63351-22-4

Usage

Uses

Used in Pharmaceutical Research:
(6Z)-5-[(4-chlorophenyl)hydrazono]-6-imino-1,3-dimethyldihydropyrimidine-2,4(1H,3H)-dione is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential applications in treating various medical conditions.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (6Z)-5-[(4-chlorophenyl)hydrazono]-6-imino-1,3-dimethyldihydropyrimidine-2,4(1H,3H)-dione is used as a starting material for the design and synthesis of novel therapeutic agents. Its potential antibacterial, antifungal, or antiviral properties make it an attractive candidate for the development of new drugs to combat infectious diseases.
Used in Organic Synthesis:
(6Z)-5-[(4-chlorophenyl)hydrazono]-6-imino-1,3-dimethyldihydropyrimidine-2,4(1H,3H)-dione serves as a valuable building block in organic synthesis, enabling the creation of a wide range of chemical compounds with diverse applications. Its reactivity and functional groups make it a versatile component in the synthesis of complex organic molecules.

Upstream product

• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 76789-35-0 2-(4-Chloro-phenyl)-5,7-dimethyl-2H,5H-pyrimido[4,5-e][1,2,4]triazine-3,6,8-trione 
• 80999-68-4 (Z)-3-[5-(4-Chloro-phenylazo)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylamino]-acrylic acid ethyl ester 
• 30201-40-2 1,3-dimethyl-5-(p-chlorophenylazo)barbituric acid 
• 4315-73-5 2-(4-chloro-phenyl)-3,5-dioxo-2,3,4,5-tetrahydro-[1,2,4]triazine-6-carboxylic acid 
• 4315-68-8 2-(4-chlorophenyl)-1,2,4-triazine-3,5(2H,4H)-dione 
• 80999-74-2 8-[(4-Chloro-phenylamino)-methyl]-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 
• 76789-42-9 2-(4-Chloro-phenyl)-4-methyl-2H-[1,2,4]triazine-3,5-dione 

Relevant academic research and scientific papers

Synthesis, structure and study of azo-hydrazone tautomeric equilibrium of 1,3-dimethyl-5-(arylazo)-6-amino-uracil derivatives

Azo dyes, 1,3-dimethyl-5-(arylazo)-6-aminouracil (aryl = -C6H5 (1), -p-CH3C6H4 (2), -p-ClC6H4 (3), -p-NO2C6H4 (4)) were prepared and characterized by UV-vis, FT-IR, 1H NMR, 13C NMR spectroscopic techniques and single crystal X-ray crystallographic analysis. In the light of spectroscopic analysis it evidences that of the tautomeric forms, the azo-enamine-keto (A) form is the predominant form in the solid state whereas in different solvents it is the hydrazone-imine-keto (B) form. The study also reveals that the hydrazone-imine-keto (B) form exists in an equilibrium mixture with its anionic form in various organic solvents. The solvatochromic and photophysical properties of the dyes in various solvents with different hydrogen bonding parameter were investigated. The dyes exhibit positive solvatochromic property on moving from polar protic to polar aprotic solvents. They are fluorescent active molecules and exhibit high intense fluorescent peak in some solvents like DMSO and DMF. It has been demonstrated that the anionic form of the hydrazone-imine form is responsible for the high intense fluorescent peak. In addition, the acid-base equilibrium in between neutral and anionic form of hydrazone-imine form in buffer solution of varying pH was investigated and evaluated the pKa values of the dyes by making the use of UV-vis spectroscopic methods. The determined acid dissociation constant (pKa) values increase according to the sequence of 2 > 1 > 3 > 4.

Synthesis, characterization and application of new azo dyes derived from uracil for polyester fibre dyeing

Some novel uracil derived azo compounds were synthesized by diazotization of substituted aromatic amines, amidine- and guanidine-like amines such as 2-aminopyridine and 2-aminopyrimidine, ortho-hydroxy aniline and ortho-hydroxy naphthyl amines and coupling reaction with 6-amino-1,3-dimethyluracil. Structures of the dyes were fully characterized by spectroscopic techniques (UV, 1H NMR, 13C NMR, CHN and IR). The dyes were applied to polyester, affording orange-yellow shades and the wash fastness of the dyeings was excellent.