Category: 14001-69-5

Cherkasov, V. M.’s team published research in Khimiya Geterotsiklicheskikh Soedinenii in 1982 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Computed Properties of C5H5N3O3

Computed Properties of C5H5N3O3On May 31, 1982, Cherkasov, V. M.; Remennikov, G. Ya.; Kisilenko, A. A. published an article in Khimiya Geterotsiklicheskikh Soedinenii. The article was 《Sigma complexes in the pyrimidine series. 5. Reaction of 5-nitromethoxypyrimidines with an anion of malonic acid dinitrile》. The article mentions the following:

Reaction of 5-nitromethoxypyrimidines with CH2(CN)2 in the presence of KOH takes place only at the position on the pyrimidine ring substituted by a methoxy group and as a result the K salts of 5-nitro-2(4)-dicyanomethylenemethoxypyrimidines, e.g., I are formed.2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Computed Properties of C5H5N3O3) was used in this study.

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Computed Properties of C5H5N3O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Cherkasov, V. M.’s team published research in Khimiya Geterotsiklicheskikh Soedinenii in 1980 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Recommanded Product: 2-Methoxy-5-nitropyrimidine

Cherkasov, V. M.; Remennikov, G. Ya.; Kisilenko, A. A.; Romanenko, E. A. published their research in Khimiya Geterotsiklicheskikh Soedinenii on February 29 ,1980. The article was titled 《Sigma complexes in the pyrimidine series. 2. Sigma complexes of 5-nitropyrimidine and its methoxy derivatives with acetone anion》.Recommanded Product: 2-Methoxy-5-nitropyrimidine The article contains the following contents:

I (R = R1 = H, MeO; R = H, R1 = MeO; R = MeO, R1 = H) reacted with Me2CO and KOH to give II. The IR, UV, and NMR spectra of II were described.2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Recommanded Product: 2-Methoxy-5-nitropyrimidine) was used in this study.

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Recommanded Product: 2-Methoxy-5-nitropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hale, William J.’s team published research in Journal of the American Chemical Society in 1912 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Product Details of 14001-69-5

The author of 《Formation of Pyrimidines by Use of Nitromalonic Aldehyde》 were Hale, William J.; Brill, Harvey C.. And the article was published in Journal of the American Chemical Society in 1912. Product Details of 14001-69-5 The author mentioned the following in the article:

Urea and Na nitromalonic aldehyde in H2O condense in presence of a little piperidine to nitromalonic aldehyde monoureide, NH2CON : C2H2(NO2)CHO, m. 154° (corrected). Sodium salt + 3 H2O. On passing dry HCl into an alc. solution of nitromalonic aldehyde nonanil and urea, there appeared nitromalonic aldehyde ureideanil, PhN : CCH(NO2)CH:NCONH2, red, needle-like crystals m. 211° (corrected). Nitromalonic aldehyde ureideoxime, yellow leaf-like crystals, m. 174-5° (corrected). On treating the monourcide with phenylhydrazine, the urea nucleus was displaced and 1-phenyl-4-nitropyrazole resulted. The mother liquor from the nitromalonic aldehyde monureide on standing slowly deposited 5-nitro-2-hydroxypyrimidine, HOC : NCH : CNO2, small yellow plates, m. 203.5° (corrected). Sodium salt + 2 H2O, red crystals. Potassium salt + H2O yellow prismatic crystals. Barium salt + 4 H2O, reddish brown. Silver salt, reddish yellow color. On warming the Na salt with MeI in alc., 5-nitro-2-methoxypyrimidine, platelike crystals m. 168-9° (corrected). Benzamidine hydrochloride, and Na nitromalonic nldehyde in H2O gave 5-nitro-2-phenylpyrimidine, soft plates m. 219° (corrected). Guanidine carbonate and Na nitromalonic aldehyde in presence of a little piperidine give a quant. yield of 5-nitro-2-aminopyrimidine, colorless needles, m. 236° (corrected); on b. with alkali, NH3 is evolved. 5-Nitro-2-acetylaminopyrimidine, crystals, m. 172-5° (corrected). On adding a little KOH to 5-nitro-2-aminopyrimidine in CS2, 5,5′-dinitro-2,2′-dipyrimidylthiocarbamide, leaflets, m. 230-1° (corrected) was obtained. Nitromalonic aldehyde monophenylureide, crystalline, 176-7° (corrected). Nitromalonic aldehyde monobenzylureide, crystalline, m. 150-1° (corrected). Nitromalonic aldehyde monomethylureide, yellow crystals. In the experimental materials used by the author, we found 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Product Details of 14001-69-5)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Product Details of 14001-69-5

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Remennikov, G. Ya.’s team published research in Khimiya Geterotsiklicheskikh Soedinenii in 1983 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Synthetic Route of C5H5N3O3

Synthetic Route of C5H5N3O3On October 31, 1983 ,《Sigma complexes in the pyrimidine series. 6. Reaction of 5-nitro-2-methoxy- and 5-nitro-4,6-dimethoxypyrimidines with acetylacetone carbanion》 appeared in Khimiya Geterotsiklicheskikh Soedinenii. The author of the article were Remennikov, G. Ya.; Kiselenko, A. A.; Cherkasov, V. M.. The article conveys some information:

Methoxynitropyrimidine I reacted with acetylacetone carbanion to form salt II or acetophenone III, depending on the reaction conditions. Dimethoxynitropyrimidine IV (R = MeO) was not converted to salt V by this reaction; V could be obtained from IV [R = (MeCO)2CH]. The conversion of acetonylpyrimidine VI to salt VII was also described. The results came from multiple reactions, including the reaction of 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Synthetic Route of C5H5N3O3)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Synthetic Route of C5H5N3O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Remennikov, G. Ya.’s team published research in Khimiya Geterotsiklicheskikh Soedinenii in 1987 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.SDS of cas: 14001-69-5

Remennikov, G. Ya.; Kurilenko, L. K.; Boldyrev, I. V.; Cherkasov, V. M. published their research in Khimiya Geterotsiklicheskikh Soedinenii on December 31 ,1987. The article was titled 《Sigma complexes in the pyrimidine series. 8. Recyclization of acetonyl anionic σ-complexes of 5-nitropyrimidine and its derivatives》.SDS of cas: 14001-69-5 The article contains the following contents:

Recyclization of title anions I (R = H, MeO, Et2N; R1 = H; cation not specified) with base, e.g., Et4NOH, gave 19-75% 4-O2NC6H4OH. A bicyclic mechanism was proposed. I (R = H, R1 = OMe) and 2-acetonyl analog II did not recyclize under these conditions. Treating methoxynitropyrimidine III (R = MeO, R2 = H) with Et2NH in refluxing MeOH gave 98% III (R = Et2N, R2 = H) (IV), which gave 68.5% I (R = Et2N, R1 = H) (V) with KOH in Me2CO. Oxidation of V with DDQ in Me2CO gave 43% III (R = Et2N, R2 = CH2COMe) (VI) and 28% IV. Deacylation of acetylacetonylidene analog VII with Et2NH in MeOH gave 74.5% VI and 5% III (R = Et2N, R2 = Me).2-Methoxy-5-nitropyrimidine(cas: 14001-69-5SDS of cas: 14001-69-5) was used in this study.

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.SDS of cas: 14001-69-5

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Andrisano, R.’s team published research in Bollettino Scientifico della Facolta di Chimica Industriale di Bologna in 1952 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Category: pyrimidines

In 1952,Bollettino Scientifico della Facolta di Chimica Industriale di Bologna included an article by Andrisano, R.; Modena, G.. Category: pyrimidines. The article was titled 《Ultraviolet spectroscopic characteristics at different pH of 5-nitro-2X-substituted pyrimidines》. The information in the text is summarized as follows:

cf. C.A. 46, 9422c. The wave length of maximum absorption, λ, and the extinction coefficient of compounds of the type 5-nitro-2X-pyrimidine, in which X is Me, Ph, furyl, OH, OMe, SH, SMe, NH2, or Cl, were determined in 0.1 N HCl (pH 1), H2O (pH 7), and 0.1 N NaOH (pH 15), to discover if the NO2 group in position 5 would alter results previously found for mono-substituted compounds of the same type. In general the λ is fairly constant at pH 1-7, with the exception of X = CH3, when it jumps from 3065 to 3505 A. The compounds measured are classified as follows: symmetrical when X = NH2, quasisymmetrical when X = OH or SCH3, nonsymmetrical for the other 6 derivatives measured. In addition to this study using 2-Methoxy-5-nitropyrimidine, there are many other studies that have used 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Category: pyrimidines) was used in this study.

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ivanovskaya, L. Yu.’s team published research in Izvestiya Sibirskogo Otdeleniya Akademii Nauk SSSR, Seriya Khimicheskikh Nauk in 1982 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Name: 2-Methoxy-5-nitropyrimidine

Ivanovskaya, L. Yu.; Derendyaev, B. G.; Baram, S. G. published an article on February 28 ,1982. The article was titled 《Mass spectra of pyrimidine derivatives. V. Methoxy- and dimethylaminopyrimidines》, and you may find the article in Izvestiya Sibirskogo Otdeleniya Akademii Nauk SSSR, Seriya Khimicheskikh Nauk.Name: 2-Methoxy-5-nitropyrimidine The information in the text is summarized as follows:

The mass spectra of I (R = H, F, Cl), II (R = H, F; R1 = H, F, Cl), III, IV (R = F, Cl), V, and VI (R = H, Cl; R1 = H, Me, MeO, F, Cl, NO2) were analyzed. In the case of VI (R = H), electron-donating R1 substituents favored cleavage of a C-H bond in the OMe group, whereas electron-withdrawing R1 favored loss of CH2O. The experimental part of the paper was very detailed, including the reaction process of 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Name: 2-Methoxy-5-nitropyrimidine)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Name: 2-Methoxy-5-nitropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 14001-69-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14001-69-5, 2-Methoxy-5-nitropyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 14001-69-5, 2-Methoxy-5-nitropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Example 40Synthesis of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amineThe compound was synthesized according to Method A.To a solution of sodium methoxide (0.090 g of sodium) in MeOH (12 mL) was added 0.486 g (3.03 mmol) of 2-chloro-5-nitropyrimidine, and the mixture was heated under reflux for 1 hr. After cooling, the mixture was concentrated in vacuo, extracted with EtOAc, and washed with water. The aqueous layer was extracted with CHCl3 and the combined organic layers were dried (Na2SO4), and concentrated, to give 0.347 g (75% yield) of 2-methoxy-5-nitropyrimidine as a yellow powder: 1H NMR (CDCl3) delta9.31 (s, 2H), 4.17 (s, 3H); LCMS (APCI+) m/z: 156 (MH+, 100%).To 0.342 g (2.20 mmol) of the above nitro compound in MeOH (20 mL) was added 0.30 g of 10% Pd/C and the mixture was stirred under hydrogen (25 in/Hg) for 18 hrs. The reaction mixture was filtered through celite, and concentrated, to give 0.274 g (100% yield) of 5-amino-2-methoxypyrimidine as a colorless oil: 1H NMR (DMSO-d6) delta 8.05 (s, 2H), 3.94 (s, 3H); LCMS (APCI+) m/z: 126 (MH+, 100%).To 0.274 g (2.19 mmol) of the above amino compound in THF (3 mL) was added 1.25 mL of NaHMDS (2 M solution in THF) and the mixture was stirred for 10 min. A solution of 0.31 g (0.78 mmol) of 1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole in THF (5 mL) was added and the resulting mixture was stirred for 90 min. The reaction mixture was neutralized with acetic acid, diluted with water, and extracted with EtOAc. The organic layer was washed with water and aq. NH3, dried, and concentrated. Recrystallization from EtOH/CH2Cl2 gave 0.098 g (26% yield) of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amine: mp 255-258 C.; 1H NMR (DMSO-d6) 810.07 (s, 1H), 8.88-8.74 (m, 2H), 8.15-7.42 (m, 3H), 6.97 (d, J=8.0 Hz, 1H), 3.98 (s, 3H), 3.93 (s, 3H), 3.82-3.72 (m, 8H); Anal. Calcd. for C21H21F2N6O3: C, 52.0; H, 4.4; N, 26.0. Found: C, 52.1; H, 4.5; N, 26.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14001-69-5, 2-Methoxy-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Pathway Therapeutics Limited; US2011/9405; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 2-Methoxy-5-nitropyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14001-69-5, its application will become more common.

Reference of 14001-69-5 ,Some common heterocyclic compound, 14001-69-5, molecular formula is C5H5N3O3, 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 40Synthesis of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amineThe compound was synthesized according to Method A.To a solution of sodium methoxide (0.090 g of sodium) in MeOH (12 mL) was added 0.486 g (3.03 mmol) of 2-chloro-5-nitropyrimidine, and the mixture was heated under reflux for 1 hr. After cooling, the mixture was concentrated in vacuo, extracted with EtOAc, and washed with water. The aqueous layer was extracted with CHCl3 and the combined organic layers were dried (Na2SO4), and concentrated, to give 0.347 g (75% yield) of 2-methoxy-5-nitropyrimidine as a yellow powder: 1H NMR (CDCl3) delta9.31 (s, 2H), 4.17 (s, 3H); LCMS (APCI+) m/z: 156 (MH+, 100%).To 0.342 g (2.20 mmol) of the above nitro compound in MeOH (20 mL) was added 0.30 g of 10% Pd/C and the mixture was stirred under hydrogen (25 in/Hg) for 18 hrs. The reaction mixture was filtered through celite, and concentrated, to give 0.274 g (100% yield) of 5-amino-2-methoxypyrimidine as a colorless oil: 1H NMR (DMSO-d6) delta 8.05 (s, 2H), 3.94 (s, 3H); LCMS (APCI+) m/z: 126 (MH+, 100%).To 0.274 g (2.19 mmol) of the above amino compound in THF (3 mL) was added 1.25 mL of NaHMDS (2 M solution in THF) and the mixture was stirred for 10 min. A solution of 0.31 g (0.78 mmol) of 1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole in THF (5 mL) was added and the resulting mixture was stirred for 90 min. The reaction mixture was neutralized with acetic acid, diluted with water, and extracted with EtOAc. The organic layer was washed with water and aq. NH3, dried, and concentrated. Recrystallization from EtOH/CH2Cl2 gave 0.098 g (26% yield) of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amine: mp 255-258 C.; 1H NMR (DMSO-d6) 810.07 (s, 1H), 8.88-8.74 (m, 2H), 8.15-7.42 (m, 3H), 6.97 (d, J=8.0 Hz, 1H), 3.98 (s, 3H), 3.93 (s, 3H), 3.82-3.72 (m, 8H); Anal. Calcd. for C21H21F2N6O3: C, 52.0; H, 4.4; N, 26.0. Found: C, 52.1; H, 4.5; N, 26.0%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14001-69-5, its application will become more common.

Reference:
Patent; Pathway Therapeutics Limited; US2011/9405; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 14001-69-5

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 14001-69-5, 2-Methoxy-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Related Products of 14001-69-5, Adding some certain compound to certain chemical reactions, such as: 14001-69-5, name is 2-Methoxy-5-nitropyrimidine,molecular formula is C5H5N3O3, 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 14001-69-5.

Under 2 atmosphere, a suspension of 2-methoxy-5-nitropyrimidine (180 mg, 1.16 mmol, 1.00 equiv) and 5% Rh/C (13.8 mg, 0.60 moll Rh) in THF (11.6 mL, 0.100 M) was stirred at 23 C. Hydrazine monohydrate (69.7 mg, 1.39 mmol, 1.20 equiv) was added dropwise. The reaction 15 mixture was stirred at 23 C for 20 min. NaHCC>3 (117 mg, 1.39 mmol, 1.20 equiv) was added, followed by dropwise addition of a solution of acetyl chloride (109 mg, 1.39 mmol, 1.20 equiv) in THF (11.6 mL, 0.120 M) . The reaction mixture was stirred at 23 C for 30 min and then filtered through a short pad of celite. The celite was washed 20 with EtOAc. The combined organic solution was concentrated in vacuo. . The residue was purified by chromatography on silica gel, eluting with hexanes : EtOAc (2:1 to 0:1 (v/v)), to afford the title compound as a gray gum (125 mg, 0.682 mmol, 59% yield). Rf = 0.33 (EtOAc). NMR Spectroscopy: NMR (700 MHz, (CD3)2SO, 25 C, delta) : 10.93 (br. s, 1H) , 25 8.81 (s, 2H) , 3.91 (s, 3H) , 2.22 (br. s., 3H) . 13C NMR (175 MHz, (CD3)2SO, 25 C, delta) : 170.7, 161.8, 151.0, 131.8, 54.9, 21.6. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C7H10N3O3 ( [M + H] + ), 184.0717, found, 184.0718.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 14001-69-5, 2-Methoxy-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; NGAI, Ming-Yu; HOJCZYK, Katarzyna, N.; (214 pag.)WO2016/57931; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia