7358-61-4

Basic information

• Product Name: 1,3,5-trimethylbarbituric acid
• Synonyms: 1,3,5-trimethylbarbituric acid
• CAS NO: 7358-61-4
• Molecular Formula: C₇H₁₀N₂O₃
• Molecular Weight: 170.1659
• EINECS: 230-892-9
• Mol File: 7358-61-4.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 235.8°C at 760 mmHg
• Flash Point: 94.7°C
• Appearance: /
• Density: 1.232g/cm³
• Vapor Pressure: 0.0492mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: 1,3,5-trimethylbarbituric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-trimethylbarbituric acid(7358-61-4)
• EPA Substance Registry System: 1,3,5-trimethylbarbituric acid(7358-61-4)

Safety Data

• Hazardous Substances Data: 7358-61-4(Hazardous Substances Data)

Usage

General Description

1,3,5-trimethylbarbituric acid is a chemical compound with the molecular formula C9H12N2O3. It is a derivative of barbituric acid, and is often used in the synthesis of pharmaceuticals and other organic compounds. 1,3,5-trimethylbarbituric acid is a white crystalline solid that is soluble in water, and it is commonly used as a reagent in organic chemistry reactions. It is also known for its sedative and hypnotic effects, and has been used in the formulation of some medications. Additionally, 1,3,5-trimethylbarbituric acid has been studied for its potential as a treatment for cancer and other diseases, making it an important compound in the field of medicinal chemistry.

InChI:InChI=1/C7H10N2O3/c1-4-5(10)8(2)7(12)9(3)6(4)11/h4H,1-3H3

Upstream product

• 94557-08-1 6-amino-1,3,5-trimethyluracil 
• 96-31-1 N,N'-Dimethylurea 
• 609-08-5 Diethyl methylmalonate 
• 769-42-6 1,3-dimethylbarbituric acid 
• 82-54-2 4-methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-ol 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 42604-63-7 1,3-dimethyl-2,4,6-trioxohexahydropyrimidine-5-carbaldehyde 
• 464171-44-6 5-(4-methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-1,3-dimethylbarbituric acid 
• 400782-61-8 4-methoxy-6-methyl-5-nitromethyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline 
• 50-00-0 formaldehyd 
• 75-50-3 trimethylamine 
• 103-83-3 N,N'-dimethylbenzylamine 
• 77-78-1 dimethyl sulfate 

Relevant articles and documents

Stereoselective intramolecular coupling of barbituric acids with aliphatic ketones and O-methyl oximes by electroreduction: Radical cyclization mechanism supported by DFT study

The electroreductive intramolecular coupling of barbituric acids with aliphatic ketones gave five- and six-membered cyclized products stereospecifically. When the same reactions were carried out with SmI2, only a five-membered cyclized product was formed as the single stereoisomer different from that obtained by the electroreduction. The cyclized products were stereospecifically transformed to the corresponding deoxygenated compounds by reduction with Et3SiH-BF3·Et2O. Similarly, the electroreductive intramolecular coupling of barbituric acids with O-methyl oximes gave five- and six-membered cyclized products. The DFT calculations suggested that the electroreductive intramolecular coupling proceeds through the protonated radical generated by one-electron transfer and subsequent protonation to the barbituric acid moiety.

Method for synthesizing 5-substituted barbituric acid derivative under catalysis of rare earth chloride

The invention belongs to the technical field of synthetic chemistry, and particularly relates to a method for synthesizing a 5-substituted barbituric acid derivative under the catalysis of a rare earth chloride. The preparation method comprises: dissolving a halogenated hydrocarbon and 1,3-dimethyl barbituric acid in an organic solvent, carrying out a reaction for 6-10 h at a room temperature by using a rare earth chloride as a catalyst, and separating and purifying to obtain the 5-substituted barbituric acid derivative. According to the invention, the method has characteristics of simple andenvironmentally-friendly synthesis process, excellent selectivity, high yield and wide substrate range, and further has wide application value in the fields of biology, pharmaceutical chemistry industry and the like.

Mono C-alkylation and mono C-benzylation of barbituric acids through zinc/acid reduction of acyl, benzylidene, and alkylidene barbiturate intermediates

Through systematic exploration of reaction conditions, very efficient preparative procedures for obtaining large quantities of substituted 5-alkyl and 5-benzylbarbituric acids were developed. The procedure involves a two step preparation in which the second step is zinc dust/acid reduction. For preparation of 5-alkylbarbiturates, the first step is the preparation of either 5-acyl or 5-alkylidenebarbiturate. If 5-benzylbarbiturate is the target product, then the first step includes the preparation of 5-benzylidene. Regardless of the nature of the first step, all reactions presented synthetic yields around 90% and isolation and purification involves only crystallization.