5-Fluoro-2-Methyl-3-nitrobenzoic acid synthesis
- Product Name:5-Fluoro-2-Methyl-3-nitrobenzoic acid
- CAS Number:850462-64-5
- Molecular formula:C8H6FNO4
- Molecular Weight:199.14
33184-16-6
850462-64-5
General procedure for the synthesis of 5-fluoro-2-methyl-3-nitrobenzoic acid (D135) from 2-methyl-5-fluorobenzoic acid: 2-methyl-5-fluorobenzoic acid (20 g) was added in batches to ice-cooled concentrated sulfuric acid (98%, 80 mL), and stirred until all solids were dissolved. A mixture of nitric acid (65%, 6 mL) and concentrated sulfuric acid (98%, 12 mL) was slowly added dropwise at 0°C. The solution was then mixed with a mixture of nitric acid (65%, 6 mL) and concentrated sulfuric acid (98%, 12 mL). After the dropwise addition was completed, the reaction mixture was gradually warmed to room temperature and stirring was continued for 6 hours. Upon completion of the reaction, the mixture was slowly poured into ice (500 g) to quench the reaction and precipitate a solid. The solid was collected by filtration and washed with water (100 mL). The solid was redissolved in ethyl acetate (200 mL) and the organic layer was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give the title compound (11 g) as a brown solid.1H NMR (400 MHz, MeOD-d4): δ 7.84 (dd, J = 8.7, 2.6 Hz, 1H), 7.78 (dd, J = 7.8, 2.8 Hz, 1H), 2.55 (s, 3H).MS (ESI ): m/z calculated value C8H6FNO4 [M-H]- 198, measured value 198.
33184-16-6
330 suppliers
$6.00/1g
850462-64-5
108 suppliers
$11.00/250mg
Yield: 70.5%
Reaction Conditions:
with sulfuric acid;nitric acid in dichloromethane at 30 - 40; for 3 h;Temperature;Reagent/catalyst;
Steps:
6 Preparation of 2-methyl-3-nitro-5-fluorobenzoic acid
30 g (0.195 mol) of 2-methyl-5-fluorobenzoic acid was added to a mixed solution of 30 ml of concentrated sulfuric acid and 150 ml of dichloromethane, and the mixture was heated to 30 ° C to 40 ° C with stirring.24.5 g (0.39 mol) of fuming nitric acid was added dropwise, and the temperature was controlled at 30-40 °C.After the completion of the dropwise addition, the reaction was carried out for 3 hours, the raw materials basically disappeared, the reaction was stopped, and the reaction solution was taken., pour into ice water. Filter, filter cake rinsed with water and drained. A wet product was obtained, dried at 50 ° C to give 30 g, HPLC 94%. The pure yield was 70.5%.
References:
Zhejiang Tianyu Pharmaceutical Co., Ltd.;Shanghai Xinbu Pharmaceutical Technology Co., Ltd.;Wang Xueyue;Li Gongyong;Chen Kexi CN108929217, 2018, A Location in patent:Paragraph 0080; 0084; 0086; 0087; 0088
452-73-3
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850462-64-5
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1422-53-3
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850462-64-5
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13194-67-7
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850462-64-5
108 suppliers
$11.00/250mg