135067-69-5

Basic information

• Product Name: 1,3-dimethyl-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione
• Synonyms: 1,3-dimethyl-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione
• CAS NO: 135067-69-5
• Molecular Weight: 295.199
• Mol File: 135067-69-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1,3-dimethyl-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethyl-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione(135067-69-5)
• EPA Substance Registry System: 1,3-dimethyl-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione(135067-69-5)

Safety Data

• Hazardous Substances Data: 135067-69-5(Hazardous Substances Data)

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 874-14-6 1,3-dimethyluracil 
• 1666-13-3 diphenyl diselenide 

Downstream Products

• 154705-66-5 1,3-dimethyl-5-(phenylseleninyl)pyrimidine-2,4(1H,3H)-dione 
• 13509-52-9 1,3,6-trimethyluracil 

Relevant articles and documents

Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils

A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I2/K2S2O8 system has been developed. Under the optimal conditions, the C–S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility.

Method for preparing 5-sulfur/selenium-modified uracil derivative

The invention belongs to the field of organic chemistry and particularly relates to a method for efficiently preparing a 5-sulfur/selenium-modified uracil derivative. The method comprises the steps ofenabling a thiophenol compound shown as a formula I or

Copper-Catalyzed Regioselective Direct C–H Thiolation and Thiocyanation of Uracils

A novel copper-catalyzed direct C–H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts respectively as coupling partners are described. These reactions enable the C–H bond cleavage and C–S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives. These protocols exhibit several merits including simple experimental procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved.