Tag: M.W=100-200

Electric Literature of 2302-25-2, The chemical industry reduces the impact on the environment during synthesis 2302-25-2, name is 4-Bromo-1H-imidazole, I believe this compound will play a more active role in future production and life.

To a mixture of 4-bromo-1 H-imidazole (1.0 g, 6.8 mmol) in THF (15 ml) was added NaH(327 mg, 8.16 mmol) at 0C. The mixture was stirred at ooc to RT for 0.5 h. SEMCI (1.45 ml, 8.165 mmol) was added dropwise and the reaction mixture was stirred at RT for 2 h. The reaction mixturewas quenched with water and extracted with DCM. The organic layer was dried (Na2S04), filteredand concentrated in vacuo to give the crude product which was purified by silica gelchromatography (10-100% EtOAc/Heptane, then 0-15%MeOH/DCM) to afford 4-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1 H-imidazole (1.36 g, MS: 279.3 [M+H+]).

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, 4-Bromo-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CHEUNG, Atwood; CHIN, Donovan Noel; DALES, Natalie; FAZAL, Aleem; HURLEY, Timothy Brian; KERRIGAN, John; O’BRIEN, Gary; SHU, Lei; SUN, Robert; SUNG, Moo; WO2014/28459; (2014); 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. 934-32-7, name is 1H-Benzo[d]imidazol-2-amine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

(0851) The reaction is carried out as described in example 2, except that 1,3-dibromo-2-fluoro-benzene is used instead of 1,4-dibromo-2-fluoro-benzene. 1H NMR (400 MHz, CDCl3): ^ = 7.81-7.89 (m, 4H), 7.57-7.67 (m.4H), 7.46-7.50 (m, 1H), 7.36- 7.44 (m, 2H), 7.20 (t, 1H).

The synthetic route of 934-32-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; NAGASHIMA, Hideaki; (320 pag.)WO2017/56053; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 26663-77-4, 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. 26663-77-4, name is Methyl benzimidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: A mixture of compound 1 (520 mg, 3 mol) and 2M NaOH (5 ml) in MeOH (10 ml) and THF (10 ml) was stirred 70C for overnight. TLC was used to monitor the reaction. The mixture was then concentrated to a residue, added water (30mL) and used citric acid to adjust PHto 5-6. Extracted with EA, the organic layer was separated, washed, dried, filtered and concentrated to get compound 4 as yellow solid (320 mg, 67%)

The chemical industry reduces the impact on the environment during synthesis Methyl benzimidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; VAN DUZER, John, H.; MAZITSCHEK, Ralph; WO2014/121062; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 570-22-9, These common heterocyclic compound, 570-22-9, name is 1H-Imidazole-4,5-dicarboxylic acid, 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.

In a dried f[ask, to 25 g (157 mmo[) 1H-imidazo[e-4,5-dicarboxy[ic acid in 334 mL of to[uene, 12.1 mL DMF and 94 mL (1.29 mo[) thiony[ ch[oride were added. The mixture was stirred for 24 h at 80C.The mixture was concentrated under reduced pressure. 100 mL to[uene were added and the mixture was concentrated under reduced pressure to give 35.5 g of thetit[e compound as crude materia[ which was used at the same day without further purification for subsequent steps.

The synthetic route of 570-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERSTAFF, Jens; WAGNER, Sarah; BASTING, Daniel; GOLZ, Stefan; BENDER, Eckhard; LI, Volkhart Min-Jian; LIENAU, Philip; LIU, Ningshu; SIEGEL, Franziska; BAUSER, Marcus; SUeLZLE, Detlev; HOLTON, Simon; BAIRLEIN, Michaela; BUCHGRABER, Philipp; BALINT, Jozsef; WO2015/150449; (2015); A2;,
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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1003-21-0

5-Bromo-1-methyl-1H-imidazole (1.36 mL, 0.5 M in DCM over 3 A molecular sieves, 0.678 mmol) was treated with EtMgCl (0.325 mL, 2.09 M in THF, 0.678 mmol) dropwise under argon with stirring at room temperature over 1 minute, and the resulting translucent/semi-opaque reaction was stirred at room temperature for 20 minutes. This was treated dropwise over 2 minutes with a solution of 3-benzyl-6-(4-fluorobenzoyl)-N-methyl-4-(trifluoromethyl)quinoline-2-carboxamide (90.4 mg, 0.194 mmol, Intermediate 35: step f) in DCM (1.2 mL) with stirring at room temperature, and the resulting orange reaction was immediately stirred at 40 C. for 13 hours. The resulting orange opaque mixture was cooled to room temperature, partitioned with 5 M aqueous NH4Cl (3 mL), and the aqueous layer was extracted with DCM (1*5 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated. The residue was dry load flash chromatographed using 2:3 toluene/acetone (isocratic elution) to yield the title compound as a pale yellow foam. 1H NMR (400 MHz, CDCl3) delta ppm 8.32 (s, 1H), 7.88 (d, J=9.09 Hz, 1H), 7.69 (d, J=10.61 Hz, 1H), 7.30-7.38 (m, 3H), 7.10-7.24 (m, 4H), 6.97-7.09 (m, 4H), 6.29 (s, 1H), 4.91 (s, 2H), 3.39 (s, 3H), 2.89 (d, J=5.05 Hz, 3H); MS m/e 549.2 [M+H]+.

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 1003-21-0.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 4532-96-1, name is 1-Isopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Isopropyl-1H-imidazole

(a) 1-Isopropyl-2-(4-methoxybenzenesulphonyl) imidazole Into 20 ml of acetonitrile was introduced 0.1 mol of 1-isopropylimidazole. After that 0.1 mol of 4-methoxybenzenesulphonyl chloride in 20 ml of acetonitrile was added drop-by-drop. The addition took one hour and the temperature increased to 35 C. After one hour stirring at room-temperature 0.11 mol of triethylamine was added to the reaction medium and stirring was maintained for 20 hours. The precipitate which formed was suction-filtered the filtrate was evaporated to dryness and the residue was dissolved in ethyl acetate. After washing with neutral water, the extract was dried and isolated to give 18.3 g of a brownish oil which was purified on a silica column. The elution with ethyl acetate provided 4.5 g of a brownish oil which solidified. In this manner, 1-isopropyl-2-(4-methoxybenzenesulphonyl) imidazole was obtained in a yield of 16%. Purity: 99.9% (high pressure liquid chromatography) M.P.: 84-86 C. (ethyl acetate/n-hexane 1/2) Using the same procedure as that described above 1-benzyl-2-(4-methoxybenzenesulphonyl) imidazole was obtained in the form of a white beige solid. M.P.: 74.5 C. (ethyl acetate/n-hexane 1/2)

The synthetic route of 4532-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi; US4994474; (1991); A;,
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 570-22-9 as follows. name: 1H-Imidazole-4,5-dicarboxylic acid

General procedure: Ethane-1,2-diamine (4a; 60mg; 1mmol) and iminodiacetic acid (5; 266mg; 2mmol) were mixed thoroughly, grinded and subjected to focused microwave irradiation at 135 C for 4 minutes. TLC of reaction mixture over silica gel G using ethyl acetate: MeOH (7:3) as mobile phase showed that the reaction is complete. Crude product, so obtained was purified by crystallization from methanol: water (9.5:0.5) to give pure product 9a. Yield: 83%.

According to the analysis of related databases, 570-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kumar, Anuj; Banerjee, Somesh; Roy, Partha; Sondhi; Sharma, Anuj; Bioorganic and Medicinal Chemistry Letters; vol. 27; 3; (2017); p. 501 – 504;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 614-97-1, 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. 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

5-methyl-i H-i ,3-benzodiazole (0.5 g, 7.6 mmol), Boc anhydride (2.44 g, ii .4 mmol), DMAP (92 mg, 0.76mmol) and triethylamine (2.11 mL, iSmmol) were dissolved in acetonitrile (10 mL). The mixture was stirred at 80C overnight, cooled and solvent was removed in vacuo. Crude product was purified via column chromatography using DCM as eluent. Fractions containing the title compound were combined and concentrated (0.80 g, 46%). UPLC (254nm): RT=3.75 mm, 93.2% purity, [M+H]=233.2.

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-Methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROBIODRUG AG; HEISER, Ulrich; HOFFMANN, Torsten; LUES, Ingeborg; MEYER, Antje; (248 pag.)WO2018/178384; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 57667-50-2, name is 1-Propyl-1H-benzo[d]imidazol-2-amine, 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. Formula: C10H13N3

1 -Propyl- lH-benzimidazol-2-amine (0.600 g, 3.42 mmol), 3-({[(l,l- dimethylethyl)oxy]carbonyl}amino)benzoic acid (0.894 g, 3.77 mmol), EDC (0.722 g, 3.77 mmol), and EtaOAT (0.513 g, 3.77 mmol) were suspended in DMF (10 mL), followed by addition of NMM (0.414 mL, 3.77 mmol). After stirring at room temperature for 72 h, the contents were concentrated in vacuo and the crude product purified by reverse phase EtaPLC (used non-TFA containing mobile phase). The product was collected as a white solid (0.791 g, 59%). LC-MS (ES) m/z = 395.0 (M+Eta)+ 1H NMR (400 MHz, DMSOd6) delta ppm 12.71 (s, IH), 9.46 (s, IH), 8.36 (s, IH), 7.83 (d, J = 7.6 Hz, IH), 7.62 (d, J = 7.6 Hz, IH), 7.51-7.54 (m, 2H), 7.33-7.35 (m, IH), 7.21- 7.25 (m, 2H), 4.23 (t, J = 6.9 Hz, 2H), 1.92-1.95 (m, 2H), 1.50 (s, 9H), 0.94 (t, J = 7.3 Hz, 3H).

The synthetic route of 1-Propyl-1H-benzo[d]imidazol-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; LAFRANCE, Louis, Vincent; LEBER, Jack, Dale; LI, Mei; VERMA, Sharad, Kumar; WO2010/126922; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 50995-95-4, The chemical industry reduces the impact on the environment during synthesis 50995-95-4, name is 2-Propylimidazole, I believe this compound will play a more active role in future production and life.

Preparation of 2-chloro-6-(2-propylimidazol- 1 -vDpurine. Method 1: 2,6-Dichloropurine (0.38 g, 2 mmol) and 2-propylimidazole (1.32 g, 12 mmol) were dissolved in freshly distilled DMF (10 mL), and the mixture was stirred at 65 C for 20 h. Volatiles were evaporated in vacuo, and the residue was dissolved EPO in 0.1 N NaOH/H2O//CH2Cl2 (100 mL/50 mL). The organic phase was extracted with 0.1 N NaOHZH2O (3 x 50 mL). The combined aqueous phase was washed with CH2Cl2 (2 x 50 mL) and neutralized with CO2. The precipitated solid was filtered and washed (H2O) to give 2-chloro-6-(2-propylimidazol-l-yl)purine (0.38 g, 72%): mp 224.5-225 C; UV (MeOH) max 215, 288 nm (epsilon 25 800, 16 700), min 332, 241 nm (epsilon 2500, 4500); 1H NMR (500 MHz, DMSO-J6) delta 14.04 (br s, IH), 8.69 (s, IH), 8.43 (s, IH), 7.06 (s, IH,), 3.12 (t, J= 7.5 Hz, 2H), 1.72 (sext, J= 7.3 Hz, 2H), 0.95 (t, J= 7.3 Hz, 3H); 13C NMR ( 125 MHz, DMSO-^6) delta 157.3, 151.7, 150.2, 147.2, 146.6, 128.9, 122.5, 121.1, 32.4, 21.5, 14.5; HRMS m/z 262.0723 (M+ [Ci1H11ClN6] = 262.0734). Anal. Calcd for CnHnClN6: C, 50.29; H, 4.22; N, 31.99. Found: C, 50.02; H, 4.28; N, 31.64.

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, 2-Propylimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRIGHAM YOUNG UNIVERSITY, TRANSFER TECHNOLOGY OFFICE; WO2006/138396; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem