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Home > Encyclopedia > 2-Bromo-3'-(trifluoromethyl)acetanilide

2-Bromo-3'-(trifluoromethyl)acetanilide

2-Bromo-3'-(trifluoromethyl)acetanilide structure

2-Bromo-3'-(trifluoromethyl)acetanilide 

structure
  • CAS No:

    25625-57-4

  • Formula:

    C9H7BrF3NO

  • Chemical Name:

    2-Bromo-3'-(trifluoromethyl)acetanilide

  • Synonyms:

    2-bromo-N-[3-(trifluoromethyl)phenyl]acetamide;2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide;2-Bromo-3"-(trifluoromethyl)acetanilide;2-BROMO-N-(3-TRIFLUOROMETHYL-PHENYL)-ACETAMIDE;Acetamide, 2-bromo-N-[3-(trifluoromethyl)phenyl]-;Enamine_005644;SCHEMBL240730;CTK4F6131;KS-00000IPP;DTXSID70368043

  • Categories:

    Pharmaceutical Intermediates  >  Ophthalmic Agents

2-Bromo-3'-(trifluoromethyl)acetanilide Basic Attributes

282.07

280.96600

DTXSID70368043

2924299090

Characteristics

29.1

3.4

1.666±0.06 g/cm3(Predicted)

2-Bromo-3'-(trifluoromethyl)acetanilide Use and Manufacturing

2-Bromo-λ/-[3-(trifluoromethyl)phenyl]acetamide; A stirred solution of 3-(trifluoromethyl)aniline (2.Og, 0.012mol) in dichloromethane (60ml) at 1ODescription 16. 2-Bromo-λ/-[3-(trifluoromethyl)phenyl]acetamide; A stirred solution of 3-(trifluoromethyl)aniline (2.Og, 0.012mol) in dichloromethane (60ml) at 1ODescription 24. 2-Bromo-λ/-[3-(trifluoromethyl)phenyl]acetamide; A stirred solution of 3-(trifluoromethyl)aniline (2.Og, 0.012mol) in dichloromethane (60ml) at 1ODescription 1. 2-Bromo-λ/-[3-(trifluoromethyl)phenyl]acetamideA stirred solution of 3-(trifluoromethyl)aniline (2.Og, 0.012mol) in dichloromethane (60ml) at 1OGeneral procedure: To a solution of substituted aniline 22a-i (0.81 mmol) and triethylamine (0.89 mmol) in DCM (2 mL) at 0 °C was added bromoacetyl bromide (0.81 mmol) dropwise over 15 min, and stirring was continued for an additional 1 h at 0 °C. The mixture was dilutedwith DCM (10 mL), washed with HCl (2 10 mL), HDescription 4: 2-Bromo-Λ/-[3-(trifluoromethyl)phenyl]acetamide; A stirred solution of 3-(trifluoromethyl)aniline (2.0 g, 0.012 mol) in DCM (60ml) at 1O3-Trifluoromethylaniline (1.6 g, 10 mmol) was dissolved in dichloromethane with DIEA (3.4 mL, 20 mmol), cooled to 0 °C, and to this solution bromoacetyl chloride was added as a neat liquid (exothermic). After 1 hour the reaction mixture was washed with IN HCl, dried and concentrated to a brown oil which was purified by column chromatography (10 to 40 percent EtOAc/liexanes) to give a light brown oil, 1.8 g, 6.4 mmol, 64percent YIELD. 1H NMR (500 MHz, CDC13) S 8. 19 (S, 1H), 7.75 (s, 1H), 7.68 (d, J = 8.1 Hz, 1H), 7.41 (t, J = 7.9 Hz, 1H), 7.35 (d, J = 7.8 HZ, , 3. 96 (s, 2H).

Computed Properties

Molecular Weight:282.06
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:280.96631
Monoisotopic Mass:280.96631
Topological Polar Surface Area:29.1
Heavy Atom Count:15
Complexity:232
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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