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.

EXAMPLE 2 4,6-Dihydroxypyrimidine (20.5 g) was dispersed with agitation in dichloromethane (400 ml). Dimethylaniline (40.4 g) was added to the agitated mixture and the system was sealed (except for a vent line to a scrubber). Phosgene gas (56 g) was introduced from a cylinder and condensed onto a cold finger and collected in a pressure equalised dropping funnel. Once collected, the phosgene liquid was added to the reaction mixture over 15 minutes. The mixture was heated and agitated at reflux (29 C. approximately) for 17 hours after which time the mixture was cooled to room temperature and the excess phosgene removed by sparging with nitrogen. Water (400 ml) was added slowly to the agitated reaction mass with cooling to maintain the temperature at ambient. The organic layer was separated, and the aqueous was then extracted with dichloromethane (2*100 ml). The combined extracts were dried over anhydrous sodium sulphate and concentrated by rotary evaporation to give 4,6-dichloropyrimidine as an orange crystalline solid (27 g), equivalent to a yield of 80% (hplc analysis).

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; Zeneca Limited; US5750694; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference 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.

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

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1193-24-4, name is 4,6-Dihydroxypyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H4N2O2

(Ref: A. Gomtsyan, S. Didomenico, C-H. Lee, M. A. Matulenko, K. Kim, E. A. Kowaluk, C. T. Wismer, J. Mikusa, H. Yu, K. Kohlhass, M. F. Jarvis, S. S. Bhagwat; J. Med. Chem., 2002, 45, 3639-3648.) A mixture of DMF (32 mL) and POCl3 (100 mL) at 0 C. was stirred for 1 hour, treated with 4,6-dihydroxypyrimidine (25.0 g, 223 mmol), and stirred for 0.5 hour at room temperature. The heterogeneous mixture was then heated to refluxed and stirred for 3 hours. The reaction was cooled to room temperature and the resulting viscous, black liquid was poured onto ice water and extracted with diethyl ether (6×100 mL). The organic phase was subsequently washed with NaHCO3, and water, dried over MgSO4, and concentrated to give 25 as a yellow solid (20.0 g, 57% yield). 1H NMR (CDCl3) delta 10.41 (s, 1H), 8.85 (s, 1H).

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

Reference:
Patent; Schering Corporation; US2007/72864; (2007); A1;,
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.

A kind of the improved 4, 6 – dichloro pyrimidine production process, characterized in that the production process comprises the following steps: (1) to the reaction kettle top feed port input 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 reaction kettle temperature to rise to 50 C, from the reactor into the bottom of the 1 parts by weight of phosgene to the phosgenation reaction, after the reaction is complete, to inject the nitrogen in the reactor catches up with was mad, at the same time the exhaust gas by the pipe into the absorption tower; (2) to be step 1 the product in the transfer to the rectifying tower, control rectification temperature is 65 C, collecting chloroform fraction, to be its after cooling to room temperature, the filling storage recycling; (3) collecting the step 2 in the remaining product, transferred to ice in the ice solution, slowly dropping concentration is 10% hydrochloric acid to adjust the pH of the solution to 5, standing the solution is layered, then methyl tert-butyl ether to the organic phase extraction, extraction 3 – 4 times, saturated copper sulfate solution for washing, until the copper sulfate solution is not color-changing, collecting pyridine circulation use; (4) the step 3 in the remaining product to filter, washing, and drying to obtain the target product 4, 6 – dichloro pyrimidine.The beneficial effects of the present invention: 1) using phosgene to replace the traditional process of phosphorus oxychloride, to avoid the emergence of phosphorus-containing by-product, the protection of the environment; 2) by adding pyridine catalyst, can accelerate the reaction of generating; 3) traditional use phosphorus oxychloride with 4, 6 – dihydroxy pyrimidine chloride obtained when the 4, 6 – two chlorine pyrimidine, easy to produce 3 different by-product, so that the trouble in processing after, and the yield of target product is not high, in the reaction of the present invention less by-products, and the yield of 4, 6 – dichloro pyrimidine higher; 4) by adjusting the solution pH, methyl tert-butyl ether extraction, and sulfuric acid copper and washing the collecting various pyridine, avoiding the traditional rectification, and steaming and method and the like caused by the leakage of pyridine, ensures the safety of the operators.

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; Anhui Guangxin Agrochemical Co., Ltd; Huang, Jinxiang; Guo, Xuejun; wu, Jianping; hu, minghong; tang, Xiude; cheng, Weijia; li, Hongwei; Xu, Xiaobing; Yang, Zhiwei; Gao, yanbing; (4 pag.)CN106187913; (2016); 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.

A mixture of DMF (64 mL) and POCl3 (200 mL) at 0 C. was stirred for 1 h, treated with 4,6-pyrimidinediol (50.0 g, 446 mmol), and stirred for 0.5 h at rt, and then refluxed for 3 h. The volatiles were removed under reduced pressure, and the residue was poured into ice water and extracted six times with Et2O. The organic phase was washed with satd. aq. NaHCO3 and water, dried over Na2SO4, concentrated, and crystallized (EtOAc-petroleum ether) to give 4,6-dichloro-5-pyrimidinecarbaldehyde; LC-MS (ESI) m/z 177 [M+H]+.

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; AMGEN INC.; US2011/245257; (2011); A1;,
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.

4,6-Dichloropyrimidine-5-carbaldehyde (9).; In a 5 L 4-neck flask equipped with mechanical stirrer, addition funnel, condenser, thermocouple, and a N2 sweep into an aqueous NaOH scrubbing solution, phosphorous oxychloride (1 L, 10.572 mol, 4.82 equiv) was cooled in an ice/salt bath. N,N-Dimethylformamide (DMF, 320 mL, 4.138 mol, 1.85 equiv) was added dropwise at 0+/-2 C. After addition of 100 mL of DMF (0.5 hr) crystallization occurred and the reaction temperature was increased from 0 to 10 C. Addition was stopped and the mixture was allowed to recool to 2 C. The remaining DMF was added over 2.5 hr at <8 C. The suspension became very thick making stirring difficult. When addition of DMF was complete, the mixture was stirred 0.5 hr at 3-5 C. 4,6-dihydroxypyrimidine (8, 250 g, 2.232 mol) was added portion wise as a solid. After about one third of 4,6-dihydroxypyrimidine was added the reaction mixture became more mobile and a slow exothermic phenomena occurred with the reaction temperature increasing to 12 C. over 0.5 hr. The remaining 4,6-dihydroxypyrimidine was added portion wise over 0.25 hr with the reaction temperature increasing from 12 to 27 C. The reaction temperature was maintained at 25-27 C. with intermittent cooling during which time the yellow suspension became thinner, then thicker once again. After the exothermic phenomenon subsided in about 1 hr, the reaction mixture was heated slowly. At about 55 C. the reaction mixture became extremely thick and the second mild exothermic phenomenon was occurred. The heating mantle was removed while the reaction temperature continued to increase to about 63 C. and remained at this temperature for several minutes before dropping. Heating of the mixture was resumed until gentle reflux (about 100 C.) was attained. At about 95 C. a steady, fairly rapid evolution of HCl began and the reaction mixture gradually thinned and darkened. After about 0.5 hr a clear, brown solution developed with the reflux temperature slowly increasing to 115 C. over 1.25 hr. After a total of 2.5 hr at reflux, the reaction mixture was cooled to room temperature and stirred overnight. Excess POCl3 (as much as possible) was removed under reduced pressure (bath temperature 45-50 C.). The thick residual brown oil was poured very slowly into cold H2O (5 L) in a 20 L separation funnel, adding ice as needed to maintain the aqueous mixture near room temperature. The aqueous mixture was extracted with EtOAc (2×3 L, 1×2 L). The combined EtOAc extracts were washed with H2O (2×2.5 L), saturated NaHCO3 aqueous solution (1 L), brine (1 L), dried over Na2SO4, filtered, and concentrated under reduced pressure (bath temperature at 35 C.) to afford the crude 4,6-dichloropyrimidine-5-carbaldehyde (9, 270 g, 395 g theoretical, 68.4%) as yellow-orange solid. A 20 g portion of this crude material was purified by Kugelrohr distillation (oven temperature at 90-100 C., 225 mTorr) to give 15.3 g of pure 4,6-dichloropyrimidine-5-carbaldehyde (9) as a white solid that turned yellow on standing at room temperature. (On standing crude 9 undergoes slow hydrolysis with formation of HCl. Prior to use in the next step crude 9 was dissolved in a mixture of EtOAc and toluene and filtered to remove insoluble material. The filtrate washed with H2O, saturated NaHCO3 solution, brine, dried over Na2SO4, filtered, and concentrated under reduced pressure and the resulting yellow solid used the following day.) For 9: 1H NMR (CDCl3, 300 MHz) delta ppm 10.46 (s, 1H), 8.89 (s,1H). The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Zhou, Jiacheng; Liu, Pingli; Lin, Qiyan; Metcalf, Brian W.; Meloni, David; Pan, Yongchun; Xia, Michael; Li, Mei; Yue, Tai-Yuen; Rodgers, James D.; Wang, Haisheng; US2010/190981; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route 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.

4,6-Dichloro-5-pyrimidinecarbaldehyde; A mixture of DMF (64 mL) and POCl3 (200 mL) at 0 C. was stirred for 1 h and then treated with 4,6-pyrimidinediol (50.0 g, 446 mmol), and further stirred for 0.5 h at rt. Then the heterogeneous mixture was heated under reflux for 3 h. The volatiles were removed under reduced pressure, and the residue was poured into ice water and extracted six times with diethyl ether. The organic phase was washed with aqueous NaHCO3 and water, dried over Na2SO4, concentrated under reduced pressure, and crystallized (EtOAc-petroleum ether) to give 4,6-dichloro-5-pyrimidinecarbaldehyde (43.5 g, 55%); LC-MS (ESI) m/z 177 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-24-4, 4,6-Dihydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; US2011/152296; (2011); A1;,
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.

A kind of the improved 4, 6 – dichloro pyrimidine production process, characterized in that the production process comprises the following steps: (1) to the reaction kettle top feed port input 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 reaction kettle temperature to rise to 50 C, from the reactor into the bottom of the 1 parts by weight of phosgene to the phosgenation reaction, after the reaction is complete, to inject the nitrogen in the reactor catches up with was mad, at the same time the exhaust gas by the pipe into the absorption tower; (2) to be step 1 the product in the transfer to the rectifying tower, control rectification temperature is 65 C, collecting chloroform fraction, to be its after cooling to room temperature, the filling storage recycling; (3) collecting the step 2 in the remaining product, transferred to ice in the ice solution, slowly dropping concentration is 10% hydrochloric acid to adjust the pH of the solution to 5, standing the solution is layered, then methyl tert-butyl ether to the organic phase extraction, extraction 3 – 4 times, saturated copper sulfate solution for washing, until the copper sulfate solution is not color-changing, collecting pyridine circulation use; (4) the step 3 in the remaining product to filter, washing, and drying to obtain the target product 4, 6 – dichloro pyrimidine.The beneficial effects of the present invention: 1) using phosgene to replace the traditional process of phosphorus oxychloride, to avoid the emergence of phosphorus-containing by-product, the protection of the environment; 2) by adding pyridine catalyst, can accelerate the reaction of generating; 3) traditional use phosphorus oxychloride with 4, 6 – dihydroxy pyrimidine chloride obtained when the 4, 6 – two chlorine pyrimidine, easy to produce 3 different by-product, so that the trouble in processing after, and the yield of target product is not high, in the reaction of the present invention less by-products, and the yield of 4, 6 – dichloro pyrimidine higher; 4) by adjusting the solution pH, methyl tert-butyl ether extraction, and sulfuric acid copper and washing the collecting various pyridine, avoiding the traditional rectification, and steaming and method and the like caused by the leakage of pyridine, ensures the safety of the operators.

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

Reference:
Patent; Anhui Guangxin Agrochemical Co., Ltd; Huang, Jinxiang; Guo, Xuejun; wu, Jianping; hu, minghong; tang, Xiude; cheng, Weijia; li, Hongwei; Xu, Xiaobing; Yang, Zhiwei; Gao, yanbing; (4 pag.)CN106187913; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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., Safety of 4,6-Dihydroxypyrimidine

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

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1193-24-4, 4,6-Dihydroxypyrimidine.

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

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. Formula: C4H4N2O2

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

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1193-24-4, 4,6-Dihydroxypyrimidine.

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