78009-13-9

Basic information

• Product Name: Pyrimidine, 2-phenyl-, 1-oxide
• CAS NO: 78009-13-9
• Molecular Formula: C10H8N2O
• Molecular Weight: 172.186
• Mol File: 78009-13-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Pyrimidine, 2-phenyl-, 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrimidine, 2-phenyl-, 1-oxide(78009-13-9)
• EPA Substance Registry System: Pyrimidine, 2-phenyl-, 1-oxide(78009-13-9)

Safety Data

• Hazardous Substances Data: 78009-13-9(Hazardous Substances Data)

Upstream product

• 7431-45-0 2-phenylpyrimidine 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 98-80-6 phenylboronic acid 

Downstream Products

• 127958-19-4 4-(methoxymethyl)-2-phenylpyrimidine 

Relevant articles and documents

2-Position-Selective Trifluoromethylthiolation of Six-Membered Heteroaromatic Compounds

The regioselective C-H trifluoromethylthiolation of six-membered heteroaromatic compounds via nucleophilic attack of a CF3S source on the electrophilically activated six-membered heteroaromatic ring was developed. The reaction proceeds in good yield with good functional group tolerance, even on a gram-scale. The key to the successful regioselective transformation is the presence of an additive (2,4-dinitrobenzenesulfonyl chloride). The regioselective trifluoromethylthiolation of quinidine derivative is also demonstrated. Trifluoromethylthiolation, followed by S-oxidation, affords the corresponding sulfones.

An approach to pyrimidine N-oxides: Carboxamide oximes as precursors

A method for the synthesis of pyrimidines N-oxides is described. Various carboxamide oximes were treated with the appropriate 1,3-dicarbonyl compounds or their equivalents in the presence of trifluoroacetic acid as a catalyst to give the corresponding pyr

OXIDATION OF 2,4-DISUBSTITUTED PYRIMIDINES WITH ORGANIC PERACIDS

While 4,6-disubstituted (alkyl, aryl, alkoxyl) pyrimidines easily afforded the corresponding mono-N-oxides with hydrogen peroxide in glacial acetic acid, pyrimidine derivatives whose 6-position is free, are partly oxidatively degradated during N-oxidation reaction.The oxidation of the latter compounds under the above conditions gave 2,4-disubstituted imidazoles together with their mono-N-oxides.A likely mechanism of this ring-contraction and the improved conditions for the synthesis of the N-oxides are also described.