4-CYANO-2,6-DIFLUOROBENZOIC ACID synthesis
- Product Name:4-CYANO-2,6-DIFLUOROBENZOIC ACID
- CAS Number:181073-82-5
- Molecular formula:C8H3F2NO2
- Molecular Weight:183.11
467442-15-5
181073-82-5
Step b: Synthesis of 4-cyano-2,6-difluorobenzoic acid To a solution of 3,5-difluoro-4-formylbenzonitrile (0.2 g, 1.1 mmol) in dimethyl sulfoxide (10 mL) was added an aqueous solution of potassium dihydrogen phosphate (0.41 g, 2.9 mmol, dissolved in 0.4 mL of water) and sodium chlorite (0.216 g, 2.3 mmol, dissolved in 4 mL of water) in sequence. The reaction was carried out at room temperature with stirring for about 1 hour. After completion of the reaction, the reaction mixture was diluted with water (100 mL) and the aqueous phase was extracted with ethyl acetate (3 x 100 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated to give 4-cyano-2,6-difluorobenzoic acid (200 mg, 91.32% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 7.95 (d, J = 7.53 Hz, 2H).
467442-15-5
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Yield:181073-82-5 91.32%
Reaction Conditions:
with sodium chlorite;potassium dihydrogenphosphate;aminosulfonic acid in water;dimethyl sulfoxide at 20; for 1 h;
Steps:
b
Step b: Synthesis of 4-cyano-2,6-difluoro benzoic acidTo a solution of 3,5-difluoro-4-formylbenzonitrile (0.2g, 1 .1 mmol) in dimethylsulfoxide (10 mL), were added a aqueous solution of potassium dihydrogen phosphate (0.41 g, 2.9 mmol in 0.4 mL of water), sodium chlorite (0.216 g, 2.3 mmol in 4 mL of water) in one lot at an ambient temperature. The resulting reaction mixture was stirred for about 1 hour. The reaction mass was diluted with water (100 mL). The aquoeus phase was extracted with ethyl acetate (3x100 mL).The combined organic layer dried over anhydrous sodium sulfate, filtered and concentrated to afford 4-cyano-2,6-difluorobenzoic acid (200 mg, 91 .32 %) .1 H NMR (400 MHz, DMSO-d6): δ 7.95 (d, J=7.53 Hz, 2H).
References:
DAIICHI SANKYO COMPANY, LIMITED;VERMA, Ashwani, Kumar;NAGASWAMY, Kumaragurubaran;SHARMA, Lalima;GHOSH, Soma;KALE, Balkrishna, Ramchandra;MONDAL, Aniruddha;SRIVASTAVA, Punit, Kumar;DASTIDAR, Sunanda, Ghosh;MIYAUCHI, Rie;MURATA, Takeshi;ISHIZAKI, Masayuki;NAGAMOCHI, Masatoshi;IIMURA, Shin;MOMIN, Rijwan, Jaffer;WAGH, Pradip, Balu;PANSARE, Sonali, Nanasaheb;MARKAD, Pramod, Raosaheb;KHAIRNAR, Yogesh, Balasaheb WO2012/160464, 2012, A1 Location in patent:Page/Page column 69
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64248-63-1
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181073-82-5
77 suppliers
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64248-63-1
322 suppliers
$6.00/5g
181073-82-5
77 suppliers
inquiry