Category: 1193-24-4

Related Products of 1193-24-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1193-24-4, name is 4,6-Dihydroxypyrimidine. A new synthetic method of this compound is introduced below.

One-step process for preparing 4, 6 – dichloro pyrimidine synthesis process, the synthesis process comprises the following steps: (1) input to the tower in the reactor 1 parts by weight of 4, 6 – dihydroxy pyrimidine and 3 parts by weight of chloroform, opening the stirrer stirring, continue adding 0.5 parts by weight of pyridine catalyst, and then open the jacket steam make the tower the temperature in the reactor is increased to 50 C, from the tower bottom of the reactor 1 parts by weight of phosgene, phosgene first of all through the reactor internal gas distributor, the gas distributor is triangle shape is placed in the bottom of the tower type reactor, gas distributor there are a lot of small holes is uniform and compact, phosgene is too high and the tower type reactor internal, then react with the material; (2) after the reaction, the bottom of the tower type reactor by nitrogen catches up with was mad, mixing the gas via the gas outlet of the tower the top of the reactor, into the collecting tank, the upper part of the collecting tank is provided with a ammonia-water spray system, the bottom of the traps the pot installed with a fan, when the gas enters into the collecting tank, by the fan gas into the ammonia-water spray system, so as to avoid the leakage of phosgene and hydrogen chloride gas; then the tower in the reactor in product transfer to the rectifying tower, are respectively arranged successively rectification temperature is 55 – 70 C, 105 – 125 C and 170 – 180 C, respectively collecting the corresponding temperature of the fraction, can be recycled chloroform solvent and pyridine catalyst, to a temperature of 170 – 180 C fraction is washed by water after cooling, drying, to obtain the 4, 6 – dichloro pyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-24-4, its application will become more common.

Reference:
Patent; Anhui Guangxin Agrochemical Co., Ltd; Huang, Jinxiang; Guo, Xuejun; Wu, Jianping; Hu, Minghong; Tang, Xiude; Cheng, Weijia; Li, Hongwei; Xu, Xiaobing; Gao, Yanbing; (4 pag.)CN106045917; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1193-24-4, Adding some certain compound to certain chemical reactions, such as: 1193-24-4, name is 4,6-Dihydroxypyrimidine,molecular formula is C4H4N2O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1193-24-4.

Example 7 (for comparison) 460 g of phosphorus oxychloride and 62 g of N,N-dimethylaniline were mixed and 116 g of 4,6-dihydroxypyrimidine (98% pure) were metered into the mixture with a screw at 100 C. in the course of 5 hours. Thereafter, the reaction mixture was subsequently stirred at 106 to 128 C. for 8 hours. It was diluted with 300 g of chlorobenzene and discharged onto 1.2 kg of ice. The organic phase was separated off, washed twice with 100 ml of water each time and then subjected to fractional distillation. 85.7 g of 4,6-dichloropyrimidine (=58% of theory) are thus obtained.

According to the analysis of related databases, 1193-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US5719285; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1193-24-4 , The common heterocyclic compound, 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 31A 5-(4-Ethylphenyl)furo[2,3-d]pyrimidin-4(3H)-one A mixture of 7.50 g (35.44 mmol) of 1-[(Z)-2-chloro-2-nitroethenyl]-4-ethylbenzene and 4.97 g (44.30 mmol) of 4,6-dihydroxypyrimidine in 130 ml of isopropanol is heated at reflux. After 10 min, 13.22 ml (88.59 mmol) of 1,8-diazabicyclo[5.4.0]undecan-7-ene (DBU) are added dropwise, and the resulting reaction mixture is stirred under reflux for 4 h and then, after cooling, concentrated under reduced pressure. The residue is taken up in ethyl acetate and water. The phases are separated and the organic phase is washed with water and saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:2). This gives 2.8 g (32.9% of theory) of the title compound. HPLC (method 1): Rt=4.14 min. MS (DCI): m/z=241 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): delta=12.68 (s, 1H), 8.19 (s, 1H), 8.17 (d, 1H), 7.88 (d, 2H), 7.28 (d, 2H), 2.63 (q, 2H), 1.22 (t, 3H).

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/166163; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1193-24-4 , The common heterocyclic compound, 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: According to the conventional manufacturing method of the present inventors [16], under the condition containing two equivalents of triethylamine in dichloromethane at 25 , 4,6- dihydroxy-pyrimidine with 2 equivalents of Compound 2 by acylating a new and compounds 4, 6-pyrimidyl di (2-halo-benzoate) (compound 3) is prepared. After evaporation of dichloromethane, the mixture is dissolved in anhydrous THF, to remove the triethylamine hydrochloride by filtration. The concentrated residue was purified by short length silica gel (Davisil, pH = 7) was purified by column chromatography, or the Compound 3 is prepared by purification was recrystallized with 75% EtOAc / n- hexane

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Duksung Women’s University Academic Cooperation; Lee, Jae In; Song, Yun jU; Choe, Jin Son; (12 pag.)KR2015/106483; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1193-24-4, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1193-24-4, name is 4,6-Dihydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

With a reflux condenser, thermometer,In the device of the agitator and the constant pressure dropping funnel,Add 4,6-dihydroxypyrimidine (114.3 g, content 98%, 1 mol), phosphorus oxychloride (1140 g, 99%) and mix well.The temperature was raised to 95-100 C, and phosgene (220 g, 99%, 2.2 mol) was slowly added to carry out the reaction, and the sample was taken after 8 hours.HPLC analysis of 4,6-dihydroxypyrimidine content of 0.9%,The content of 4,6-dichloropyrimidine was 98.3%, and the reaction was over.Vacuum distillation reaction mixture (oil bath temperature 95 C,Vacuum degree -0.095MPa),Obtained 1082 g of phosphorus oxychloride (content 99%); 142.8 g of 4,6-dichloropyrimidine (content 99.0%),Yield 94.9% (based on 4,6-dihydroxypyrimidine), wherein W (DCP) refers to the mass of DCP, and W (DHP) refers to the mass of DHP.The content refers to the mass content of DCP, and 112 is the molecular weight of DHP.149 is the molecular weight of DCP.

According to the analysis of related databases, 1193-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lianyungang Guosheng Chemical Co., Ltd.; Xu Chen; Zhu Guoqing; Zhang Xin; Zhou Tulin; (6 pag.)CN108178749; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1193-24-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1193-24-4 as follows.

Example 1-Synthesis of 4, 6-dichloropyrimidine-5-carbaldehyde 1 This compound was synthesized similar to a patent. To POCl3 (107.3 mmol, 10 mL) cooled at 0 C. was added DMF (41.3 mmol, 3.2 mL) dropwise, and the mixture was stirred for 1 h. Then, 4, 6-dihydroxylpyrimidine (22.3 mmol, 2.50 g) was added, stirred for 30 minutes and refluxed for 3 h. After removing the volatiles at reduced pressure, it was poured into ice and extracted with ethyl acetate three times (3*200 mL). The combined ethyl acetate extracts were washed with 200 mL saturated NaHCO3, dried with Na2SO4, and concentrated under reduced pressure to afford 2.91 g, 74% of the desired compound as an orange solid. 1H NMR (500 MHz, CDCl3): delta 10.48 (s, 1H), 9.92 (s, 1H). 13C NMR (125 MHz, CDCl3): delta 185.61, 162.69, 159.58, 124.89.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-24-4, its application will become more common.

Reference:
Patent; BOARD OF TRUSTEES OF NORTHERN ILLINOIS UNIVERSITY; Hagen, Timothy J.; Blain, Joy M.; Goshu, Gashaw M.; Hartnett, Brian E.; (35 pag.)US2017/355700; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1193-24-4 ,Some common heterocyclic compound, 1193-24-4, molecular formula is C4H4N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To cooled (0 C.) phosphorus oxychloride (20.0 mL, 215 mmol, 4.8 equiv.) was added DMF (6.4 mL, 83 mmol, 1.9 equiv) dropwise over 3 min. The reaction mixture was stirred for fifteen min and the ice bath was removed. 4,6-Dihydroxypyrimidine (5.0 g, 44.6 mmol, 1.0 equiv.) was added and the reaction mixture was heated to 130 C. and stirred for 3.5 hr. The mixture was cooled to RT and concentrated. Ice was slowly added to the dark brown residue, followed by 600 mL of ice water. The aqueous mixture was extracted with diethyl ether (5¡Á100 mL), and the organic extracts were washed with aqueous saturated NaHCO3 (2¡Á100 mL) and brine (100 mL), and dried over anhydrous sodium sulfate and concentrated in vacuo to provide Compound 15 (4.42 g, 57%) as a crude orange solid, which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-24-4, its application will become more common.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2009/36419; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1193-24-4 , The common heterocyclic compound, 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 21:; 6-(3-f4-(2-terf-Butvl-6-cvclobutvl-pvrimidin-4-vl)-piperazin-1-vn-propoxv)-pyrimidin-4-ol; 1.5 g of 2-tert-Butyl-4-[4-(3-chloro-propyl)-piperazin-1-yl]-6-cyclobutyl-pyrimidine (4.27 mmol), 0.72 g of pyrimidine-4,6-diol (6.4 mmol) and 1.31 g of triethylamine in 30 ml of dimethylformamide were stirred for 16 h at 80C. The mixture was extracted with water and ethyl acetate. The organic layer was dried over magnesium sulfate, filtered, and concentrated to dryness. The crude product was purified by chromatography on silica gel using dichloromethane-methanol (1-10%). Fractions containing the product were combined. The solvents were evaporated and the oily residue was treated with acetonitrile. The precipitate was collected by filtration and dried to yield 0.27 g of the title compound.MS (ESI) m/z: 427.2 [M+H]+1H-NMR (DMSO): 5 [ppm] 8.1 (s, 1H), 6.4 (s, 1H), 5.5 (s, 1H), 4.15 (m, 2H), 3.6 (m, 4H), 3.4 (m, 2H), 2.4 (m, 6H), 2.25 (m, 2H), 2.15 (m, 2H), 1.95 (m, 1H), 1.85 (m, 2H), 1.8 (m, 1H), 1.3 (s, 9H).

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2006/15842; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1193-24-4 ,Some common heterocyclic compound, 1193-24-4, molecular formula is C4H4N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

0.5 mol of 4,6-dihydroxypyrimidine was added to the reaction vessel,Solvents Trichloromethane,0.05 mol of pyridine catalyst,Then slowly into the phosgene 1.5mol,The reaction temperature was controlled within 50 C,After reaction for 3 h,After the completion of the reaction, the excess solvent chloroform was distilled off under reduced pressure,To give a 4,6-dichloropyrimidine solution,And then filtered, concentrated and crystallized to give 4,6-dichloropyrimidine as white needles.The yield of product 4,6-dichloropyrimidine prepared by the above method was 78% and the purity was 80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-24-4, its application will become more common.

Reference:
Patent; Anhui Guangxin Agrochemical Co., Ltd; Huang, Jinxiang; Guo, Xuejun; Wu, Jianping; Hu, Minghong; Huang, Yaming; Cheng, Weijia; Li, Hongwei; Xu, Xiaobing; Gao, Yanbing; Dai, Yuting; (4 pag.)CN105859637; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1193-24-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1193-24-4, name is 4,6-Dihydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

In a four-necked flask equipped with a reflux condenser, the temperature was raised and stirred, and 228 g of 4,6-dihydroxypyrimidine was added by a constant pressure dropping funnel, the content was 98%,and the content of 633 g of phosphorus oxychloride was 97%.The temperature was raised to 40 to 45 C, and the content of 408 g of triethylamine was added dropwise with content of 99%, after the addition was completed, the temperature was raised to 100 to 105 C and kept for 2 hours. HPLC (high performance liquid phase) analysis of 4,6-dihydroxypyrimidine was less than 0.2%, and the reaction was completed. 880g of toluene was added and cooled tom 0~5 C, 800g of ice water mixture was added, the ice was decomposed to room temperature, the organic phase was decomposed and the aqueous layer was extracted (200 ml of toluene), the organic phase was combined and washed with alkaline water until neutral. Toluene was concentrated. 697 g of toluene dichloropyrimidine solution was obtained, and the purity of 4, 6-dichloropyrimidine was 97.3%, and the content was 39.91%. The crude yield was 92%. The 697 g crude solution was divided into three 240 g, 240 g, 217 g, respectively, as 1, 2, 3, to do the distillation experiment: The temperature of the top of the steam packed tower is required to reach 94 C ~ 96 C, when the temperature was reached, the concentrated organic phase was added dropwise, the feed rate was controlled, the balance was adjusted to prevent the stripper tower from cooling; The obtained organic phase, the quality of the aqueous phase and the purity and concentration of 4,6-dichloropyrimidine are shown in Table 1, the obtained organic phase was concentrated, cooled, crystallized, centrifuged or filtered to obtain a high purity product. The refined yield was as high as 98% or more, and the appearance was white crystal. The experimental results are shown in Table 1.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1193-24-4, 4,6-Dihydroxypyrimidine.

Reference:
Patent; Yueyang Zhenghao Chemical Technology Co., Ltd.; Huang Zhengliang; Li Guang; Yang Xiaoping; Wan Xing; Li Weiping; Li Xiping; Zhang Songbo; Fang Xiaolan; (7 pag.)CN108395409; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia