319455-38-4

Basic information

• Product Name: 3-benzoyl-5-hex-1-ynyl-6-iodo-1-methyl-1H-pyrimidine-2,4-dione
• CAS NO: 319455-38-4
• Molecular Weight: 436.249
• Mol File: 319455-38-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-benzoyl-5-hex-1-ynyl-6-iodo-1-methyl-1H-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzoyl-5-hex-1-ynyl-6-iodo-1-methyl-1H-pyrimidine-2,4-dione(319455-38-4)
• EPA Substance Registry System: 3-benzoyl-5-hex-1-ynyl-6-iodo-1-methyl-1H-pyrimidine-2,4-dione(319455-38-4)

Safety Data

• Hazardous Substances Data: 319455-38-4(Hazardous Substances Data)

Upstream product

• 693-02-7 hex-1-yne 
• 77875-79-7 5-hexynyl-1-methyluracil 
• 45774-47-8 5-iodo-1-methyluracil 
• 98-88-4 benzoyl chloride 
• 319455-36-2 5-hex-1-ynyl-6-iodo-1-methyl-1H-pyrimidine-2,4-dione 

Downstream Products

• 319455-40-8 3-benzoyl-5,6-di-hex-1-ynyl-1-methyl-1H-pyrimidine-2,4-dione 

Relevant articles and documents

Synthesis of 5,6-bis(alkyn-1-yl)pyrimidines and related nucleosides

Sonogashira coupling of 5-iodo-1-methyluracil or 5'-O-TBDMS-5-iodo-2',3'-O-isopropylideneuridine with alkynes gave 5-(alkyn-1-yl) derivatives that underwent 6-lithiation/iodination to give 5-(alkyn-1-yl)-6-iodo-(1-methyluracil or uridine) intermediates (57-80%). Coupling of the 5-(alkyn-1-yl)-6-iodo intermediates gave 5,6-bis(alkyn-1-yl)pyrimidines and protected nucleosides (51-79%). Two of the 5,6-bis(ethynyl)-1,3-dimethyluracil derivatives underwent Bergman cycloaromatization at 130°C with half-lives of 2-8 h. (C) 2000 Published by Elsevier Science Ltd.