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[ CAS No. 156112-54-8 ] {[proInfo.proName]}

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Chemical Structure| 156112-54-8
Chemical Structure| 156112-54-8
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Product Details of [ 156112-54-8 ]

CAS No. :156112-54-8 MDL No. :MFCD00243516
Formula : C7H7F3N2OS Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 224.20 Pubchem ID :-
Synonyms :

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Precautionary Statements: UN#:
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Application In Synthesis of [ 156112-54-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 156112-54-8 ]

[ 156112-54-8 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 156112-54-8 ]
  • [ 24279-39-8 ]
  • [ 156112-35-5 ]
YieldReaction ConditionsOperation in experiment
40% With hydrogenchloride; In chloroform; ethyl acetate; N,N-dimethyl-formamide; toluene; Example 11 Sodium hydride (60% in oil, 0.31 g, 7.65 mmol) was added to DMF (5 ml) solution of 2,6-dichloro-4-trifluoromethylaniline (0.80 g, 3.48 mmol), followed by stirring for 30 minutes. Then, 3-methyl-2-methylthio-6-trifluoromethyl-4(3H)-pyrimidinone (0.70 g, 3.13 mmol) was added, followed by stirring at 50 C. for 8 hours. After completion of the reaction, 1 N hydrochloric acid (30 ml) and ethyl acetate (20 ml) were added to the reaction solution to separate the organic layer, and the resulting aqueous layer was extracted with ethyl acetate (50 ml). The organic layers were combined, washed with water (30 ml*2) and saturated brine (70 ml) and then dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the resulting filtrate was concentrated under a reduced pressure. By recrystallizing the thus obtained crude product from toluene and then from chloroform, white solid of 2-(2,6-dichloro-4-trifluoromethylphenyl)amino-3-methyl-6-trifluoromethyl-4(3H)-pyrimidinone [Compound No. 28] was obtained. Yield: 40%; mp: 212-2I3 C.; 1H-NMR (CDCl3, TMS, ppm): delta 3.65 (3H, s), 6.36 (1H, s), 7. 69 (2H, s), 7. 85 (1H, br s).
Reference： [1]Patent: US6548511,2003,B1
  • 2
  • [ 103977-79-3 ]
  • [ 156112-54-8 ]
  • 2-(3-bromo-2,4-difluorophenyl)amino-3-methyl-6-trifluoromethyl-4(3H)-pyrimidinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl-formamide; EXAMPLE 23 Synthesis of 2-(3-bromo-2,4-difluorophenyl)amino-3-methyl-6-trifluoromethyl-4(3H)-pyrimidinone (Compound A-177) STR39 To a solution of 0.53 g (2.25 mmol) of <strong>[103977-79-3]3-bromo-2,4-difluoroaniline</strong> dissolved in 10 ml of N,N-dimethylformamide was added 0.15 g of 60% sodium hydride, and the mixture was stirred at room temperature for 20 minutes. Then, to the mixture was added 0.8 g (3.57 mmol) of 3-methyl-2-methylthio-6-trifluoromethyl-4(3H)-pyrimidinone, and the mixture was reacted at 80 C. for 4 hours. After completion of the reaction, ice water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with a saturated sodium hydrogen carbonate solution and then with a saturated saline solution and dried over anhydrous sodium sulfate. Thereafter, ethyl acetate was removed under reduced pressure to obtain a crude product. This crude product was crystallized from and washed with hexane to obtain 0.77 g (yield: 89%) of the title compound as white crystals.
Reference： [1]Patent: US5518994,1996,A
  • 3
  • [ 368-54-7 ]
  • [ 74-88-4 ]
  • [ 156112-54-8 ]
  • [ 85730-33-2 ]
  • [ 16097-62-4 ]
Reference： [1]Russian Journal of Organic Chemistry,2019,vol. 55,p. 782 - 791
    Zh. Org. Khim.,2019,vol. 55,p. 879 - 890,12
  • 4
  • [ 368-54-7 ]
  • [ 74-88-4 ]
  • [ 156112-54-8 ]
Reference： [1]Russian Journal of Organic Chemistry,2019,vol. 55,p. 782 - 791
    Zh. Org. Khim.,2019,vol. 55,p. 879 - 890,12
  • 5
  • [ 368-54-7 ]
  • [ 74-88-4 ]
  • [ 156112-54-8 ]
  • [ 85730-33-2 ]
YieldReaction ConditionsOperation in experiment
68%; 9% With potassium carbonate; In acetonitrile; for 1h;Reflux; General procedure: c. A mixture of thiouracil 1a or 1b (1 mmol), methyl or ethyl iodide (3 mmol), and potassium carbonate (276 mg, 2 mmol) in acetonitrile (15 mL) was refluxed for 1-3 h. The precipitate was filtered off, and the filtrate was concentrated. The products were isolated by column chromatography using hexane-ethyl acetate at a ratio of 4 : 1 as eluent for compounds 3a, 3c, 4a, and 4c or at a ratio of 6 : 1 for 3b and 4b.
Reference： [1]Russian Journal of Organic Chemistry,2019,vol. 55,p. 782 - 791
    Zh. Org. Khim.,2019,vol. 55,p. 879 - 890,12

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