ChemicalBook CAS DataBase List 5-Bromo-2-methylbenzoic acid

5-Bromo-2-methylbenzoic acid synthesis

9synthesis methods

Product Name:5-Bromo-2-methylbenzoic acid
CAS Number:79669-49-1
Molecular formula:C8H7BrO2
Molecular Weight:215.04

In a reaction vessel equipped with a mechanical stirrer, a solution of 2-methylbenzoic acid (10.00 g, 73.45 mmol, 1.0 equivalent) in concentrated sulfuric acid (15 mL) at room temperature, bromine (17.6 g, 110.14 mmol, 1. 5 equivalents) was added dropwise over 10 minutes and stirred at 25 ° C. for 20 hours. The reaction solution was injected into ice water (60 ml), and the precipitated solid was filtered, washed with water (20 mL), and air-dried at 60 ° C. overnight to obtain a bromo compound (15.2 g, 97%, addition rate: 95.7).5-Br body / 3-Br body = 62: 38). The obtained crude bromo compound (3 g) was dissolved in ethanol (9 mL) at 70 ° C., cooled to 20 ° C., and stirred at the same temperature for 30 minutes at 10 ° C. or lower for 3 hours. The precipitated crystals were filtered and air-dried at 60 ° C. overnight to obtain 5-Bromo-2-methylbenzoic acid(1.19 g, 5-Br / 3-Br = 91: 9, total yield: 38.5%).

118-90-1 Synthesis

118-90-1
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79669-49-1
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$5.00/1g

Yield:79669-49-1 88%

Reaction Conditions:

with 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione;sulfuric acid

Steps:

Synthesis of 5-bromo-2-methylbenzoic acid 2
To a mixture of 2-methylbenzoic acid 1 (15 g, 110.29 mmol)in conc. H2SO4 (60 ml), 1,3-dibromo-5, 5-dimethyl-2,4-imidazolidinedione (18.19 g, 60.66 mmol) was added andreaction mixture was stirred at room temperature for 5 h.After completion of reaction, reaction mixture was slowlypoured onto ice-cold water (400 ml). Solid was precipitatedout, filtered and dried under vacuum to afford compound 2.Yield: 88.00%. 1HNMR (DMSO-d6, 400 MHz): δ 13.16 (s,1H), 7.91 (s, 1H), 7.63 (d, J =8.0 Hz, 1H), 7.27 (d, J =8.4 Hz, 1H), 2.50 (s, 3H). LCMS: m/e 215/217 (M + 1).

References:

Sawant, Ajay S.;Kamble, Sonali S.;Pisal, Parshuram M.;Meshram, Rohan J.;Sawant, Sanjay S.;Kamble, Vilas A.;Kamble, Vinod T.;Gacche, Rajesh N. [Medicinal Chemistry Research,2020,vol. 29,# 1,p. 17 - 32]

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118-90-1 Synthesis

118-90-1
494 suppliers
$13.00/1g

76006-33-2 Synthesis