6554-69-4

Usage

Uses

Used in Pharmaceutical Industry:
2,4,5-Trichloro-6-methylpyrimidine is used as an intermediate in the synthesis of various pharmaceuticals. Its chemical properties make it a valuable component in the development of new drugs and medications.
Used in Pesticide Industry:
2,4,5-Trichloro-6-methylpyrimidine is also utilized as an intermediate in the production of pesticides. Its ability to act as a strong irritant and toxic substance contributes to its effectiveness in controlling pests and protecting crops.
Used in Organic Chemical Synthesis:
2,4,5-Trichloro-6-methylpyrimidine serves as a key intermediate in the synthesis of other organic chemicals. Its unique structure and reactivity make it a versatile building block for creating a wide range of chemical products.

InChI:InChI=1/C5H3Cl3N2/c1-2-3(6)4(7)10-5(8)9-2/h1H3

Upstream product

• 626-48-2 6-Methyluracil 
• 121-69-7 N,N-dimethyl-aniline 
• 16018-87-4 5-Chloro-6-methyluracil 
• 10026-13-8 phosphorus pentachloride 
• 10025-87-3 trichlorophosphate 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 

Downstream Products

• 93669-50-2 2,5-Dichloro-6-methyl-4-N-methylanilinopyrimidine 
• 93669-69-3 5-Chloro-6-methyl-2,4-bis(N-methylanilino)pyrimidine 
• 72630-78-5 2,4-difluoro-5-chloro-6-methyl pyrimidine 

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.