443797-91-9

Basic information

• Product Name: 2,5-PYRIDINEDICARBOXYLIC ACID, 6-METHYL-, 2,5-DIETHYL ESTER
• Synonyms: 2,5-PYRIDINEDICARBOXYLIC ACID, 6-METHYL-, 2,5-DIETHYL ESTER;DIETHYL 6-METHYLPYRIDINE-2,5-DICARBOXYLATE
• CAS NO: 443797-91-9
• Molecular Formula: C12H15NO4
• Molecular Weight: 0
• Mol File: 443797-91-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-PYRIDINEDICARBOXYLIC ACID, 6-METHYL-, 2,5-DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-PYRIDINEDICARBOXYLIC ACID, 6-METHYL-, 2,5-DIETHYL ESTER(443797-91-9)
• EPA Substance Registry System: 2,5-PYRIDINEDICARBOXYLIC ACID, 6-METHYL-, 2,5-DIETHYL ESTER(443797-91-9)

Safety Data

• Hazardous Substances Data: 443797-91-9(Hazardous Substances Data)

Upstream product

• 59938-06-6 (E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one 
• 141-97-9 ethyl acetoacetate 
• 626-34-6 ethyl aminocrotonate 
• 379224-67-6 trimethylsilylethynylglyoxylic acid ethyl ester 
• 41867-20-3 ethyl (E)-3-aminobut-2-enoate 

Relevant articles and documents

Synthesis of tetrasubstituted pyridines by the acid-catalysed Bohlmann-Rahtz reaction

New facile experimental procedures for the preparation of 2,3,4,6-tetrasubstituted pyridines in a single synthetic step have been developed. Thus, an enamino ester and alkynone react by Michael addition-cyclodehydration in a heterocyclisation process that is catalysed by acetic acid, Amberlyst 15 ion exchange resin, zinc(II) bromide or ytterbium(III) triflate. The new one-step Bronsted or Lewis acid-catalysed Bohlmann-Rahtz reaction is a simple, direct and highly expedient method for the synthesis of pyridines that proceeds at a lower reaction temperature and avoids the need to isolate reaction intermediates.

Synthesis of pyridines and pyrido[2,3-d]pyrimidines by the Lewis acid catalysed Bohlmann-Rahtz heteroannulation reaction

Lewis acids catalyse the Bohlmann-Rahtz heteroannulation reaction to generate highly functionalised pyridines from enamino esters and alkynones in a single synthetic step. Of the catalysts studied, ytterbium(III) trifluoromethanesulfonate and zinc(II) bromide are the two most efficient for the synthesis of pyridines and pyrido[2,3-d]pyrimidines, from ethyl β-aminocrotonate or 2,6-di-aminopyrimidin-4-one respectively, in up to 94% yield.