172256-32-5

Basic information

• Product Name: 1-Benzyloxymethyl-6-chloro-5-ethyl-1H-pyrimidine-2,4-dione
• Synonyms: 1-Benzyloxymethyl-6-chloro-5-ethyl-1H-pyrimidine-2,4-dione
• CAS NO: 172256-32-5
• Molecular Weight: 294.738
• Mol File: 172256-32-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Benzyloxymethyl-6-chloro-5-ethyl-1H-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyloxymethyl-6-chloro-5-ethyl-1H-pyrimidine-2,4-dione(172256-32-5)
• EPA Substance Registry System: 1-Benzyloxymethyl-6-chloro-5-ethyl-1H-pyrimidine-2,4-dione(172256-32-5)

Safety Data

• Hazardous Substances Data: 172256-32-5(Hazardous Substances Data)

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 20295-24-3 5-ethyl-6-chloro-2,4-pyrimidinedione 
• 2518-72-1 5-ethyl barbituric acid 

Downstream Products

• 172256-05-2 1-[(benzyloxy)methyl]-6-[(3,5-dimethylphenyl)selenenyl]-5-ethyluracil 
• 155831-53-1 1-<(benzyloxy)methyl>-5-ethyl-6-(phenylselenenyl)uracil 

Relevant articles and documents

A New Route to the Improved Synthesis of 1-(Alkoxymethyl)-5-alkyl- 6-(arylselenenyl)uracils

A new route to C-6-selenenyl analogs of compound 1a from 5-alkyl-6-chlorouracils 6a-b has been described. A mild and highly efficient synthesis of 1-(alkoxymethyl)-5-alkyl-6-(arylselenenyl)uracils 8a-e has been accomplished from 6a-b in good yields using a two step procedure. Silylation of 5-alkyl-6-chlorouracils 6a-b using N,O-bis(trimethylsilyl)acetamide followed by regioselective alkylation of the silylated intermediate with ethyl or benzyl chloromethyl ether in dichloromethane afforded the desired 1-(alkoxymethyl)-5-alkyl-6-chlorouracils 7a-d in 88-94% yields. Compounds 7a-d readily underwent addition-elimination reaction with an appropriate arylselenol in the presence of ethanolic sodium hyroxide to produce the corresponding 1-(alkoxymethyl)-5-alkyl-6-(arylselenenyl)uracils 8a-e in excellent yields (94-99%).