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 1122-28-7 as follows. name: 4,5-Dicyanoimidazole

Example 19 2-Bromo-4,5-dicyanoimidazole (21) To 1.18 g (10 mmol) 4,5-dicyanoimidazole and 25 ml 0.1 M NaOH was added 1.8 ml Br2 (35 mmol). The mixture was stirred overnight at room temperature and then acidified with dilute HCl. The solid was filtered, rinsed with water and recrystallized from water to give 1.5 g of dicyanobromoimidazole 21 (yield 76.4%).: m.p. 147-149 C.(lit. 141-143 C.); Rf=0.65 (ethyl acetate_methanol=4:1); MS(EI): 198([M+2], 96%), 196 ([M+], 100%),171 (28.5), 169 (29.2), 117 (27.4), 91 (19.0), 64 (20.6), 53 (22.4), 38 (18.8).

According to the analysis of related databases, 1122-28-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; McGill University; US6476216; (2002); B1;,
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. 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8N2O

To a solution of 1,3-dihydro-1,N-methyl-2-oxobenzimidazole (3.185 g, 21.5 mmol) in DMF (60 mL) is added NaH (60% in mineral oil,1.03 g, 25.78 mmol) portionwise at 0 C. After stirring at 0 C for 30 min.2,4-dichloropyrimidine (3.20 g, 21.5 mmol) is added, and the mixture is allowed to stir at 15 C for 12 hrs. The resulting mixture is quenched with water (200 mL) and the mixture is extracted with EtOAc (100 mL x 3), and washed with water (100 mL x 4), dried with Na2SO4 and concentrated in vacuo. The residue is purified by silica gel chromatography (petroleum ether: EtOAc =10:1), to give 2-chloro-4-(1,3-dihydro-3,N-methyl-2-oxobenzimimidazol-1-yl)pyrimidine.

According to the analysis of related databases, 1849-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CS PHARMASCIENCES, INC.; SONG, Yuntao; BRDIGES, Alexander, James; (524 pag.)WO2017/120429; (2017); 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. 10040-98-9, name is 4-Imidazol-1-yl-benzaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C10H8N2O

A mixture of malonitrile (60.0 mg, 0.9 mmol) and 4-(1H-imidazol-1-yl)benzaldehyde (155.0 mg, 0.9 mmol) in anhydrous ethanol ( 4.0 mL) was charged with N-methylmorpholine (0.1 mL, 0.9 mmol) for 2 minutes. To the mixture was added 3-cyclopentyl-1-methyl-1H- pyrazol-5(4H)-one (150.0 mg, 0.9 mmol) in one portion at room temperature. The reaction mixture was stirred at room temperature for 48 hrs. The suspension was filtered under vacuum and off white solid was obtained. The solid was gently washed with hexanes (20 mL) and chilled ethanol (10 mL) and further dried under high vacuum to provide compound 18 as an off white solid (246 mg, 70%).1H NMR (400 MHz, DMSO-d6) delta (ppm): 8.24 (s, 1H), 7.73 (s, 1H), 7.59 (d, J = 8.0 Hz, 2H), 7.30 (d, J = 8.0 Hz, 2H), 7.10-7.08 (d, J = 8.0 Hz, 3H), 4.67 (s, 1H), 3.63 (s, 3H), 2.48 (m, 1H), 1.76-1.28 (m, 8H). MS (ESI): Calcd for C25H18N6O2: 386, found: 387 (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; NANTBIOSCIENCE, INC.; TAO, Chunlin; YU, Chengzhi; POLAT, Tulay; YAN, Chao; RABIZADEH, Shahrooz; THEODORESCU, Daniel; (108 pag.)WO2016/205460; (2016); 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. 7757-21-3, name is (1H-Benzo[d]imidazol-2-yl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 7757-21-3

A solution of 4-bromo-2-iluoropyridine (17.6 mg, 0.1 mmol), (IH- benzo[d]imidazol-2~yl)methanamine HCl salt (2.6.4 mg, 0.12 mmol), cesium carbonate (0.25 mmol) in DMF (1.0 mL) was microwave irradiated at 90 C for lOmin. The solvent wras then removed under vacuum. The residue was dissolved in EtOAc (25 mL), filtered. The organic layer was washed with brine (25 mL), dried and concentrated under vacuum. Purification by chromatography afforded the N-((l H-benzo[d]imidazol-2-yl)methyl)-4-bromopyridin-2- amine.

The synthetic route of 7757-21-3 has been constantly updated, and we look forward to future research findings.

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;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3012-80-4,Some common heterocyclic compound, 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, molecular formula is C9H8N2O, 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: Benzimidazole 1 or 2 (1 mmol)was added to the mixture of TfOH (1 mL) or H2SO4 (2 mL) and arene (2-18 mmol). Reactionmixture was stirred at room temperature for the time as indicated in Table 3 or Scheme 2. Themixture was poured into ice water (30 mL). After extraction with CH2Cl2 (3 ¡Á 30 mL), thecombined extracts were consequently washed with water (50 mL), saturated aqueous solution ofNa2CO3 (30 mL), water (50 mL), dried with anhydrous Na2SO4 and evaporated in vacuo to givecrude products, which was subjected to chromatographic separation on silica gel using petroleumether/diethyl ether as an eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, its application will become more common.

Reference:
Article; Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1962 – 1973;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 6775-40-2, The chemical industry reduces the impact on the environment during synthesis 6775-40-2, name is 5-Phenyl-1H-imidazol-2-amine, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution ofaldehyde (1 mmol), amine (1 mmol), CCl3CN (2 mmol) in PEG-400 (5mL) at 0 oC, a solution of H2O2 (30%) (3mmol)was added drop wise. Then the reaction mixture was stirred at room temperature for 8-12 h. After completion ofthe reaction (monitored by TLC), the reaction mixture was poured into ice water (50 mL). The solid obtained wasfiltered, washed with water and crude product was purified by column chromatography (silica gel, 60-120 mesh)using hexane/ethylacetate (6:4) as eluent.

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-Phenyl-1H-imidazol-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gaddam, Lakshmi Teja; Thata, Sreenivasulu; Adivireddy, Padmaja; Venkatapuram, Padmavathi; Arkivoc; vol. 2019; 6; (2019);,
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. 16681-56-4, name is 2-Bromo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3H3BrN2

I -((2S,3R,4R)-2-cyclopropyl-3-methyl-4-(pyrimidin-2-ylamino)-6-(4 ,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)-3,4-dihydroq uinolin- I (2H)-yl)ethanone (for a preparation see Intermediate 388, 51mg, 0.114 mmol), 2-bromo-IH-imidazole (33.4 mg, 0.227 mmol), potassium carbonate (47.2 mg,0.341 mmol) and PdCI2(PPh3)2 (15.97 mg, 0.023 mmol) were combined in a mixture of I ,4-dioxane(2 mL) and water (0.667 mL) and heated in the microwave reactor at 120 C for I h. The reactionmixture was diluted with EtOAc (25 mL) and water (25 mL). The mixture was run through a 2.5 gcelite cartridge and the layers were separated. The aqueous phase was washed with EtOAc (2x25mL). The organic extracts were dried by passing through a hydrophobic frit and the solvent evaporated in vacuo to give the crude (86 mg). Purification was undertaken by flash column chromatograhpy. The crude material was loaded onto a 10 g silica column and eluted using a graduating solvent system of 0-15% methanol in DCM. Appropriate fractions were combined and thesolvent removed in vacuo to give the product (15.5 mg) as a clear oil.LCMS (2 mm Formic): Rt = 0.56 mi [MH] = 389.

