2-Thiophenecarboxylic acid, 4-bromo-5-(bromomethyl)-, methyl ester synthesis

3synthesis methods

Product Name:2-Thiophenecarboxylic acid, 4-bromo-5-(bromomethyl)-, methyl ester
CAS Number:956118-34-6
Molecular formula:C7H6Br2O2S
Molecular Weight:313.99

237385-15-8 Synthesis

Methyl 4-broMo-5-Methylthiophene-2-carboxylate

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2-Thiophenecarboxylic acid, 4-bromo-5-(bromomethyl)-, methyl ester

956118-34-6
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Yield:956118-34-6 43%

Reaction Conditions:

with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in chloroform; for 16 h;Reflux;

Steps:

134.2 Step 2. Preparation of methyl 4-bromo-5-(bromomethyl)thiophene-2-carboxylate

To a solution of methyl 4-bromo-5-methylthiophene-2-carboxylate (10.7 g, 45.9 mmol) in carbon tetrachloride (200 mL) was added N-bromosuccinimide (9.7 g, 55.1 mmol) and 2,2’-Azobis(2-methylpropionitrile) (0.38 g, 2.30 mmol). The reaction mixture was refluxed for 16 h, concentrated, and purified by chromatography eluting with petroleum ether to give methyl4-bromo-5-(bromomethyl)thiophene-2-carboxylate (6.1 g, 43%) as a white solid: ‘H NMR (400 MHz, DMSO-d6) ? 7.79 (s, 1H), 4.92 (s, 2H), 3.84 (s, 3H).

References:

WO2016/7534,2016,A1 Location in patent:Page/Page column 239

19432-69-0
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References

29421-99-6 Synthesis

4-BROMO-5-METHYL-2-THIOPHENECARBOXYLIC ACID

29421-99-6
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References