17789-33-2

Upstream product

• 54660-80-9 6-amino-1,3-dimethyl-5-formyluracil 
• 109-77-3 malononitrile 
• 36980-91-3 1,3-dimethyl-5-cyanouracil 
• 50-00-0 formaldehyd 
• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 122-51-0 orthoformic acid triethyl ester 
• 181465-38-3 6-amino-1,3-dimethyl-5-thioformyluracil 
• 94839-46-0 5-dimethylaminomethylene-6-imino-1,3-dimethyluracil hydrochloride 
• 94839-46-0 5-[(dimethylamino)methylene]dihydro-6-imino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione monohydrochloride 

Relevant academic research and scientific papers

A Novel Microwave-assisted One-pot Synthesis of Pyrano[2,3-d]pyrimidines and Pyrido[2,3-d]pyrimidines via a Three Component Reaction in Solvent-Free Condition

Three-component cyclocondensation of barbituric acids 1, triethylorthoformate 2 and alkyl nitriles 3 in presence of acetic anhydride proceeds under microwave-assisted conditions to give pyrano[2,3-d]pyrimidines 4 in excellent yields. 6-Aminouracils 5 or 6-hydroxy-aminouracils 7 react with 2 and 3 under identical conditions to yield pyrido[2,3-d]pyrimidines 6 or pyrido[2,3-d]pyrimidine oxides 8 in high yields.

Synthesis and pharmacology of pyrido[2,3-d]pyrimidinediones bearing polar substituents as adenosine receptor antagonists

Amino-substituted pyrido[2,3-d]pyrimidinediones have previously been found to bind to adenosine A1 and A2A receptors in micromolar concentrations. The present study was aimed at studying the structure-activity relationships of this c

A one-pot synthesis of pyrido[2,3-d]- and quinolino[2,3-d]pyrimidines

The in situ formed methylene derivatives of 1,3-dicarbonyl compounds; ethyl cyanoacetate; malononitrile and ketones; react with 6-amino-1,3-dimethyluracil as activated alkenyl derivatives, affording Michael adducts. The adduts simultaneously undergo cyclization to furnish pyrido[2,3-d]- or quinolino[2,3-d]pyrimidine derivatives in high yield.

Reactivities of 6-amino-1,3-dimethyl-5-thioformyluracil toward nucleophiles and its application to synthesis of pyrido[2,3-d]pyrimidines

The reaction of the 5-thioformyluracil 1 with phenylhydrazine and various amines readily afforded the hydrazone 3a and Schiff bases 3b-d, respectively. Further, carbanions and Wittig reagents reacted with 1 to give pyrido[2,3-d]pyrimidines 4 and 9. The co

Synthesis and Reactions of 6-Amino-1,3-dimethyluracil-5-carboxaldehyde

A convenient synthesis of the title compound (1) is described. 1 is demonstrated to undergo typical reactions with active methylene compounds to afford pyridopyrimidines (4).

Pyrimidines. LII. Synthesis of Pyridopyrimidine-2,4-diones and Pyridodipyrimidine-2,4,6,8-tetrones

Reactivities of 5-dimethylaminomethylene-6-imino-1,3-dimethyluracil hydrochloride (1) toward a variety of active methylene compounds 2 and 5 were investigated.Treatment of 1 with active methylene compounds such as malononitrile and ethyl cyanoacetate in the presence of triethylamine gave pyridopyrimidine-2,4-dione derivatives 3.Reaction of 1 with barbituric acids resulted in the formation of pyridodipyrimidine-2,4,6,8-tetrone derivatives 6.

SYNTHESIS OF PYRIDOPYRIMIDINES ON THE BASIS OF 5-FORMYL-6-AMINOURACILS

2,4-Dioxo-1,2,3,4-tetrahydropyridopyrimidines, the structures of which were proved by the PMR and the IR spectra, are formed in the condensation of mono- and di-N-alkyl-5-formyl-6-aminouracils with cyanoacetic acid and its esters, acetoacetic ester

Pyrimidines. 20. Novel Reactions of 5-Cyano-1,3-dimethyluracil. A Simple Synthesis of Pyridopyrimidines

A reaction of 5-cyano-1,3-dimethyluracil (1, R = CN) with acetone in base afforded 1,3,7-trimethylpyridopyrimidine-2,4(1H,3H)-dione (9a) in a moderate yield.From a reaction mixture of 1 (R = CN) with butanone, 1,3,6,7-tetramethyl- and 7-ethyl-1,3-dimethylpyridopyrimidine-2,4(1H,3H)-dione (9b and 9c, respectively) were isolated in low yields.When ethyl cyanoacetate or malononitrile was used in place of the ketone in the above reaction, 7-amino-6-ethoxycarbonyl- and 7-amino-6-cyano-1,3-dimethylpyridopyrimidine-2,4(1H,3H)-dione (14a and 14b, respectively) were obtained in quantitative yields.A plausible mechanism for the formation of bicyclic compounds is discussed.