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Home > Encyclopedia > 4-Amino-2-fluoro-5-methoxybenzoic acid

4-Amino-2-fluoro-5-methoxybenzoic acid

4-Amino-2-fluoro-5-methoxybenzoic acid structure
  • CAS No:

    1001346-91-3

  • Formula:

    C8H8FNO3

  • Synonyms:

    4-Amino-2-fluoro-5-methoxybenzoic acid;4-amino-6-fluoro-3-methoxy-benzoic acid;Benzoic acid, 4-amino-2-fluoro-5-methoxy-;SCHEMBL1163576;CTK6J5247;KS-00000HTN;DTXSID00680700;ANW-61657;ZINC63772434;AKOS016002906

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Basic Attributes

  • 1001346-91-3

  • C8H8FNO3

  • 185.1524232

  • 185.048828

  • 72.6

  • 0.8

  • AOFWIQANMFITAG-UHFFFAOYSA-N

  • 5

  • 2

  • 0.13

  • 2

Characteristics

  • 1.4±0.1 g/cm3

  • 176.9±27.9 °C

  • 1.580

Safety Information

  • P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

  • H302

Production Methods

4-Amino-2-fluoro-5-methoxybenzoic acid: A solution of 2-fluoro-5-methoxy- 4-nitrobenzoic acid (10 g, 46 mmol), HOAc (50 mL) and MeOH (50 mL) was hydrogenated using a hydrogen balloon overnight. The solution was then filtered through celite and concentrated to a residue, which was triturated with ether and ethyl acetate. The solid was filtered and dried to give the product as light yellow powder (8.3 g, 98percent). 2-fluoro-5-methoxy-4-nitrobenzoic acid (Intermediate 12; 7.76 g, 36.1 mmol) was stirred and dissolved in ethanol (200 mL) over 5percent Pd/C (770 mg) and hydrogenated at ambient temperature for 4 hours. During this time product precipitated in the reaction. DMF (20 mL) was added to give a solution. The catalyst was filtered off and washed with EtOH and the solvent evaporated. The residue was triturated with diethyl ether to yield the title compound as a dark brown solid (3.06 g, 46percent)2-fluoro-5-methoxy-4-nitrobenzoic acid (Intermediate 28; 7.76g, 36.1mmol) was stirred and dissolved in ethanol (200 mL) over 5percent Pd/C (770mg) and hydrogenated at ambient temperature for 4 hours. During this time product precipitated in the reaction. DMF (20 mL) was added to give a solution. The catalyst was filtered off and washed with EtOH and the solvent evaporated. The residue was triturated with diethyl ether to yield the title compound as a dark brown solid (3.06 g, 46percent) 2-fluoro-5-methoxy-4-nitrobenzoic acid (Intermediate 28; 7.76g, 36.1mmol) was stirred and dissolved in ethanol (200 mL) over 5percent Pd/C (770mg) and hydrogenated at ambient temperature for 4 hours. During this time product precipitated in the reaction. DMF (20 mL) was added to give a solution. The catalyst was filtered off and washed with EtOH and the solvent evaporated. The residue was triturated with diethyl ether to yield the title compound as a dark brown solid (3.06 g, 46percent)

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