17789-35-4

Upstream product

• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 90254-54-9 1,3-dimethyl-5-methylthio-7-phenylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 
• 19176-74-0 3,3-Bis(dimethylamino)-1-phenyl-prop-1-in 
• 182363-00-4 (Z)-3-[(2-Hydroxy-1,1-dimethyl-ethyl)-methyl-amino]-1-phenyl-propenone 
• 886-06-6 1-phenyl-3-piperidino-propan-1-one; hydrochloride 
• 6142-95-6 phenylpropargyl aldehyde diethyl acetal 
• 98-86-2 acetophenone 
• 17812-07-6 Benzoylacrylic acid 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 13636-88-9 3,3-bis(methylthio)-1-phenylprop-2-en-1-one 

Relevant academic research and scientific papers

Synthesis of pyrido[2,3-d]pyrimidines from 6-amino-1,3-dimethyluracil and aldehydes

6-Amino-1,3-dimethyluracil reacted with aliphatic aldehydes on heating in formic acid to give mixtures of 1,3,7,9-tetramethylpyrido[2,3-d: 6,5-d']dipyrimidine-2,4,6,8(1H,3H,7H,9H)-tetraone and the corresponding 5,6-dialkyl-1,3-dimethylpyrido[2,3-d]pyrimid

Efficient synthesis of uracil-derived hexa- and tetrahydropyrido[2,3-d] pyrimidines

A reaction of 6-amino-1,3-dimethyluracil with 3-(hetero)aroylacrylic acids and their methyl esters leads to hexahydropyrido[2,3-d]pyrimidine-5-carboxylic acids or the corresponding methyl esters in high to excellent yields. One-pot oxidation of the acid d

Efficient one-pot synthesis of substituted pyrido[2,3-d]pyrimidines from vinamidinium and chloropropeniminium salts

A novel and efficient one-pot preparation of 6-substituted pyrido-[2,3-d]pyrimidines by cyclocondensation of 6-amino-1,3-dimethyluracil with symmetrical vinamidinium salts under basic conditions has been developed. Regioselectivity was observed with an unsymmetrical chloropropeniminium salt. Copyright Taylor & Francis Group, LLC.

A convenient route for the synthesis of some new Bi-and triheterocondensed uracils

Some bifunctional heterocyclic systems having vicinal chlorocyano, chloroacetyl, and chloro-ethoxycarbonyl groups in their structures reacted with 6-amino-1,3-dimethyluracil to afford novel triheterocyclic systems having a pyrimidinedione moiety. Enaminones and a-cyanocinnamic acid derivatives in this reaction gave pyrido[2,3-d]pyrimidinediones. The antimicrobial activity of some new synthesized triheterocyclic systems was studied. 2010 Springer Science+Business Media, Inc.

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.

Carbon transfer reactions of functionalized oxazolidines and their open chain enamine tautomers to enamine nucleophiles. A facile synthesis of substituted pyridines and ring annulated derivatives

Oxazolidines substituted at C-2 with -CH2-EW(-CO-, etc.) and capable of existing as ring-chain (enamine) tautomers react with cyclic, acyclic and heterocyclic enamine derivatives in a 1:1 stoi-chiometric manner to provide a versatile synthesis of substituted pyridines and their ring annulated derivatives.

Orthoamides. L. Contribution to the chemistry of propiolaldehydaminales - Synthesis and transformations to push-pull-substituted buta-1,3-dienes, cyclobutanes, vinylogous amidinium salts and 1,2,3-triazoles

Tert-butylaminalester 5 reacts with terminal alkynes to give aminals of substituted propiolaldehydes 3c,d. The aminal 3a is accessible from N,N,N′,N′-tetramethylformamidinium chloride (7b) and sodium acetylide. The aminals 3b,c can also be prepared from bis(dimethylamino)acetonitrile 8 and terminal alkynes in the presence of sodium hydride. The nitrile 8 is also useful for the preparation of the bis-aminal of acetylenedialdehyde 6. The aminal 3e can be transaminated by heating with secondary amines to give the aminals 3f-i. The aminals 3a-i react with strong CH2-acidic compounds (pKa between 9 and 14) to give the 1-dialkylamino-1,3-butadienes 10. The isomeric 1-dialkylamino-butadienes 18 can be obtained from the condensation of the CH-acidic cinnamic acid derivatives 19 with dimethylformamidedimethylacetal. CH and NH-acidic compounds as cyanacetamide react with the aminals 3c,e exclusively with the acidic methylene group to produce the enamines 10h,t. The acylformamidine 21 can be obtained from 10t and tert-butylaminalester 5. The pyridone 22 is accessible from the condensation product 10h by thermal cyclization. The pyrido[2,3-d]pyrimidine 26 is formed in the reaction of the 6-amino-uracile 23 with the aminal 3a. In an unexpected reaction the 1,2-bis(cyano-dialkylaminomethylene)-cyclobutanes 28a-d result from the action of trimethylsilylcyanide on the aminals 3e-h. The corresponding reaction with trimethylsilylisothiocyanate affords the vinylogous amidinium thiocyanates 34a,b. In the reaction of trimethylsilylazide and the aminals 3 are produced the 4-(dialkylaminomethylene)-4H-1,2,3-triazoles 38. Johann Ambrosius Barth 1997.

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).

Reaction of 6-Aminouracils with Ketenethioacetals

Reaction of ketenethioacetals with 6-aminouracils (1a: R1=R2=Me, 1b: R1=Ph, R2=H) in the presence of potassium carbonate followed by cyclization unde