85730-40-1

Usage

Uses

Used in Pharmaceutical Industry:
2,4(1H,3H)-PyriMidinedione, 5-chloro-6-(trifluoroMethyl)is used as a key intermediate in the synthesis of pharmaceutical drugs. Its unique structure and properties make it a valuable component in the development of new medications, contributing to the advancement of healthcare and treatment options.
Used in Agricultural Industry:
In the agricultural sector, 2,4(1H,3H)-PyriMidinedione, 5-chloro-6-(trifluoroMethyl)is employed as a precursor in the production of herbicides. Its incorporation into these formulations helps control and eliminate unwanted plant growth, ensuring the productivity and sustainability of crops.
Safety Precautions:
Given its potential toxicity, 2,4(1H,3H)-PyriMidinedione, 5-chloro-6-(trifluoroMethyl)should be handled with care in laboratory settings. Proper safety measures, including the use of personal protective equipment and adherence to established protocols, are essential to minimize risks and ensure the well-being of researchers and the environment.

InChI:InChI=1/C5H2ClF3N2O2/c6-1-2(5(7,8)9)10-4(13)11-3(1)12/h(H2,10,11,12,13)

Upstream product

• 672-45-7 6-Trifluoromethyluracil 
• 16097-62-4 4-hydroxy-2-(methylthio)-6-(trifluoromethyl)pyrimidine 
• 368-54-7 6-trifluoromethyl-4-hydroxy-2-mercaptopyrimidine 
• 93669-60-4 5-Chloro-2-methoxy-4-N-methylanilino-6-trifluoromethylpyrimidine 

Downstream Products

• 93669-55-7 5-Chloro-2,4-bis(N-methylanilino)-6-trifluoromethylpyrimidine 
• 93669-60-4 5-Chloro-2-methoxy-4-N-methylanilino-6-trifluoromethylpyrimidine 
• 93669-59-1 2,5-Dichloro-4-N-methylanilino-6-trifluoromethylpyrimidine 
• 93669-63-7 4-N-Methylanilino-6-trifluoromethylpyrimidin-2-ol 
• 93669-53-5 4,5-Dichloro-2-N-methylanilino-6-trifluoromethylpyrimidine 
• 84737-23-5 2,4,5-Trichloro-6-trifluoromethylpyrimidine 

Relevant academic research and scientific papers

Pyrimidines. 7. A Study of the Chlorination of Pyrimidines with Phosphorus Oxychloride in the Presence of N,N-Dimethylaniline

The chlorination of 6-trifluoromethyluracils by phosphorus oxychloride in the presence of N,N-dimethylaniline was studied and compared with results obtained with 6-methyluracils. 6-Trifluoromethyluracils and its 5-chloro analog afforded moderate yields of the di- and trichloropyrimidines, accompanied by good yields of the 2-N-methylanilino by-products, after a 3-hour reaction time.After 24 hours, the 2-N-methylanilinopyrimidines were the primary or sole products.A small yield of 2,4-bis(N-methylanilino)-6-trifluoromethylpyrimidine was also obtained.The 6-methyluracils afforded high yields of the di- and trichloropyrimidines, after 3 and 24 hours, along with minor amounts of the 2-N-methylanilino by-products.After 48 hours, the proportion of 2,4-dichloro-6-methylpyrimidine decreased, and the 2-N-methylanilino product increased. 2-Chloro-4-methylanilino-6-methylpyrimidine and bis(2-N-methylanilino)-6-methylpyrimidine were also formed in small amounts.The chlorination products from 5-chloro-6-methyluracil remained constant over 188 hours of reaction time. It appears that the Π electron distribution around the ring, as influenced by the substituents, controls the course of the chlorination and by-product formation.Since the amination by a tertiary amine is a type of Hoffmann reaction, the presence of the chlorine in 5 position of the ring adds steric hindrance and thus enhances the regiospecificity of the formation of by-products.