Month: February 2021

Application of 5805-57-2, The chemical industry reduces the impact on the environment during synthesis 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, I believe this compound will play a more active role in future production and life.

The solution of (3-(2,4-dichlorophenylamino)propanoic acid (20 mg , 0.089 mmoL 1.0 equiv), DIPEA ( 3 equiv), EDC HCI ( 1.5 equiv) and DMAP (1 ,0 equiv) in DCM (2.0 mL) was stirred for lOmin, To this reaction mixture (IH- 1 14 benzo[d]imidazol-2-yl)methanamine (1.0 equiv) was added. The reaction mixture was stirred at room temperature overnight. The organic layer was washed with aq NaHC03 and brine. It was then dried over anhydrous sodium sulfate and evaporated under vacuum. The residue was purified by flash column chromatography to afford N-(lH-Benzoimidazol-2-ylmethyl)- 3-(2,4-dichloro-phenylamino)-propionamide (1763). LC/MS: (ESI) (M ¡¤ ) 364.3.

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, (1H-Benzo[d]imidazol-2-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF WASHINGTON; BUCKNER, Frederick, S.; ALVAREZ, Ximena, Barros; FAN, Erkang; GILLESPIE, John, Robert; HOL, Wilhelmus, G.J.; HUANG, Wenlin; KOH, Cho, Yeow; RANADE, Ranae, M.; SHIBATA, Sayaka; VERLINDE, Christophe, L.M.; ZHANG, Zhongsheng; (249 pag.)WO2016/29146; (2016); A1;,
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Imidazole | C3H4N2 – PubChem

Reference of 334893-99-1, The chemical industry reduces the impact on the environment during synthesis 334893-99-1, name is (5-Chloro-1-methyl-1H-imidazol-2-yl)methanol, I believe this compound will play a more active role in future production and life.

A Dess-Martin reagent (1.04 g, 2.46 mmol) was added to a solution of (5-chloro-1-methyl-1H-imidazol-2-yl)methanol (0.300 g, 2.05 mmol) in dichloromethane (20.0 mL) at 0 C. The reaction liquid was stirred at room temperature for 4 hours. The reaction liquid was filtered through Celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, n-hexane/ethyl acetate) to obtain 5-chloro-1-methyl-1H-imidazole-2-carbaldehyde (0.289 g, 2.00 mmol, 98%) as a white solid. (0157) 1H-NMR (400 MHz, CDCl3) delta: 3.97 (3H, s), 7.24 (1H, s), 9.70 (1H, s).

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, (5-Chloro-1-methyl-1H-imidazol-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Toray Industries, Inc.; Osada, Yuji; Izumimoto, Naoki; Morita, Yasuhiro; Udagawa, Shuji; Iseki, Katsuhiko; Miyoshi, Tomoya; Iwano, Shunsuke; (38 pag.)US2018/72701; (2018); A1;,
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Imidazole | C3H4N2 – PubChem

Reference of 641571-11-1, The chemical industry reduces the impact on the environment during synthesis 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

To a solution of 7 (100 mg, 0.33 mmol) in NMP (2 mL) was added SOd2 (58 mg,0.49 mmol). The reaction was heated at 90 C for 1 hour before 3 (80 mg, 0.33 mmol)was added. The resulting mixture was stirred at 90 C for 3 hours. The reaction was quenched with water and basified with aqueous NaOH. The mixture was extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography to give 4-methyl-N-(3-(4-methyl-1 H-imidazol-1 -yl)-5-(trifluoromethyl)phenyl)-3-((4-(pyridin-2-yl)pyrimidin-2-yl)amino)benzamide (23 mg, 13%) as a gray solid.

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, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 3543-72-4, name is Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate

EXAMPLE-I Preparation of Ethyl 4-(5-Amino-1-Methyl-1H-Benzo[d]Imidazol-2-yl)Butanoate (Formula-III) To a clean dry flask were charged Iron powder (85 g), Conc. HCl (12.5 ml), and 625 ml of methanol and stirred for 5 minutes at room temperature. The contents were heated to 60-65 C. and maintained for 2 hours. At that temperature ammonium chloride solution was charged and maintained for 15 minutes and subsequently cooled to RT. Compound II (80 g) was added and then the reaction mass was maintained at 60-65 C. for 2 h. The mass was cooled to room temperature, filtered and distilled. To the residue was charged water and The pH adjusted to 7-8 using sodium bicarbonate solution. The Aqueous layer is extracted with ethyl acetate and the organic layer is distilled out completely to the give the title compound as a solid (60 g).

