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Home > Encyclopedia > 2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE

2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE

2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE structure

2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE 

structure
  • CAS No:

    4943-85-5

  • Formula:

    C14H14N2O

  • Chemical Name:

    2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE

  • Synonyms:

    2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE;BENZAMIDE, 2-AMINO-N-(2-METHYLPHENYL)-;OTAVA-BB 1133397;2-Amino-benzoesaeure-o-toluidid

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE Basic Attributes

226.27

226.11100

DTXSID40352176

2924299090

Characteristics

55.1

3

2-AMINO-N-(2-METHYLPHENYL)BENZAMIDE Use and Manufacturing

General procedure: Nitrobenzene (0.6mmol), 5wtpercent Pd/C (0.5mmol percent, 0.003mmol), H2O (10 equiv, 6.0mmol), B2(OH)4 (3.3 equiv, 2.0mmol), and CH3CN (1.0mL) were added in a 10mL tube. The reaction mixture was stirred at 50°C for 24h. When the reaction was complete monitored by TLC, the mixture was cooled to room temperature. Water (5mL) was added, and extracted with EtOAc (3×5mL). The combined organic phase was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give aniline 2a (55mg, 99percent).General procedure: Nitro aromatic (1.0 mmol), B2(OH)4 (5.0 equiv, 5.0 mmol), and H2O (3.0 mL) were added in a10 mL tube. The reaction mixture was stirred at 80 °C for 8 h. When the reaction was completemonitored by TLC, the mixture was cooled to room temperature, extracted with ethyl acetate (3 ×20 mL). The combined organic phase was dried over anhydrous Na2SO4, filtered, andconcentrated under reduced pressure. The residue was purified by silica gel columnchromatography.Example 69

Computed Properties

Molecular Weight:226.27
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:226.110613074
Monoisotopic Mass:226.110613074
Topological Polar Surface Area:55.1
Heavy Atom Count:17
Complexity:267
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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