90%) synthesis of the corresponding ethyl 3-arylamino-4,4,4-trifluorobut-2-enoates and N-aryl-4,4,4-trifluoro-3-oxobutyramides, which were cyclized to afford 2-trifluoromethyl-4-quinolinones and 4-trifluoromethyl-2-quinolinones, respectively.
SUBSTITUTED AZOLE DIONE COMPOUNDS WITH ANTIVIRAL ACTIVITY
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Paragraph 00363; 00449, (2021/10/02)
Provided herein are methods of using substituted azole dione compounds for treatment of viral infections.
Novel Sulfonaminoquinoline Hepcidin Antagonists
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Page/Page column 172, (2012/09/05)
The present invention relates to novel hepcidin antagonists, pharmaceutical compositions comprising them and the use thereof as medicaments for the use in the treatment of iron metabolism disorders, such as, in particular, iron deficiency diseases and anemias, in particular anemias in connection with chronic inflammatory diseases.