Tag: M.W=100-200

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 934-32-7 as follows. Recommanded Product: 1H-Benzo[d]imidazol-2-amine

General procedure: A mixture of ethyl acetoacetate and/or acetylacetone (1 mmol) or malononitrile(1.1 mmol), 2-aminobenzimidazole (1 mmol), aldehyde (1 mmol) and [PVPH]ClO (30 mg, 6.84 mol %) was heated at 100 C in an oil bath for the appropriate time.After completion of the reaction [monitored by thin layer chromatography (TLC): nhexane:ethyl acetate (3:1)], the reaction mixture was cooled to room temperatureand EtOH (5 mL) was added to it and filtered to separate the catalyst. Afterevaporation of the solvent from the filtrate, the crude solid product wasrecrystallized from ethanol to obtain pure A or B products.The spectral [IR, proton ( 1H) NMR and 13C NMR] data of new compounds arepresented below.

According to the analysis of related databases, 934-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Abedini, Masoumeh; Shirini, Farhad; Mousapour, Maryam; Goli Jolodar, Omid; Research on Chemical Intermediates; vol. 42; 7; (2016); p. 6221 – 6229;,
Imidazole – Wikipedia,
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Synthetic Route of 3034-38-6,Some common heterocyclic compound, 3034-38-6, name is 5-Nitro-1H-imidazole, molecular formula is C3H3N3O2, 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.

A mixture of HNim (0.2 mmol,0.027 g), AgNO3 (0.4 mmol, 0.068 g), ammonia (25%,10.0 mL) was stirred for 30 min in air and then transferred and sealed in a 25-mL Teflon-lined reactor andheated at 120C for 60 h, and then cooled to roomtemperature at a rate of 5C/h. Yellow block crystals of I were obtained in 67% yield based on silver.

The synthetic route of 3034-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou; Lu; Luo; Chen; He; Dong; Russian Journal of Coordination Chemistry; vol. 44; 12; (2018); p. 812 – 817;,
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Related Products of 75370-65-9, The chemical industry reduces the impact on the environment during synthesis 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, I believe this compound will play a more active role in future production and life.

To a solution of 3-aminomethyl-6-trifluoromethylpyridine (lg, 4.7 mmol) in THF (30 mL) was added CDI (2.1 mol eq) and the mixture was heated at 70C overnight. The reaction mixture was evaporated, water was added and the aqueous phase was extracted with EtOAc (3×20 mL). The recombined organic phases were anhydrified over Na2SO4 and evaporated at reduced pressure. The oil obtained (0.96g, 3.5 mmol) was dissolved in DMF (20 mL) and the bicyclic amine la was added (0.8 mol eq), then the mixture obtained was heated at 100C overnight. The solvent was removed at reduced pressure and the residue was purified by crystallization from a mixture of MeOH/EtOAc to obtain the product as a pale yellow solid (0.42g, 1.2 mmol, 34% Yield). ‘HNMR (DMSO, 400 MHz) delta 4.43 (bs, 2H), 6.64 (d, 1H, J=6), 6.83 (t, 1H, J=8), 6.96 (d, 2H, J=8), 7.89 (d, 1H), 8.03 (d, 1H), 8.42 (bs, 1H), 8.72 (s, 1H), 10.07 (bs, 1H), 10.59 (bs, 1H). [M+1] 351.80 (C15H12F3N5O2 requires 351.28).

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-Amino-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
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Synthetic Route of 583-39-1, 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. 583-39-1, name is 2-Mercaptobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Benzyl chloride or 1-iodopropane, 89.25 mmol, and potassium carbonate, 170.0 mmol, were added to a solution of 85.0 mmol of 1,3-dihydro-2H-benzimidazole-2-thione in 140 mL of acetone. The mixture was refluxed for 3 h with stirring and poured into water with stirring to dissolve inorganic com-ponents. The precipitate was filtered off and washed with water and methanol. Compound 1b was dried and recrystallized from 20 mL of methanol. Compound 1a required no additional purification. Compound 1a. Yield 93%, colorless crystals, mp 180-181C. 1 H NMR spectrum, delta, ppm: 4.56 s (2H, CH 2 ), 7.07 t (2H, H arom , J = 4.0 Hz), 7.21 t (1H, H arom , J = 6.8 Hz), 7.28 t (2H, H arom , J = 7.2 Hz), 7.35-7.45 m (4H, H arom ), 12.04 br.s (1H, NH). Compound 1b. Yield 55%, colorless crystals, mp 151-152C. 1 H NMR spectrum, delta, ppm: 1.07 t (3H, CH 3 , J = 7.2 Hz), 1.80 sext (2H, CH 2 , J = 6.8 Hz), 3.25 t (2H, CH 2 , J = 7.2 Hz), 7.05 s (2H, H arom ), 7.37 s (1H, H arom ), 12.27 s (1H, NH).

The synthetic route of 2-Mercaptobenzimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kharaneko; Russian Journal of Organic Chemistry; vol. 54; 9; (2018); p. 1363 – 1368; Zh. Org. Khim.; vol. 54; 9; (2018); p. 1350 – 1354,5;,
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Application of 50995-95-4, A common heterocyclic compound, 50995-95-4, name is 2-Propylimidazole, molecular formula is C6H10N2, 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 1-L round-bottomed flask, 2-propylimidazole (15.0 g, 136 mmol) and I2 (110 g, 435mmol) were suspended in a mixture of CHCl3 (350 mL) and 2 M NaOH aqueous solution (350mL), and the mixture was stirred at room temperature of 45 h. To this mixture, a saturatedNa2S2O3 aqueous solution until the excess amount of I2 was quenched, the mixture was leftstand until the mixture separate to aqueous and CHCl3 layers. The CHCl3 layer was removedby using dropping funnel, then the aqueous layer was neutralized with acetic acid and asaturated NaHCO3 aqueous solution. The resulting precipitate was collected by filtration andwashed with water, then dried in vacuo at 60 C, to give 11 (43.7 g, 85%) as a soft yellowpowder;

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:
Article; Murata, Tsuyoshi; Yamamoto, Yosuke; Yakiyama, Yumi; Nakasuji, Kazuhiro; Morita, Yasushi; Bulletin of the Chemical Society of Japan; vol. 86; 8; (2013); p. 927 – 939;,
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Synthetic Route of 1615-14-1, A common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, molecular formula is C5H8N2O, 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 3: The synthesis of compound BS-TE-418 Sodium hydride (15 mg, 0.34 mmol) is added to a solution of 5-chloromethyltetrandrine (120 mg, 0.17 mmol) and 1-(2-hydroxyethyl)imidazole (20 mg, 0.25 mmol) in acetonitrile (3 mL). The reaction solution is heated up to 75 C and stirred for 2 hours. Afterwards, the reaction solution is filtered, and the filtrate is concentrated to obtain a crude product, which is then separated and purified with preparative chromatography to give compound BS-TE-418 (20 mg, 18%) as a white solid powder. LC-MS: 1.07min (95.52%), m/z 747 [M+H]+, 374 [1/2 M+H]+. 1H NMR (300 MHz, CD3OD) delta 7.60 (s, 1H), 7.45 (dd, J = 8.4 Hz, 1.8 Hz, 1H), 7.10 (s, 1H), 7.07 (dd, J = 8.4 Hz, 2.7 Hz, 1H), 6.94-6.91 (m, 2H), 6.86 (dd, J = 8.1 Hz, 1.8 Hz, 1H), 6.77 (d, J = 8.4 Hz, 2.4 Hz, 1H), 6.67 (s, 1H), 6.53 (d, 1H), 6.41 (dd, J = 8.1 Hz, 2.1 Hz, 1H), 4.02 (m, 1H), 3.88 (s, 3H), 3.61 (s, 3H), 3.34 (s, 3H), 3.21 (s, 3H), 2.65 (s, 3H), 2.22 (s, 3H).

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; Hangzhou Bensheng Pharmaceutical Co., Ltd.; XU, Rongzhen; RONG, Frank; XIE, Fuwen; LAI, Hongxi; EP2767538; (2014); A1;,
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Imidazole | C3H4N2 – PubChem

Synthetic Route of 1003-21-0,Some common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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.

Intermediate 43: step b (4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methanone Ethyl magnesium bromide (3.0 M in diethyl ether, 21.5 mL, 64.4 mmol) was added via syringe over a few minutes to a clear colorless solution of 5-bromo-l -methyl- IH-imidazoie (10.4 g, 64.4 nimol) i THF (100 niL) under a. nitrogen atmosphere in an ice bath, A white precipitate formed during the addition. The mixture was removed from the ice bath and was stirred for 20 minutes, then was again cooled i an ice bath before addition of 4-chloro-N-methoxy-A’r-mefhyibenzamide (10.7 g, 53.6 mmol, Intermediate 43: step a). The resulting white suspension was stirred overnight at room temperature. The reaction was quenched by addition of saturated aqueous NH4CI and diluted with water. The mixture was partially concentrated to remove THF and was diluted with DCM. The mixture was acidified to pH 1 with 1 N aqueous HCl, then neutralized with saturated aqueous NaHC(. The phases were separated and the aqueous phase was further extracted with DCM. The organic extracts were washed with water, then were dried (Na2S0 ), filtered, and concentrated, affording a white solid. The crude product was triturated with a mixture of F,tOAc:heptanes (1 : 1 , 150 ml,). The precipitated solid was collected by vacuum filtration, washing with heptanes, to afford the title compound.

The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.

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.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
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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 2735-62-8 as follows. category: imidazoles-derivatives

General procedure: 2-(1-Methyl-1H-benzo[d]imidazol-2-yl)acetonitrile (171 mg, 1.0 mmol), t-BuOK (112 mg, 1.0 mmol), and dry THF (5 mL) were stirred for 30 min at room temperature. To the resulting mixture 3-(phenylethynyl)quinoxaline-2-carbonitrile 1a (128 mg, 0.5 mmol) was added by portions. The reaction mixture was stirred for 48 h at room temperature and then evaporated to dryness without heating. The residue was treated with some drops of acetic acid. After evaporation it was mixed with silica gel and purified by flash column chromatography on silica gel (2.5×40 cm) with CHCl3 as the eluent. The first fraction recovered was 1a (32 mg, 25%). The orange fraction was collected and purified additionally by flash column chromatography on Al2O3 (2.5×20 cm) with CHCl3 as the eluent. The orange red fraction with Rf 0.65 gave 5e (48 mg, 24%).

According to the analysis of related databases, 2735-62-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nguyen, Huong T.L.; Gulevskaya, Anna V.; Pozharskii, Alexander F.; Nelina-Nemtseva, Julia I.; Tetrahedron; vol. 70; 31; (2014); p. 4617 – 4625;,
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Imidazole | C3H4N2 – PubChem

Related Products of 57531-37-0, 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. 57531-37-0, name is 2-Chloro-5-nitroimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 4 Preparation of (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole To N,N-dimethylformamide (2.5 ml) solution of (R)-2-methylglycidyl-4-nitrobenzenesulfonate (0.5 g, 96.5percent e.e.) were added 2-chloro-4-nitro-1H-imidazole (0.324 g) and potassium carbonate (0.330 g) at a room temperature. After being stirred the reaction mixture at 50°C for 4 hours, the mixture was cooled to a room temperature, and was poured in water to cease the reaction. Extracted with ethyl acetate, and the extract was washed with water and an aqueous solution being saturated with sodium chloride in this order, then dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure to obtain yellow solid product. The thus obtained yellow solid product was purified by use of a silica gel column chromatography (eluent: n-hexane/ethyl acetate = 7/3), there was obtained (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole (0.341 g, yield: 85.6percent) as pale yellow crystals. Melting point: 65.5 – 67.0°C 1H-NMR (CDCl3) delta(ppm): 1.39 (3H, s), 2.62 (1H, d, J=3.6Hz), 2.79 (1H, d, J=3.6Hz), 3.99 (1H, d, J=14.7Hz), 4.38 (1H, d, J=14.7Hz), 7.87 (1H, s). Optical purity: 95.4percent e.e. The optical purity was determined by use of high performance liquid chromatography (HPLC) under the following conditions. Column: CHIRALPAK AD (4.6 mmphi* 250 mm) [manufactured by Daicel Chemical Industries, Ltd.] Moving bed: n-hexane/ethanol = 850/150 Flow velocity: 1.0 ml/minute Detection wave length: 254 nm.

The synthetic route of 2-Chloro-5-nitroimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Company, Limited; EP1553088; (2005); A1;,
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. 2403-66-9, name is 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol

3-(Benzimidazol-2-yl)propan-1-ol (0.40 g, 2.27 mmol) was dissolved in acetonitrile (11 mL) potassium hydroxide (0.15 g, 2.67 mmol) was added, and the mixture was refluxed for 30 min. 2-(Chloromethyl)quinoline (0.40 g, 2.26 mmol) was added, and the mixture was refluxed overnight.

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 2403-66-9.

Reference:
Article; Shelton, Kerri L.; DeBord, Michael A.; Wagers, Patrick O.; Southerland, Marie R.; Williams, Travis M.; Robishaw, Nikki K.; Shriver, Leah P.; Tessier, Claire A.; Panzner, Matthew J.; Youngs, Wiley J.; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 421 – 439;,
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Imidazole | C3H4N2 – PubChem