Month: August 2021

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. 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H9F3N2O2

3-(4-Methyl-imidazol-l-yl)-N-{4-methyl-3-[3-methyl-3-(7H-pyrrolo[2,3- d1pyrimidin-4-ylVureido1-phenvU-5-trifluoromethyl-benzamide [00104] To a solution of 7 (7 mg, 0.23 mmol, 1.0 eq.), 3-(4-Methyl-imidazol-l- yl)-5-trifluoromethyl-benzoic acid (7.6 mg, 0.27 mmol, 1.2 eq.), and DIPEA (40 mul, 0.27 mmol, 1.2 eq.) in DMF (0.5 ml) is added HATU (9.9 mg, 0.25mmol, 1.1 eq.). After stirring for 1 hour at room temperature, the solvent is removed under vacuum. The residue is dissolved in DMSO (ImI). The resulting solution is subjected to purification by reverse- EPO phase LC-MS to yield the title compound as a TFA salt: 1H NMR 400 MHz (DMSOd6) delta 1H NMR 400 MHz (DMSOd6) delta 12.81 (bs, IH), 12.28 (bs, IH), 10.52 (bs, IH), 9.40 (s, IH), 8.52 (s, IH), 8.51 (s, IH), 8.40 (d, J = 2.0 Hz, IH), 8.36 (s, IH), 8.33 (s, IH), 7.48 (m, 2H), 7.19 (d, J = 8.32 Hz, IH), 6.78 (m, IH) 3.05 (s, 3H), 2.30 (s, 3H) 2.27 (s, 3H); MS m/z 549.2 (M + 1).

The synthetic route of 641571-13-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM, LLC; WO2006/124462; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 693-98-1, name is 2-Methyl-1H-imidazole, belongs to imidazoles-derivatives compound, 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 693-98-1, name: 2-Methyl-1H-imidazole

Under a protection of N2, 0.25 mol of potassium carbonate, 0.5 mol of 2-methylimidazole and 0.6 mol of acrylonitrile were added to 60 mL of anhydrous methanol in a 250 ml three-neck round bottom flask, and the mixture was stirred under reflux in an oil bath at 60 C for 12 h. Complete reaction; After the reaction was stopped, the unreacted raw materials and methanol were removed by rotary evaporation, and dried under vacuum at 70 C for 24 hours to obtain a yellow transparent liquid. It is 1-nitrileethyl-2-methylimidazole. The yield was 82%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Hebei University of Technology; Zhang Wenlin; Wang Yuxin; He Jiaming; Zhao Yongqi; Huo Yu; Li Chunli; (12 pag.)CN108976169; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 288-32-4, These common heterocyclic compound, 288-32-4, name is 1H-Imidazole, 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: For the catalysis reaction, the catalyst C1 (12 mg,0.01 mmol), imidazole (1.0 mmol), aryl halide(1.0 mmol), NaOH (80 mg, 2.0 mmol), and dimethylsulfoxide (DMSO, 5 mL) were taken in a sealed tube. The reaction mixture was stirred at 100 C for 4 h and then cooled to room temperature. After adding 5 mL of H2O, the solution was extracted with ethyl acetate. The organic layer was then dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure.The N-arylated product was finally obtained by columnchromatography on silica gel.

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gou, Gao-Zhang; Wu, Na; Zhang, Ju-Cheng; Shi, Ling; Liu, Gui-Yang; Liu, Wei; Mang, Chao-Yong; Chi, Shao-Ming; Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical; vol. 57A; 2; (2018); p. 181 – 185;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3314-30-5, 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. 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

Adding clinfloxacin (500 mg, 1.37 mmol) to a 150 mL round bottom flask,Diethyl phosphite (451.28 mg, 4.10 mmol), benzimidazole-2-carbaldehyde (299.40 mg, 2.05 mmol) and toluene (50 mL) were stirred and refluxed at 120 C for 6 hours, and thin layer chromatography was followed until the reaction was completed. . After concentration, extraction, column chromatography separation,After recrystallization, drying, etc., the compound I-11 is obtained.(297.46 mg). Yield: 34.4%; yellow powder;

The chemical industry reduces the impact on the environment during synthesis 1H-Benzo[d]imidazole-2-carbaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Southwest University; Zhou Chenghe; Wang Liangliang; Xu Jiahe; Zhao Wenhao; Ba Tini·nasaiya; (19 pag.)CN110041368; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, molecular formula is C13H11N3, 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. SDS of cas: 2963-77-1

General procedure: A suspension of amine A1-A3 (1 mmol) in water is takenin a round bottomed flask; to this sulphonyl chloride(1 mmol) was added. This was stirred at room temperature while monitoring the reaction. The product was filtered,recrystallised using methanol-water and column purified.The structures were confirmed by 1H NMR, 13C NMR, IRand mass spectral analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2963-77-1, its application will become more common.

Reference:
Article; Vangala, Radhika; Sivan, Sree Kanth; Peddi, Saikiran Reddy; Manga, Vijjulatha; Journal of Computer-Aided Molecular Design; vol. 34; 1; (2020); p. 39 – 54;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 4238-71-5, 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. 4238-71-5 name is 1-Benzyl-1H-imidazole, This 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.

General procedure: To a mixture of acetylene 2 (127 mg, 1 mmol) and S (32 mg, 1 mmol) was added 1-methylimidazole (1a; 82 mg, 1 mmol). The mixture was stirred at 20-25 C for 24 h. Column chromatography afforded thione 3a (132 mg, 67%), 4.3.7 (Z)-3-(3-Benzyl-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)-3-phenyl-2-propenenitrile (3e) Analogously, from acetylene 2 (64.0 mg, 0.5 mmol), S (16.0 mg, 0.5 mmol), and 1-benzylimidazole (1e; 79.0 mg, 0.5 mmol) in MeCN (1 mL) (20-25 C, 24 h) thione 3e (27 mg, 96%) was obtained as a light-yellow microcrystalline powder, mp 129-131 C (washed with ether). Initial imidazole 1e was recovered (65 mg, conversion was 18%). 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.30 [m, 10H, Ho,m,p from C(6)-Ph and Ph from N-Bn], 6.74 (s, 2H, 4-H, 5-H), 6.06 (s, 1H, 7-H), 5.27 (s, 2H, CH2 from N-Bn) ppm. 13C NMR (100.62 MHz, CDCl3): delta=164.7 (C-2), 154.1 (C-6), 135.2 (Ci, Ph from N-Bn), 132.4 [Ci from C(6)-Ph], 131.8 [Cp from C(6)-Ph], 129.1 [Cm from C(6)-Ph], 128.9 (Cm, Ph from N-Bn), 128.2 (Cp, Ph from N-Bn), 128.1 (Co, Ph from N-Bn), 126.7 [Co from C(6)-Ph], 118.3 (C-4), 117.1 (C-5), 114.5 (CN), 97.2 (C-7), 51.3 (CH2 from N-Bn) ppm. IR (KBr): 2221 (CN), 1621 (C=C), 1398 (C=S) cm-1. Anal. Calcd for C19H15N3S (317.41): C, 71.90; H, 4.76; N, 13.24; S, 10.10. Found: C, 71.67; H, 4.85; N, 12.92; S, 9.84.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Benzyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Article; Belyaeva, Kseniya V.; Andriyankova, Ludmila V.; Nikitina, Lina P.; Mal’Kina, Anastasiya G.; Afonin, Andrei V.; Ushakov, Igor A.; Bagryanskaya, Irina Yu.; Trofimov, Boris A.; Tetrahedron; vol. 70; 5; (2014); p. 1091 – 1098;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 930-62-1, name is 2,4-Dimethylimidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 930-62-1

PREPARATIVE EXAMPLE 51. A mixture of 2-chloroethylamine hydrochloride (7.66 g, 66 mmol), 2,4- dimethylimidazole (5.88 g, 61 mmol), tetrabutyl ammonium sulfate (0.83 g, 2.5 mmol), solid NaOH (8.81 g, 220 mmol) and anhydrous acetonitrile (80 mL) Is stirred at reflux for 48 h under N2- The mixture is filtered, concentrated in vacuo and purified by flash column chromatography (silica gel) using 2% MeOH-CH2Cl2 saturated with aqueous ammonium hydroxide to give the title compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 930-62-1.

Reference:
Patent; SCHERING CORPORATION; WO2007/84498; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

496-46-8, name is Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C4H6N4O2

Synthesis of cucurbit[n]urils in hydrochloric acid using paraformaldehyde Unsubstituted glycoluril (20 g) and hydrochloric acid (37 % w/v, 30 mL) were placed in a reaction flask and heated to 90C. Paraformaldehyde (8.87 g) was added in portion-wise and the reaction mixture was then heated to 100 C (internal) for 18 hours. The reaction mixture was cooled and added to methanol (150 mL) to produce a beige powder which was analysed by1H NMR.Approximate Yields by1H NMR (% of recovered product) cucurbit[5]uril 8%, cucurbit[6]uril 44%, cucurbit[7]uril 28%, cucurbit[8]uril 18%, cucurbit[9]uril 0%, cucurbit[10]uril 0% cucurbit[11]uril 0%.Residual formaldehyde by HPLC method was 682 ppm.

The synthetic route of 496-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AQDOT LIMITED; COULSTON, Roger; DIEC, David; NOGUEIRA, Guilherme; GERARDUS DE ROOIJ, Johannes; (23 pag.)WO2018/115822; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 288-32-4, 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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 N-(Triphenylmethyl)imidazole (2) A stirred suspension of triphenylmethanol (2.6 g, 10 mmol) and 1.36 g (20 mmol) of imidazole in 10 mL of HOAc was heated to 100° C. under N2 for 1 h. The cooled mixture was diluted with Et2 O and washed with water, saturated Na2 CO3, water (until neutral), brine, dried (MgSO4), filtered and concentrated. The crude product was purified by flash chromatography (110 g SiO2, 25percent-50percent EtOAc-hexanes) to give 0.78 g (25percent) of a solid. This was recrystallized from EtOAc to give 0.20 g of (2), m.p. 221°-223° C. IR (KBr) 1489, 1443, 1210, 1072, 750, 701, 662 cm-1. NMR (CDCl3): d 6.82, 7.07, 7.47 (all t, J=1, imidazole CH); 7.14 (m, 6H); 7.32 (m, 9H). Anal. Calc’d (C22 H18 N2): C, 85.13; H, 5.84; N, 9.03. Found: 85.16; 5.87; 9.02.

The synthetic route of 1H-Imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alcon Laboratories, Inc.; US6051573; (2000); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 32673-41-9, name is 4-Imidazolemethanol hydrochloride, 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. Safety of 4-Imidazolemethanol hydrochloride

C. By hydrolysis of the esters obtained by the Friedel-Crafts reaction. 2-hydroxy-3-[(1H-imidazol-4-yl)methyl]-benzoic acid and 2-hydroxy-5-[(1H-imidazol-4-yl)methyl]-benzoic acid (hydrochloride). 181 g (1.35 mole) of 1H-imidazole-4-methanol hydrochloride are added in portions to a mixture of 156 ml (1.2 mole) of methyl 2-hydroxybenzoate and 675 g of polyphosphoric acid heated to 80 C. The reaction mixture is maintained with good stirring at this temperature for 288 hours. The mixture is then decomposed on ice, and extracted twice with toluene. The aqueous phase is alkalinized to pH 9.5 by the addition of 790 ml of a saturated aqueous solution of sodium hydroxide. The mineral salts which precipitate are removed by filtration and washed with methanol. The methanolic washing solution is added to the aqueous phase and the resulting mixture is concentrated with partial elimination of the methanol. The solution is then alkalinized to pH 10.3 by addition of a 10N aqueous solution of sodium hydroxide, and is heated at 100 C. for one hour and a half so as to saponify the esters. The aqueous solution is neutralized to pH 7.5 by addition of 10 N hydrochloric acid, filtered on Norit (activated carbon) and the filtrate is evaporated under reduced pressure. The residue is taken up three times in succession in a toluene-ethanol mixture and dried by azeotropic distillation. It is then partially dissolved in hot methanol and the insoluble mineral salts are removed by filtration. The filtrate is evaporated under reduced pressure, the residue is redissolved in a minimum of water, and purification is then carried out by passing through a column of Amberlite IR93 (height of the column: 60 cm; diameter: 8 cm; equivalence: 2.64 mole). Excess 1H-imidazole-4-methanol, together with its polymers, are eluted with water (the pH of the elude varies from 11.2 to 7.3). The elution is then continued with a 4% aqueous solution of hydrochloric acid. The acid elude (9 liters) is adjusted to pH 7.7 by addition of a saturated agueous solution of sodium hydroxide and is then evaporated under reduced pressure. The residue thus obtained is once again dried by azeotropic distillation with a toluene-ethanol mixture, and is then taken up in 1.6 liter of acetonitrile. It is then filtered. The residue on the filter (129 g) is chromatographed on silica (800 g, 15 mum) after having been previously deposited on 300 g of silica (0.2 to 0.5 mm) (eluent: 75:25 v/v ethyl acetate-ethanol). 5.99 g of 2-hydroxy-3-[(1H-imidazol-4-yl)methyl]-benzoic acid is thus obtained. M.P.: 245-252 C. (water). At the same time, 31 g of 2-hydroxy-5-[(1H-imidazol-4-yl)methyl]-benzoic acid are obtained.

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

Reference:
Patent; U C B Societe Anonyme; US4923865; (1990); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem