N-bromobutanimide → 6-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylic acid

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Reaction Steps

The title compound was synthesized from 4H-thieno[3,2-b]pyrrole-5-carboxylic acid (0.1 g, 0.60 mmol, 1 equiv) and N-bromosuccinimide (NBS) (0.107 g, 0.599 mmol, 1 equiv) according to the halogenation method reported for the chlorination of 4H-thieno[3,2-b]pyrrole-5-carboxylic acid (with NCS) to 6-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylic acid, providing the desired 6-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylic acid 71 (15.5 mg, 10.5%). LC/MS m/e 243.9 (M−H). tR of product: 2.5-2.8 min. 1H NMR (400 MHz, CD3OD) δ ppm 7.42 (d, J=5.32 Hz, 1H), 7.01 (d, J=5.32 Hz, 1H).

Provenance & Evidence