21544-73-0

Basic information

• Product Name: 5,5-dichloro-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
• CAS NO: 21544-73-0
• Molecular Formula: C₆H₆Cl₂N₂O₃
• Molecular Weight: 225.0294
• Mol File: 21544-73-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 265.4°C at 760 mmHg
• Flash Point: 114.3°C
• Density: 1.63g/cm³
• Vapor Pressure: 0.00916mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: 5,5-dichloro-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dichloro-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione(21544-73-0)
• EPA Substance Registry System: 5,5-dichloro-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione(21544-73-0)

Safety Data

• Hazardous Substances Data: 21544-73-0(Hazardous Substances Data)

Upstream product

• 5417-13-0 1,3-dimethylvioluric acid 
• 58378-09-9 1,3,1',3'-tetramethylhydurilic acid 
• 769-42-6 1,3-dimethylbarbituric acid 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 10026-13-8 phosphorus pentachloride 
• 2835-45-2 amalic acid 
• 7732-18-5 water 
• 7782-50-5 chlorine 
• 30066-93-4 5-amino-1,3-dimethyl-pyrimidine-2,4,6-(1H,3H,5H)-trione 
• 74808-90-5 5-diazo-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione 
• 30537-82-7 betaine of 1,3-dimethyl-5-phenyliodoniobarbituric acid 

Downstream Products

• 2757-85-9 1,3-dimethylalloxan 
• 21991-30-0 5,5-dibenzyl-1,3-dimethyl-2,3,4(1H,3H,5H)pyrimidinetrione 
• 15018-52-7 5-benzyl-1,3-dimethyl-pyrimidine-2,4,6-trione 
• 14305-99-8 1,3-dimethyl-5-nitro-pyrimidin-2,4,6(1H,3H,5H)-trione 
• 5417-13-0 1,3-dimethylvioluric acid 
• 769-42-6 1,3-dimethylbarbituric acid 

Relevant articles and documents

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Nucleophilic substitution approach towards 1,3-dimethylbarbituric acid derivatives - New synthetic routes and crystal structures

We describe simple, convenient and high-yielding nucleophilic substitution reactions to synthesize new derivatives of 1,3-dimethylbarbituric acid (1a). Based on its active C5 position, condensing 1a with sulfuryl chloride gives the corresponding 5,5-dichloro-1,3-dimethylbarbituric acid (13). The latter was reacted with silver nitrite and potassium cyanide to afford 5-chloro-5-nitro-1, 3-dimethylbarbituric acid (14) and 5-cyano-1,3-dimethylbarbiturate (17), respectively. Furthermore, by employing the nucleophilic character of 2,3-dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene (8) the obtained compounds 13 and 14 have been converted to 2-chloro-1,3-diisopropyl-4,5- dimethyl-1H-imidazol-3-ium-1,3-dimethyl-5-nitro-1,3-dimethylbarbiturate (18) and 1,3-dimethylbarbituric acid trimer (21), respectively. X-ray structures for compounds 13, 14, 17, 18 and 21 were determined.

N-Chloro-N-methoxybenzenesulfonamide: A Chlorinating Reagent

A structurally simple and reactive chlorinating reagent, N-chloro-N-methoxybenzenesulfonamide, was conveniently and economically prepared in high yield. 1,3-Diketones, β-keto esters, benzoyl trifluoroacetones, phenols, anisoles, heteroarenes, and aromatic amines were successfully chlorinated, and the products were obtained in good to high yields.

CFBSA: a novel and practical chlorinating reagent

A structurally simple, highly reactive chlorinating reagent, N-chloro-N-fluorobenzenesulfonylamine (CFBSA), was conveniently prepared from inexpensive Chloramine B in high yield. A wide range of substrates were chlorinated with it to obtain products in good to high yields and appropriate selectivity.