3410-81-9

Upstream product

• 121869-57-6 2,4-dibromo-3,5-dimethoxyphenol 
• 708-76-9 2-hydroxy-4,6-dimethoxybenzaldehyde 
• 500-99-2 3,5-dimethoxyphenol 

Downstream Products

• 3561-95-3 3-acetoxy-2,4-dibromo-1,5-dimethoxy-benzene 

Relevant academic research and scientific papers

BORONIC ACID DERIVATIVES AND THERAPEUTIC USES THEREOF

Disclosed herein are antimicrobial compounds compositions, pharmaceutical compositions, the use and preparation thereof. Some embodiments relate to boronic acid derivatives and their use as therapeutic agents.

Pyridinium hydrobromide perbromide induces ipsobromodeformylation in o-hydroxy and o-methoxy substituted aromatic aldehydes

The reaction of o-hydroxy and o-methoxy substituted aromatic aldehydes with PHPB in pyridine gives aromatic bromination products including those arising from ipsobromodeformylation.

Bromophloroglucinols and their methyl ethers

All 16 bromination products of phloroglucinol and its methyl ethers, as well as five bromoresorcinols and three of their dimethyl ethers, were synthesized and analyzed by nuclear magnetic resonance spectroscopy.Two or three equivalents of bromine convert phloroglucinol to di- and tribromophloroglucinol, 5-methoxyresorcinol to the tri- and 2,4-dibromo, 3,5-dimethoxyphenol to the tri- and 2,6-dibromo, and 1,3,5-trimethoxybenzene to the dibromo compound.With one equivalent of bromine, 3,5-dimethoxyphenol reacts preferentially at C-2 while 5-methoxyresorcinol gives both monobromo isomers.Partial debromination with sodium sulfite yields successively 2,4-dibromo- and 2-bromo-5-methoxyresorcinol from the tribromo compound but fails with brominated 3,5-dimethoxyphenol.In the resorcinol series, C-2 is invariably the least reactive position. 4,6-Dibromo-5-methoxyresorcinol and 2,4-dibromo-3,5-dimethoxyphenol are accessible by methylation of dibromophloroglucinol, obtained from 3,5-dibromo-2,4,6-trihydroxybenzoic acid by decarboxylation.In contrast to resorcinol and tribromoresorcinol, the partial bromination of pholoroglucinol and debromination of tribromopholoroglucinol are not selective.The 13Cnmr spectra of bromophloroglucinol methyl ethers show characteristic downfield shifts for methoxy groups orthogonal to the aromatic ring plane.