The synthetic route of 3543-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOPHORE INDIA PHARMACEUTICALS PVT. LTD; Pullagurla, Manik Reddy; Rangisetty, Jagadeesh Babu; Presley, S. I. Davis; Nagarapu, Radha; US2013/317234; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 85692-37-1, A common heterocyclic compound, 85692-37-1, name is 1-(1-Methyl-1H-imidazol-2-yl)ethanone, molecular formula is C6H8N2O, 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.

Step 3-Synthesis of 4-[1-(2-aminopyrimidin-4-yl)-3-methyl-1H-indazol-6-yl]-2-(1-methyl-1H-imidazol-2-yl)but-3-yn-2-ol To a solution of 4-(6-ethynyl-3-methylindazol-1-yl)pyrimidin-2-amine (150 mg, 0.6 mmol) in THF (2 mL) at -78 C. under nitrogen was added 2M LDA in THF (0.75 mL, 1.50 mmol). After 5 minutes, 1-(1-methyl-1H-imidazol-2-yl)ethanone (225 mg, 1.81 mmol) in THF (1.0 mL) was added, and after a further 20 minutes the mixture was allowed to warm to RT and stirred for 1.5 hours. The reaction mixture was then cooled to -78 C. and treated with additional 2M LDA in THF (0.3 mL, 0.6 mmol) and 1-(1-methyl-1H-imidazol-2-yl)ethanone (90 mg, 0.6 mmol). After stirring at RT for 4 hr, the reaction mixture was quenched by addition of saturated aqueous NH4Cl (2 mL). The volatiles were removed in vacuo and the mixture was diluted with DCM (10 ml) and washed with water (2 mL), dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography (Biotage, 3-12% methanol gradient in DCM) to give the title compound: 1H NMR (500 MHz, DMSO) delta 2.00 (3H, s), 2.57 (3H, s), 3.92 (3H, s), 6.32 (1H, s), 6.77 (1H, s), 6.98 (2 H, s), 7.03 (1H, d, J=5.5 Hz), 7.15 (1H, s), 7.36 (1H, d, J=8.2), 7.84 (1H, d, J=8.2 Hz), 8.25 (1H, d, J=5.5 Hz), 8.84 (1H, s); LC-MS: m/z=+374.05 (M+H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Genentech, Inc.; US2012/214762; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 31722-49-3, name is 1H-Imidazole-2-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1H-Imidazole-2-carbonitrile

At -78C, 1.6 ml of methylmagnesium bromide (3 M, diethyl ether solution) was added to a tetrahydrofuran (3 ml) solution of 151 mg of 1H-imidazole-2-carbonitrile obtained in Example 82 (step 1), and stirred at that temperature for 1 hour. Aqueous saturated ammonium chloride solution was added to it, extracted with ethyl acetate and chloroform, and the organic layer was dried, and the solvent was evaporated away under reduced pressure to obtain 187 mg of the entitled compound as a yellow solid.

The synthetic route of 31722-49-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1810969; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 33468-69-8, name is 4-(Trifluoromethyl)-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 33468-69-8, Safety of 4-(Trifluoromethyl)-1H-imidazole

Reaction Scheme 14 [00180] Referring to Reaction Scheme 14, Stage 1, a solution of 4-chloro-6-(3,4- dichloro-phenyl)-pyrimidine (leq), 4-(trifluoromethyl)-lH-imidazole (2eq) and potassium carbonate (l . leq) in fert-butanol (lOvol) was heated at 150C in a microwave for 25 minutes. Potassium carbonate (l .leq) was added to the reaction mixture, which was heated at 160C in a microwave for 35 minutes. Water was added and the desired material was extracted with EtOAc. The organic phase was dried with MgS04, filtered and evaporated to dryness. Purification by flash column chromatography (eluent: [99.5:0.5] DCM:MeOH) afforded the target compound.

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.

Reference:
Patent; CHDI, INC.; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia, M.; WINKLER, Dirk; BROOKFIELD, Frederick; DE AGUIAR PENA, Paula, C.; WO2011/91153; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 716-79-0, name is 2-Phenyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 716-79-0

General procedure: To a solution of TBZ (1.0 equiv) (for TBZ-10, 11, 12, 13, 18) or 2-phenyl-1H-benzo[d]imidazole (1.0 equiv) (for TBZ-20) with sodium hydride (1.2 equiv) in DMF for 15 min, then corresponding iodomethane, benzyl bromide, 4-methoxybenzylchloride, 3-nitrobenzyl bromide, 5-(chloromethyl)-1,2,3-trimethoxybenzene(1.0 equiv) was added slowly at room temperature. On completion of the reaction monitored by TLC, the solvent was evaporated and the residue was purified by silica gel chromatography by DCM/MeOH system to afford the final product.

The synthetic route of 716-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Chao; Zhong, Bo; Yang, Simin; Pan, Liangkun; Yu, Siwang; Li, Zhongjun; Li, Shuchun; Su, Bin; Meng, Xiangbao; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3774 – 3780;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 16681-59-7 as follows. Computed Properties of C4H5BrN2

Step 3: 7-Chloro-2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridine (7); To a solution of the tin derivative 6 (24.79 g, 54.05 mmol) and 2-bromo-1-methyl-1H-imidazole (10.4 g, 64.86 mmol) [McCallum, P. W.; Weavers, R. T.: Grimmet, M. R.; Blackman, A. G.; Aust. J. Chem.; 52; 3; 1999; 159-166.1 in toluene (180 mL) Pd[PPh3]4 (5 g, 4.32 mmol) was added and the mixture was refluxed under nitrogen for 2 days, cooled to room temperature. A precipitate was formed which was collected by filtration, washed with Et2O and dried, to afford the title compound 7 as a grey solid (12.72 g, 94% yield). MS (m/z): 250.0 (M+H).

According to the analysis of related databases, 16681-59-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Methylgene, Inc.; US2007/4675; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 1792-40-1, name is 2-Methyl-5-nitro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Methyl-5-nitro-1H-benzo[d]imidazole

General procedure: Conventional Method. A solution of KOH (0.01mol) in water (20 mL) and CS2 (0.01 mol) was added to solution of 4a-d (0.01 mol) in ethanol (20 mL) and then, the mixture was refluxed for 4 hours. After the reaction was completed, monitored by TLC (Ethyl acetate: Hexane, 3:1), the mixturewas cooled down to room temperature and neutralized with diluted HCl (4N). The mixture was left to cool down and the precipitated product was filtrated, washed with H2O andrecrystallized from ethanol. Microwave Method. A solution of 4a-d (0.01 mol) in ethanol(10 mL) and KOH (0.01 mol) in water (5 mL) were taken in a microwave process vial. Then, the mixture was heated under microwave irradiation 300 Watt at 100 C, with stirring and air-jet cooling for 5 min. After the mixture was cooled down, CS2 (0.01 mol) was added to the mixture and then, heated again 300 Watt at 100 C. Completion of reaction was achieved in 10 min. as indicated by TLC. Then, the mixture was neutralized with 4 N HCl and left to cool. The precipitated product was filtrate, washed with H2O and recrystallized from ethanol. 5-[(2-Methyl-5(6)-nitro-1H-benzimidazole-1-yl)methyl]-1,3,4-oxadiazole-2-thiol (5a) M.p. 249-250 C. IR (KBr), nu/cm-1: 3021, 2968, 2698, 1618,1518, 1343, 1250, 1145. 1H-NMR (DMSO-d6, 200 MHz) delta: 14.22 (s, 1H, SH), 8.44 (s, 1H, Ar-H), 8.18 (d, 1H, Ar-H,J=8.8), 7.86 (d, 1H, Ar-H, J=8.8), 5.71 (s, 2H, CH2), 2.42 (s,3H, CH3) ppm. 13C NMR (DMSO-d6, 50 MHz) delta: 14.29, 43.24, 111.38, 115.09, 118.64, 136.14, 142.14, 143.66,157.43, 159.50, 178.73 ppm. Anal. Calcd. For C11H9N5O3S: C, 45.36; H, 3.11; N, 24.04; S, 11.01; Found: C, 45.38; H,3.13; N, 24.05; S, 11.02; ESI-MS: m/z: 292 [M]+.

The synthetic route of 1792-40-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kahveci, Bahittin; Sosan, Nesibe; Mentese, Emre; Yilmaz, Fatih; Revue Roumaine de Chimie; vol. 58; 6; (2013); p. 511 – 515;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem