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[ CAS No. 1583-58-0 ] {[proInfo.proName]}

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Chemical Structure| 1583-58-0
Chemical Structure| 1583-58-0
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CAS No. :1583-58-0 MDL No. :MFCD00011670
Formula : C7H4F2O2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :NJYBIFYEWYWYAN-UHFFFAOYSA-N
M.W : 158.10 Pubchem ID :74102
Synonyms :

Safety of [ 1583-58-0 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1583-58-0 ]

* 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 [ 1583-58-0 ]

[ 1583-58-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1583-58-0 ]
  • [ 153775-33-8 ]
YieldReaction ConditionsOperation in experiment
98% With sulfuric acid; nitric acid; at 0 - 20℃; for 16.5h; Step A To a suspension of 2,4-difluorobenzoic acid (9.985 g, 63.2 mmol) in concentrated sulfuric acid (30 mL) at 0 C. was added fuming nitric acid (30 mL) over 30 min. The mixture was allowed to warm to RT and stirred for an additional 16 h. The homogeneous mixture was poured onto ice and extracted with ethyl acetate. The organic extract was washed with water, dried and concentrated in vacuo to afford 2,4-difluoro-5-nitrobenzoic acid (12.56 gm, 98%) as pale yellow solid.
98% With sulfuric acid; nitric acid; In water; at 20 - 50℃; for 3.5h; Nitric Acid (120 mL) was added slowly to a cold solution of sulfuric acid (200 mL) 2,4- difluorobenzoic acid (65 g, 0 41 mol, 1 equiv) was added portionwise over 1 5 h and the reaction allowed to warm to RT The reaction mixture was heated to 50 0C for 2h and then poured slowly onto ice The product was extracted into ethyl acetate, dried over Na2SO4, filtered and concentrated to give intermediate 17 (82 g, 98% yield) as a yellow solid 1H NMR (400 MHz, DMSO-cfe) delta ppm 8 56 (t, J=I 87 Hz, 1 H), 7 82 (t, J=10 71 Hz, 1 H)
98% With sulfuric acid; nitric acid; at 0 - 20℃; for 16.5h; A) To a suspension of 2,4-difluorobenzoic acid (9. 985 g, 63.2 mmol) in concentrated sulfuric acid (30 [ML)] at [0 C] was added fuming nitric acid (30 [ML)] over 30 min. The mixture was allowed to warm to RT and stirred for additional 16 h. The homogeneous mixture was poured over ice and extracted with ethyl acetate. The organic extract was washed with water, dried and concentrated in vacuo to afford 2,4- difluoro-5-nitrobenzoic acid (12.56 gm, 98%) as pale yellow solid.
98% With sulfuric acid; nitric acid; at 20 - 50℃; for 3.5h; The synthesis of intermediate 22; <n="23"/>Intermediate 16; 2,4-difluoro-5-nitrobenzoic acid; F O; Nitric Acid (120 ml.) was added slowly to a cold solution of sulfuric acid (200 mL). 2,4-difluorobenzoic acid (65 g, 0.41 mol, 1 equiv) was added portio?wise over 1.5 h and the reaction allowed to warm to RT. The reaction mixture-was heated to 50 0C for 2h and then poured slowly onto ice. The product was extracted into ethyl acetate, dried over Na2SO4, filtered and concentrated to give intermediate 16 (82 g, 98% yield) as a yellow solid.1H NMR (400 MHz, DMSO-CZ6) delta ppm 8.56 (t, J=I, .87 Hz, 1 H), 7.82 (t, ./=10.71 Hz, 1 H).
98% With sulfuric acid; nitric acid; at 20 - 50℃; for 3.5h; Intermediate 1; 2,4-difluoro-5-nitrobe?zoic acid; Nitric Acid (120 mL) was added slowly to a cold solution of sulfuric acid (200 mL). 2,4- difluorobenzoic acid (65 g, 0.41 mol, 1 equiv) was added portionwise over 1.5 h and the reaction allowed to warm to RT. The reaction mixture was heated to 50 0C for 2h and then poured slowly onto ice. The product was extracted into ethyl acetate, dried overNa2SO4, filtered and concentrated to give intermediate 1 (82 g, 98% yield) as a yellow solid.1H NMR (400 MHz, DMSO-dbeta) delta ppm 8.56 (t, J=7.87 Hz, 1 H), 7.82 (t, J=10.71 Hz, 1 H).
61% With nitric acid; In sulfuric acid; 2,4-Difluoro-5-nitrobenzoic acid 2,4-Difluorobenzoic acid (5 g, 0.031 M) was dissolved in concentrated sulfuric acid (30 ml), and cooled to 0. The mixture was stirred, and fuming nitric acid (d 1.567 g/ml, 1.91 ml, 0.047 M) added dropwise, keeping the temperature below 5. After stirring for 3 hours, the mix was poured onto ice, and organics extracted into dichloromethane (2*75 ml). The combined organic layers were washed with water, dried (MgSO4), and evaporated to give 2,4-difluoro-5-nitrobenzoic acid (3.9 g, 61%). Nmr (DMSO-d6): delta7.18 (t, 1H); 8.88 (t, 1H); 9.93 (br, 1H).
With sulfuric acid; nitric acid; In water; at 0 - 5℃; for 14h; Step 1 -Preparation of 2,4-difluoro-5-nitrobenzoic Acid To a cold mixture of 2,4-difluoro benzoic acid (3.0 g, 18.98 mmol) and conc. H2SO4 (10 mL), fuming HNO3 (3 mL) was added at 0 C. The reaction mixture was stirred at 0-5 C. for 14 h and quenched in ice cold water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 3.0 g of the desired product. 1HNMR (DMSO-d6): delta 7.83-7.90 (m, 1H), 8.57-8.62 (m, 1H).

  • 2
  • [ 258332-57-9 ]
  • [ 1583-58-0 ]
  • {N-[3-(tert-Butoxycarbonylamino)propyl]-N-(2,4-difluorobenzoyl)amino}acetic acid ethyl ester [ No CAS ]
  • 3
  • [ 38361-37-4 ]
  • [ 1583-58-0 ]
  • 4
  • potassium nitrate [ No CAS ]
  • [ 1583-58-0 ]
  • [ 153775-33-8 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; In phosphorus pentaoxide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; REFERENCE EXAMPLE 8 N-Ethoxycarbonyl-2,4-difluoro-m-phenylenediamine methane-sulfonic acid salt To 500 ml of conc. sulfuric acid was added 151 g of 2,4-difluorobenzoic acid. With ice cooling and stirring, 114 g of potassium nitrate powder was added thereto in portions over 30 minutes. Stirring was continued for a further 1 hour, yielding a sherbet-like precipitate. The reaction solution was poured into 1.5 L of ice water and stirred for 30 minutes. The precipitate was collected by filtration, washed with 1 L of distilled water, air dried, and then dried in vacua over phosphorus pentoxide to give 164.5 g of 2,4-difluoro-5-nitrobenzoic acid as colorless crystals.
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