668992-72-1

Basic information

• Product Name: 4-BROMO-PYRIDINE-2,6-DICARBOXYLIC ACID DIAMIDE
• Synonyms: 4-BROMOPYRIDINE-2,6-DICARBOXAMIDE;4-BROMO-PYRIDINE-2,6-DICARBOXYLIC ACID DIAMIDE;AKOS BBS-00001347;4-Bromo-2,6-dicarbamoylpyridine, 2,6-Bis(aminocarbonyl)-4-bromopyridine
• CAS NO: 668992-72-1
• Molecular Formula: C7H6BrN3O2
• Molecular Weight: 244.05
• Mol File: 668992-72-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 413.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1.791±0.06 g/cm3(Predicted)
• PKA: 13.71±0.50(Predicted)
• CAS DataBase Reference: 4-BROMO-PYRIDINE-2,6-DICARBOXYLIC ACID DIAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-PYRIDINE-2,6-DICARBOXYLIC ACID DIAMIDE(668992-72-1)
• EPA Substance Registry System: 4-BROMO-PYRIDINE-2,6-DICARBOXYLIC ACID DIAMIDE(668992-72-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 668992-72-1(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Upstream product

• 138-60-3 chelidamic acid 
• 120491-93-2 4-bromopyridine-2,6-dicarbonyl dibromide 
• 112776-83-7 diethyl 4-bromo-2,6-pyridinedicarboxylate 
• 499-51-4 Chelidamic acid 
• 162102-79-6 dimethyl 4-bromo-2,6-pyridinedicarboxylate 

Downstream Products

• 329974-09-6 4-bromo-pyridine-2,6-diamine 

Relevant articles and documents

Water-stable lanthanide-organic macrocycles from a 1,2,4-triazole-based chelate for enantiomeric excess detection and pesticide sensing

Water-stable anionic Ln2L2-type (Ln = LaIIIand EuIII) lanthanide-organic macrocycles have been constructed by deprotonation self-assembly of a bis-tridentate ligand consisting of two 2,6-bis-(1,2,4-triazole)-pyridine chelation arms bridged by a dibenzofuran chromophore, of which the luminescent Eu2L2macrocycle can be used for enantiomeric excess (ee) detection toward pybox-type chiral ligands and selective colorimetric sensing of omethoate (OMA) in water.

Efficient Syntheses of New Super Lewis Basic Tris(dialkylamino)-Substituted Terpyridines and Comparison of Their Methyl Cation Affinities

Syntheses of very electron-rich dialkylamino-substituted 2,2':6',2''-terpyridines (TPYs) were adapted to moderate scale preparation without tedious purification of intermediates. The key 4'-bromo-6,6''-dimethyl-2,2':6',2''-terpyridine-4,4''-diyl bisnonaflate is now available in gram quantities. Its nucleophilic aromatic substitution with dimethylamine provided mixtures of 4'-bromo-substituted 4,4''-bis(dimethylamino)-TPY and the tris(dimethylamino)-TPY. The bromo compound was used in a Buchwald–Hartwig amination to provide the tris(dimethylamino)-TPY in excellent yield. The 4'-bromo substituent was reductively removed to furnish the bis(dimethylamino)-TPY. The same sequence of reactions with pyrrolidine as nucleophile leads to the hitherto unknown pyrrolidino-TPYs. Calculations at the MP2(FC)/6–31+G(2d,p)//B98/6-31G(d) level predict very high methyl cation affinities for compounds of this type, with the 4,4',4''-tri(pyrrolidin-1-yl)-TPY being the most Lewis basic TPY synthesized to date. The efficiently prepared electron-rich TPYs should be excellent ligands for many applications.

Unprecedented strong lewis bases - Synthesis and methyl cation affinities of dimethylamino-substituted terpyridines

A versatile method for the synthesis of functionalized 2,2′:6′, 2″-terpyridines by assembly of the terminal pyridine rings is presented. The cyclization precursors - bis-β-ketoenamides - are prepared from 4-substituted 2,6-pyridinedicarboxylic acids and a