57270-07-2

Upstream product

• 77287-34-4 formamide 
• 93-55-0 1-phenyl-propan-1-one 
• 6313-33-3 formamidine hydrochloride 
• 67-68-5 dimethyl sulfoxide 
• 98-86-2 acetophenone 
• 133145-92-3 1-phenylpropan-1-one O-acetyl oxime 
• 149-73-5 trimethyl orthoformate 
• 2157-50-8 propiophenone oxime 

Downstream Products

• 114969-68-5 5-Methyl-4-phenyl-pyrimidine-2-carbonitrile 
• 114969-72-1 5-methyl-6-phenylpyrimidine-4-carbonitrile 
• 57270-08-3 5-methyl-4-phenyl-pyrimidine 1-oxide 

Relevant academic research and scientific papers

Catalyst free synthesis of mono- and disubstituted pyrimidines from O-acyl oximes

Transition-metal or iodine catalyzed transformations of O-acyl oximes to various N-heterocycles are well established. Herein, we report a catalyst free, oxime carboxylate based, three-component condensation method to access mono- and disubstituted pyrimidines. A broad range of substituted pyrimidines were prepared in moderate to excellent yields. Control experiments reveal that in situ generated formamidine is the key intermediate.

Dimethyl Sulfoxide Serves as a Dual Synthon: Construction of 5-Methyl Pyrimidine Derivatives via Four Component Oxidative Annulation

An efficient potassium persulfate mediated four component reaction for the construction of 5-methyl pyrimidine derivatives has been established from readily available methyl ketones, amidine hydrochlorides and dimethyl sulfoxide. This transformation featu

Oxidative Annulations Involving DMSO and Formamide: K2S2O8 Mediated Syntheses of Quinolines and Pyrimidines

An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by K2S2O8 involving anilines, aryl ketones, and DMSO as a methine (=CH-) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C-N and C-C bond formations, and cyclization. The application of this strategy to the activation of acetophenone-formamide conjugates toward the synthesis of 4-arylpyrimidines is also described.

Synthesis of pyrimidines from ketones using microwave irradiation

A simple, high yielding synthesis of pyrimidines from ketones in the presence of HMDS and formamide is described. Under microwave irradiation, heteroaromatic, aryl, aliphatic, and cyclic ketones cyclized to give pyrimidines in good yields.