1193-56-2

Usage

Uses

Used in Pharmaceutical Industry:
5-chloro-6-hydroxy-1H-pyrimidin-4-one is used as an intermediate in the synthesis of various pharmaceuticals for its potential anti-tumor, anti-viral, and anti-inflammatory properties. Its unique structural and pharmacological properties make it a promising candidate for the development of new drugs.
Used in Agrochemical Industry:
5-chloro-6-hydroxy-1H-pyrimidin-4-one is used as a building block in the synthesis of agrochemicals, contributing to the development of effective and safe pesticides and other agricultural products.
Used in Dye Industry:
5-chloro-6-hydroxy-1H-pyrimidin-4-one is utilized in the production of dyes due to its chemical properties, offering a wide range of color options and applications in various industries, such as textiles, plastics, and printing inks.

InChI:InChI=1/C4H3ClN2O2/c5-2-3(8)6-1-7-4(2)9/h1H,(H2,6,7,8,9)

Upstream product

• 14064-10-9 diethyl 2-chloromalonate 
• 6313-33-3 formamidine hydrochloride 

Downstream Products

• 1780-27-4 4,5,6-trichloropyrimidine 

Relevant academic research and scientific papers

Synthesis method of 4,5,6-trichloropyrimidine

The invention particularly relates to a synthesis method of 4,5,6-trichloropyrimidine. The method comprises the following steps: 1, dissolving diethyl malonate in dichloromethane, adding chlorosuccinimide at room temperature, and reacting to obtain an intermediate diethyl 2-chloromalonate; 2, dissolving sodium methoxide in methanol, cooling to room temperature, adding formamidine hydrochloride, stirring at room temperature after addition, adding the diethyl 2-chloromalonate in a dropwise manner, heating, carrying out a reflux reaction for 2-3 hours after addition, and purifying to obtain an intermediate 5-chloro-4,6-dihydroxypyrimidine; and 3, mixing the intermediate 5-chloro-4,6-dihydroxypyrimidine, phosphorus oxychloride and an organic alkali according to a weight ratio of 1:(5-10):(0.3-2), carrying out a chlorination reaction at 25-100 DEG C for 2-5 hours, cooling the mixture, carrying out reduced pressure concentration to remove redundant phosphorus oxychloride, adding water, quenching, extracting with an organic solvent, drying, and concentrating to obtain the product 4,5,6-trichloropyrimidine.

Ylides of Heterocycles. VII. . I-, N-, P- and S-Ylides of Pyrimidones

The reaction of pyrimidone derivatives 1a-d with iodosobenzene prepared in situ from diacetoxyiodobenzene or dichloroiodobenzene afforded the iodonium-ylides 2a-d in good yields.Their thermal rearrangement produced 5-iodo-4-phenoxy-pyrimidin-6(1H)-ones 3a-c.Reductive deiodination of 3 gave the corresponding 4-phenoxypyrimidin-6(1H)-ones 4a-c.Acid catalized treatment of the iodonium-ylides 2a-d with nucleophiles such as pyridine, nicotinamide, isoquinoline, or triphenylphosphine produced the corresponding N- or P-ylides 7, 8, 9, and 10, respectively.The thiophanium-ylides 11a,c were obtained from the iodonium-ylides 2 without the use of a catalyst.The pyridinium-ylides 7 have also been prepared from the 5-halopyrimidones 5 or 6 which in turn could be obtained from the reactive iodonium-ylides 2 with hydrochloric or hydrobromic acid, respectively.