33458-26-3

Basic information

• Product Name: ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE
• Synonyms: 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER;ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINECARBOXYLATE;ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE;AURORA KA-3499;BUTTPARK 61\40-96;Pyrimidine-5-carboxilyc acid, 1,2,3,4-tetrahydro-6-methyl-4-phenyl-2-t hione-, ethyl ester;6-Methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate;5-pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-6-methyl-4
• CAS NO: 33458-26-3
• Molecular Formula: C₁₄H₁₆N₂O₂S
• Molecular Weight: 276.35
• Mol File: 33458-26-3.mol
• Article Data: 118

Chemical Properties

• Melting Point: 180
• Boiling Point: 390.546 °C at 760 mmHg
• Flash Point: 189.996 °C
• Appearance: /
• Density: 1.256 g/cm³
• Vapor Pressure: 2.63E-06mmHg at 25°C
• Refractive Index: 1.621
• PKA: 11.33±0.70(Predicted)
• CAS DataBase Reference: ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE(33458-26-3)
• EPA Substance Registry System: ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE(33458-26-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 33458-26-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE is used as an organic synthesis intermediate for the creation of a wide range of chemical compounds. Its unique structure allows for various functional group transformations and reactions, making it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE is used as a pharmaceutical intermediate in the development of new drugs. Its structural features make it a promising candidate for the design of novel therapeutic agents, particularly in the areas of medicinal chemistry and drug discovery.
Used in Laboratory Research and Development:
In the laboratory setting, ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE is employed as a key compound in the research and development process. It is utilized in the synthesis of new molecules and the investigation of their potential applications in various fields, including pharmaceuticals, materials science, and chemical engineering.
Used in Chemical and Pharmaceutical Production Process:
ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE plays a significant role in the chemical and pharmaceutical production process as a middle compound. It is involved in the synthesis of various active pharmaceutical ingredients (APIs) and other valuable chemical products, contributing to the advancement of the industry and the development of innovative solutions for various applications.

Synthesis

In a 10-mL round-bottom flask equipped with a condenser, a mixture of the aromatic aldehyde (1 mmol), ethyl acetoacetate (1 mmol), urea or thiourea (1.5 mmol) and [Dsbim]Cl (0.0376 g, 10 mol%) was stirred at 80 °C, and the resulting mixture was kept under continuous stirring for lengths of time as specified in Table 3, with the progress of the reaction was followed by TLC. After completion of the reaction, the mixture was cooled to room temperature, and 3 mL of water was added. The ionic liquid was dissolved in water and filtered for separation of the crude product. The separated product was washed twice with water (2 9 3 mL). For recycling the catalysts, after the solid products were thoroughly washed with water, the water containing the ionic liquid (IL is soluble in water) was evaporated under reduced pressure, and the ionic liquid was recovered and reused. The solid product was purified by a recrystallization procedure in ethanol. All of the desired product(s) were characterized by comparison of their physical data with those of known compounds. Entry: 13 Product: 4m; Yield: 90% Mp: 208-210°C; Lit. Mp: 205-206 [23]°C

InChI:InChI=1/C14H16N2O2S/c1-3-18-13(17)11-9(2)15-14(19)16-12(11)10-7-5-4-6-8-10/h4-8,12H,3H2,1-2H3,(H2,15,16,19)

Upstream product

• 31771-33-2 2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine 
• 141-97-9 ethyl acetoacetate 
• 17356-08-0 thiourea 
• 37622-16-5 thiouronium hydrogensulfate 
• 100-52-7 benzaldehyde 
• 581-55-5 benzylidene 1,1-diacetate 
• 100-51-6 benzyl alcohol 
• 113697-40-8 7-methyl-3-oxo-5-phenyl-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidine-6-carboxylic acid ethyl ester 
• 1147550-11-5 ammonium thiocyanate 
• 4756-05-2 thioacetone 
• 40734-80-3 N-[(phenyl)(tosyl)methyl]thiourea 
• 123044-13-3 ethyl 2-amino-4-methyl-6-phenyl-6H-1,3-thiazine-5-carboxylate 
• 15802-62-7 (Z)-ethyl 2-benzylidenacetoacetate 
• 199917-20-9 4-hydroxy-4-methyl-6-phenyl-5-ethoxycarbonylhexahydropyrimidine-2-thione 

Downstream Products

• 123044-02-0 7-methyl-5-phenyl-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidine-6-carboxylic acid ethyl ester 
• 313966-42-6 ethyl 5-phenyl-7-methyl-2-(thienyl)methylene-3-oxo-2,3-dihydro-5H-thiazolo[a-2,3]pyrimidine-6-carboxylate 
• 74840-45-2 ethyl 6-methyl-2-methylthio-4-phenyl-3,4,5,6-tetrahydropyrimidine-5-carboxylate 
• 123043-91-4 1,6-dimethyl-2-methylthio-4-phenyl-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester 
• 74840-45-2 6-methyl-2-methylthio-4-phenyl-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester 
• 123044-04-2 2,7-dimethyl-3-oxo-5-phenyl-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidine-6-carboxylic acid ethyl ester 

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