185846-28-0

Basic information

• Product Name: 2-[(1-Methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-methylene]-malonaldehyde
• Synonyms: 2-[(1-Methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-methylene]-malonaldehyde
• CAS NO: 185846-28-0
• Molecular Weight: 207.189
• Mol File: 185846-28-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[(1-Methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-methylene]-malonaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(1-Methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-methylene]-malonaldehyde(185846-28-0)
• EPA Substance Registry System: 2-[(1-Methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-methylene]-malonaldehyde(185846-28-0)

Safety Data

• Hazardous Substances Data: 185846-28-0(Hazardous Substances Data)

Upstream product

• 1122-47-0 1-MeCyt 
• 18655-47-5 triformylmethane 

Relevant articles and documents

Condensation of triformylmethane with heteroaromatic amines, including nucleic acid bases. A novel example of ring-chain tautomerism

Treatment of several heteroaromatic amines, including the nucleic acid bases cytosine and adenine, with triformylmethane in pyridine at 70°C afforded 1:1 condensation products (2-11) that were characterized by 1H and 13C NMR spectroscopy. All the compounds were assigned as N-substituted aminomethylenemalonaldehydes, strongly preferring the amino/keto form over the imino/enol tautomer. With cytosine and 1-methylcytosine, unequivocal evidence for ring-chain tautomerism was additionally obtained: intramolecular nucleophilic attack of cytosine N3 to one of the carbonyl carbons results in reversible cyclization to a 4-hydroxy-4H-pyrimido[1,6-a]pyrimidin-6(7H)-one derivative (9b, 10b). In dry methanol the corresponding O-methyl ether (12) was obtained. Acta Chemica Scandinavica 1996.