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 16681-56-4.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
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 51605-32-4 as follows. Recommanded Product: Ethyl 5-methyl-1H-imidazole-4-carboxylate

A. To a stirred suspension of ethyl 4-methyl-1H-imidazole-5-carboxylate (2.00 g, 13.0 mmol) in acetonitrile (25 mL) and chloroform (25 mL) was added N-bromosuccinimide (2.31 g, 13.0 mmol). The reaction mixture was stirred under nitrogen atmosphere for 20 h, then concentrated in vacuo. The residue was dissolved in ethyl acetate (100 mL) and washed with saturated aqueous sodium bicarbonate (50 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography eluding with 50percent ethyl acetate in hexanes to afford ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate as a light yellow solid (1.88 g, 62percent): 1H NMR (300 MHz, CDCl3) delta 4.35 (q, J=7.1 Hz, 2H), 2.51 (s, 3H), 1.37 (t, J=7.1 Hz, 3H); MS (ES+) m/z 233.1 (M+1), 235.1 (M+1).

According to the analysis of related databases, 51605-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dales, Natalie; Fonarev, Julia; Fu, Jianmin; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Pokrovskaia, Natalia; Raina, Vandna; Sun, Shaoyi; Zhang, Zaihui; US2009/156615; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 401567-00-8, 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. 401567-00-8, name is 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

4.1.19. 5-Cyano-2-(4-isopropoxyphenoxy)-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole and 6-cyano-2-(4-isopropoxyph-enoxy)-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole (18) To a solution of 17 (0.60 g, 2.0 mmol) and 4-isopropoxyphenol(0.46 g, 3.0 mmol) in DMF (10 mL) was added Cs2CO3 (1.9 g,5.9 mmol), and the mixture was stirred at room temperatureovernight. The reaction was quenched by addition of water, andthe resulting mixture was extracted with AcOEt. The combinedorganic layer was washed with brine, dried over Na2SO4 and con-centrated under reduced pressure. The residue was puried bysilica gel column chromatography (n-hexane/AcOEt = 3:1) toafford the product 18 (0.83 g, 99%, 1:1 regioisomeric mixture)asa pink oil.1H NMR (500 MHz, CDCl3) d 7.83 (s, 1/2H), 7.68 (d, J = 1.1 Hz,1/2H), 7.59 (d, J = 8.0 Hz, 1/2H), 7.51-7.47 (m, 1H), 7.44 (d,J = 8.0 Hz, 1/2H), 7.26-7.23 (m, 2H), 6.96-6.93 m, 2H), 5.56 (s,1H), 5.56 (s, 1H), 4.56-4.51 (m, 1H), 3.68-3.64 (m, 2H), 1.36 (d J = 6.0 Hz, 6H), 0.99-0.93 (m, 2H), 0.01 to 0.04 (m, 9H); ESI-TOF-HRMS calcd for C23H29N3O3Si (m/z) [M+Na]+ 446.1870, found446.1870.

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-Chloro-1H-benzo[d]imidazole-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Okazaki, Shogo; Noguchi-Yachide, Tomomi; Sakai, Taki; Ishikawa, Minoru; Makishima, Makoto; Hashimoto, Yuichi; Yamaguchi, Takao; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5258 – 5269;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 4857-06-1, A common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, 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.

To 38.1 g (0.250 mol) 2-chlorobenzimidazole, 25.6 g 0.275 mol) aniline in 250 ml NMP 26.4 g(0.275 mmol) methane sulfuric acid is added. The reaction mixture is stirred at 100 00 for 3 hunder nitrogen. The reaction mixture is poured on a saturated solution of sodium hydrogencarbonate in water. The water phase is extracted with ethyl acetate. The organic phase is 3times washed with water and the organic phase is dried with magnesium sulfate. The solvent is removed in vacuum. The product is decocted in 100 ml dichloromethane.Yield 43.6 g (83%)The above reaction is carried out according to a procedure given in US20090186879 (page 57).1H NMR (400 MHz, DMSO-d6): oe = 10.9(s, 1H), 9.38 (s, 1H), 7.29-7.36(d, 2H), 2.29-7.36(m,4H), 6.96-7.02(m, 2H), 6.91-6.94 (m, 1H).

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; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; BARDON, Kristina; NAGASHIMA, Hideaki; (315 pag.)WO2017/56055; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem