Category: 55583-59-0

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. 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2,5-Diamino-4,6-dichloropyrimidine

Amino derivative 30 (1.05 g, 5.24 mmol), 2,5-diamino-4,6-dichloropyrimidine 17 (1.03 g, 5.76 mmol), and triethylamine (3.1 ml, 22.53 mmol) were suspended in n-butanol (55 ml) and heated to 140 C in a pressure vessel over 48 h. After the reaction was completed, the solvent was evaporated and the residue chromatographed on a silica gel using a linear gradient of ethyl acetate in toluene. The product was obtained in a 56% yield (1.00 g, 2.92 mmol) as a dark orange foam.numax (KBr) 3493 (s), 3405 (s), 3213 (m), 2975 (m), 2934 (m), 2858 (w), 1688 (s), 1617 (s), 1571 (vs), 1502 (m), 1467 (s), 1430 (s), 1442 (s), 1392 (m), 1366 (m), 1308 (w), 1265 (m), 1242 (m), 1174 (m), 1153 (s), 860 (w), 773 (w); deltaH (DMSO, 499.8 MHz, 80 C) 6.06 (1H, br d, JNH-3 7.4 Hz, NH), 3.92 (1H, m, H-3), 5.35 (2H, br s, NH2), 3.82 (1H, m, H-2eq), 3.77 (2H, br s, NH2), 3.63 (1H, m, H-6eq), 2.94-3.01 (2H, m, H-2ax, H-6ax), 1.94 (1H, m, H-4eq), 1.75 (1H, m, H-5eq), 1.51 (1H, m, H-4ax), 1.42 (1H, m, H-5ax), 1.38 (9H, s, (CH3)3); deltaC (DMSO, 125.7 MHz, 80 C) 78.4 (C(CH3)3), 47.7 (C-2), 46.2 (C-3), 43.2 (C-6), 29.6 (C-4), 27.8 (C(CH3)3), 22.9 (C-5); HRMS (ESI) C14H24O2N6Cl (M+H)+ calcd 343.1644, found 343.1645.

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kova?kova, So?a; Dra?insky, Martin; Rejman, Dominik; Tetrahedron; vol. 67; 7; (2011); p. 1485 – 1500;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 55583-59-0, Adding some certain compound to certain chemical reactions, such as: 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine,molecular formula is C4H4Cl2N4, 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 55583-59-0.

A 50 mL, rounded bottom flask was charged with 2,5-diamino-4,6- dichloropyrimidine (390 mg, 2.2 mmoles), and 3-methyl-4-nitrobenzylamine hydrochloride (500 mg, 2.5 mmoles). The vessel was then evacuated and flushed with nitrogen, then 1-butanol (8 mL) and diisopropylethylamine (0.86 mL, 4.9 mmoles) was added via syringe. The slurried material was then heated to 120 0C (reflux) over the course of a few minutes and held at that temperature for 6 hours. The reaction was complete and clean by HPLC. Treatment with sulfuric acid or TBME, afforded oils.Use of IPA in place of 1-butanol, resulted in a slower reaction, due to the lower reflux temperature of IPA. This reaction took 12 hours and went nearly to completion with 6% of ,5-diamino-4,6-dichloropyrimidine remaining. The product precipitated from the reaction mixture and was recovered by filtration. Yield: 0.3634 g, purity 95.9%, 54 % yield

According to the analysis of related databases, 55583-59-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN IDEC MA INC.; VERNALIS RESEARCH LIMITED; WO2008/88927; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 55583-59-0 ,Some common heterocyclic compound, 55583-59-0, molecular formula is C4H4Cl2N4, 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 a suspension of compound 42 (1.29 g, 7.21 mmol) and 3,4-dimethoxyaniline 9 (919 mg, 6 mmol) in n-BuOH (30 mL) in an Ace Tube was added DIPEA (3.2 mL) and the reaction mixture was stirred at 125 C for 3 days. The mixture was allowed to cool to rt and subsequently concentrated in vacuo. The residue was purified by silica gel column chromatography (toluene:EtOAc 2:3 ? EtOAc) affording compound 43 (1.241 g, 65%) as an off-white solid. 1H NMR (d6-DMSO, 499.95 MHz): delta = 3.72 (s, 3 H, 4-OCH3), 3.77 (s, 3 H, 3-OCH3), 4.20 (bs, 2 H, 5-NH2), 5.84 (bs, 2 H, 2-NH2), 6.98 (d, 1 H, J5, 6 = 8.7, H-5), 7.23 (dd, 1 H, J6, 5 = 8.7, J6, 2 = 2.5, H-6), 7.44 (d, 1 H, J2, 6= 2.5, H-2), 8.20 (bs, 1 H, NH). 13C NMR (d6-DMSO, 150.92 MHz): delta = 55.62 (3-OCH3), 56.00 (4-OCH3), 106.03 (C-2), 112.18 (C-5), 112.36 (C-6), 114.07 (C-5), 133.89 (C-1), 142.82 (C-6), 144.45 (C-4), 148.66 (C-3), 152.65 (C-4), 155.54 (C-2). HRMS calcd for C12H15N5O2Cl m/z: 296.09088 (M+H)+, found 296.09094.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55583-59-0, its application will become more common.

Reference:
Article; ?ala, Michal; Koegler, Martin; Pla?kova, Pavla; Mejdrova, Ivana; H?ebabecky, Hubert; Prochazkova, Eli?ka; Strunin, Dmytro; Lee, Gary; Birkus, Gabriel; Weber, Jan; Mertlikova-Kaiserova, Helena; Nencka, Radim; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2706 – 2712;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 55583-59-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, molecular formula is C4H4Cl2N4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of a 4,6-dichloropyrimidine analogue (11.2 mmol) and DIPEA (2.9 ml, 16.8 mmol) in dioxane (40 ml) was added tert-butyl piperazine-1-carboxylate (3.12 g, 16.8 mmol). The reaction mixture was heated at 100 C. for overnight. After cooling, the volatile was removed under reduced pressure. The crude residue was diluted with CHCl3 and was washed with a saturated NaHCO3 solution, brine and dried over Na2SO4. After removing the solvents under reduced pressure, the residue was purified by flash chromatography on silica (CH2Cl2/MeOH 50:1), affording the title compound.The following compounds were synthesized according to this procedure:Example 262Synthesis of tert-butyl 4-(2,5-diamino-6-chloropyrimidin-4-yl)piperazine-1-carboxylateThis compound was synthesized from 2,5-diamino-4,6-dichloropyrimidine, yielding the title compound in 94% yield.

According to the analysis of related databases, 55583-59-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; US2012/46278; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, 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, SDS of cas: 55583-59-0, blongs to pyrimidines compound. SDS of cas: 55583-59-0

General procedure: To a solution of pyrimidine (100 mg, 1 equivalent) in anhydrous dioxane (2 mL/mmol) under argon atmosphere, were successively added the amine (1 equivalent) and APTS.H2O (0.5 equivalent). The solution was stirred at reflux for 6h and then allowed to reach room temperature. A 0.2 M solution of corresponding dimethyliminium chloride (2 to 3 equivalents) in anhydrous DMF, or a 0.2 M solution of POCl3 or oxalyl chloride (1.5 to 3 equivalents) in corresponding N,N-dimethylamide was then added dropwise and the resulting mixture was stirred for another hour. Water (5 mL/mmol) was then slowly added and the resulting mixture was stirred at room temperature for 18h. The solution was diluted in AcOEt (5 mL/mmol) and washed with a saturated aqueous solution of NaHC03 (5 mL/mmol). The aqueous layer was extracted 3 times with AcOEt and the resulting organic layer was then dried over magnesium sulfate. After concentration under reduced pressure, the crude product was purified by chromatography on silica gel to afford the pure compound.

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE GRENOBLE ALPES; DECOUT, Jean-Luc; ZELLI, Renaud; ZEINYEH, Wael; BOUCHERLE, Benjamin; HAUDECOEUR, Romain; (53 pag.)WO2018/203099; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,5-Diamino-4,6-dichloropyrimidine

Scheme 4. Synthesis of 7-substituted-2-amino-4-chloro-8-((4-methoxy-3,5-dimethylpyridin- 2-yl)methyl)-7,8-dihydropteridin-6(5H)-one: (a) NaBH(OAc)3, TEA, CH2Cl2, room temperature, 2 hr; 57 – 76% yield (b) 4,6-dichloropyrimidine-2,5-diamine, H2SO4, MeOH, reflux, overnight; 2.1% yield c) DIEA, nBuOH, 150C in sealed tube, 48 h; 5 – 10% yield (d) NaH, DMF, RX., room temperature, overnight.

With the rapid development of chemical substances, we look forward to future research findings about 55583-59-0.

Reference:
Patent; PONIARD PHARMACEUTICALS, INC.; WO2009/139834; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, 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, Formula: C4H4Cl2N4, blongs to pyrimidines compound. Formula: C4H4Cl2N4

In the reaction vessel, 4,6-dichloropyrimidine-2,5-diamine(500 mg, 2.79 mmol), 3-thienylboronic acid(0.821 g, 6.42 mmol), sodium carbonate(1.48 g, 14.0 mmol), and tetrakis (triphenylphosphine) palladium (0) (162 mg, 0.140 mmol) in toluene (28 mL) in ethanol (7 mL),And distilled water (7 mL) were added at room temperature, and the reaction solution was cooled to room temperature after stirring for 20 hours under heating reflux conditions under an argon atmosphere.Add distilled water (8 mL), stir, separate the aqueous layer with ethyl acetateIt extracted 3 times with (12 mL). After that, combine all organic layers,Saturated aqueous sodium chloride solution (12 mL) is added thereto, and the mixture is stirred for washing, and the separated organic layer is dried over anhydrous sodium sulfate.The filtrate after filtration was concentrated under reduced pressure. The concentrate thus obtained is purified by flash column chromatography (silica gel, n-hexane / ethyl acetate),4,6-di (thiophen-3-yl) pyrimidine-2,5-diamine(0.737 g, 96% yield).

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Microbial Chemistry Research Foundation; Kumagai, Naoya; Noda, Hidetoshi; Asada, Yasuko; Shibazaki, Masakatsu; (48 pag.)JP2019/64981; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 55583-59-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, molecular formula is C4H4Cl2N4, molecular weight is 179.01, as common compound, the synthetic route is as follows.

In a reaction vessel, 4,6-dichloropyrimidine-2,5-diamine (500 mg, 2.79 mmol), trans-2-phenylvinylboronic acid (0.945 g, 6.42 mmol), sodium carbonate (1.48 g, Ethanol (7 mL) and distilled water (7 mL) were added to a solution of 14.0 mmol) and tetrakis (triphenyl phosphine) palladium (0) (322 mg, 0.279 mmol) in toluene (28 mL) at room temperature, and argon was added. After stirring under heating and reflux conditions for 20 hours under an atmosphere, the reaction solution was cooled to room temperature. Distilled water (8 mL) was added and stirred, and the separated aqueous layer was extracted three times with ethyl acetate (12 mL). After that, the whole organic layer is combined, saturated aqueous sodium chloride solution (12 mL) is added thereto, the mixture is stirred and washed, anhydrous sodium sulfate is added to the separated organic layer for dehydration, and the filtrate after filtration is depressurized. Concentrated. The concentrate thus obtained is purified by flash column chromatography (silica gel, n-hexane / ethyl acetate),4,6-Di ((E) -styryl) pyrimidine-2,5-diamine(0.72 g, 82% yield).

Statistics shows that 55583-59-0 is playing an increasingly important role. we look forward to future research findings about 2,5-Diamino-4,6-dichloropyrimidine.

Reference:
Patent; Microbial Chemistry Research Foundation; Kumagai, Naoya; Noda, Hidetoshi; Asada, Yasuko; Shibazaki, Masakatsu; (48 pag.)JP2019/64981; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, molecular formula is C4H4Cl2N4, molecular weight is 179.01, as common compound, the synthetic route is as follows.category: pyrimidines

2,5-Diamino-4,6-dichlorpyrimidin (0,01 mol; 2,0 g) und Wasser (0,25 mol; 4,55 ml) wurden bei Raumtemperatur geruehrt. Dann wurde 98%ige Ameisensaeure (0,4 mol; 18,27 g; 14,97 ml) zur Reaktion hinzugegeben. Anschliessend wurde die Reaktion auf 50 – 55 C erwaermt und 3 h bei dieser Temperatur gehalten. Dann wurde Toluol (0,38 mol; 34,6 g; 40 ml) fuer die azeotrope Destillation unter hohem Vakuum bei 50 C hinzugegeben (Toluol wurde, um eine gute Destillation zu gewaehrleisten, 2mal hinzugegeben, also insgesamt 80 ml). Anschliessend wurde das Produkt filtriert, mit Wasser gewaschen und dann unter Vakuum bei 60 C getrocknet. Es wurden 0,01 mol (2,0 g) des obengenannten Produktes, entsprechend einer Ausbeute von ca. 90%, erhalten.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Lonza AG; EP1188750; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, 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, Formula: C4H4Cl2N4, blongs to pyrimidines compound. Formula: C4H4Cl2N4

In a reaction vessel, 4,6-dichloropyrimidine-2,5-diamine (1.00 g, 5.59 mmol),4- (N, N-Dimethylamino) phenylboronic acid(0.922 g, 5.5 9 mmol),Sodium carbonate (2.96 g, 27.9 mmol),To a solution of tetrakis (triphenylphosphine) palladium (0) (0.323 g, 0.560 mmol) in toluene (56 mL) was added ethanol (14 mL) and distilled water (14 mL) at room temperature, and then under an argon atmosphere. After stirring for 20 hours under heating and reflux conditions, the reaction solution was cooled to room temperature. Distilled water (16 mL) was added and stirred, and the separated aqueous layer was extracted three times with ethyl acetate (20 mL).Thereafter, the whole organic layer was combined, saturated aqueous sodium chloride solution (20 mL) was added thereto, the mixture was stirred and washed, anhydrous sodium sulfate was added to the separated organic layer for dehydration, and the filtrate after filtration was concentrated under reduced pressure .The concentrate thus obtained is purified by flash column chromatography (silica gel, n-hexane / ethyl acetate),4-Chloro-6- (4- (dimethylamino) phenyl) pyrimidine-2,5-diamine(0.727 g, 49% yield).

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Microbial Chemistry Research Foundation; Kumagai, Naoya; Noda, Hidetoshi; Asada, Yasuko; Shibazaki, Masakatsu; (48 pag.)JP2019/64981; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia