Month: May 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. 930-62-1, name is 2,4-Dimethylimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H8N2

2, 4-dimethylimidazole (1.58 g, 16.45 mmol) was dissolved in N, N-dimethylamine (60 mE). In an ice bath, to the solution was added sodium hydride (60% in mineral oil) (1.05 g, 26.3 mmol) slowly. The reaction mixture was reacted for 30 minutes in an ice bath, and then in an ice bath the reaction solution was added dropwise to a solution of compound 1-c (5.0 g, 17.6 mmol) in N, N-dimethylformamide (100 mE) slowly. The reaction mixture was reacted at 0 C. for 10 minutes, and then diluted with ethyl acetate (300 mE). The organic layer was separated, washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, to obtain 20-d (4.0 g, 71.0%). EC-MS (ESI): mlz=342.9, 344.9 (M+H7.

The synthetic route of 930-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI YINGLI PHARMACEUTICAL CO., LTD; XU, Zusheng; (174 pag.)US2016/214994; (2016); 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. HPLC of Formula: C7H7N3

General procedure: A mixture of aldehyde (1 mmol), 2-amino benzimidazole (1 mmol), and malononitrile (1 mmol) in PEG-400 (4 ml) and water (1 ml) solution were refluxed for 6-8 h. The progress of reaction was monitored by TLC using petroleum ether-ethyl acetate (6:4) as a solvent system. After completion of the reaction, 200 ml water was added and the solution was stirred for 2-3 h, the solid obtained was filtered to give the corresponding product with high purity without the need of column chromatography for further purification.

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

Reference:
Article; Survase, Dattatray; Bandgar, Babasaheb; Helavi, Vasant; Synthetic Communications; vol. 47; 7; (2017); p. 680 – 687;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 760212-58-6,Some common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, molecular formula is C19H13BrN2, 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.

Synthesis of Intermediate 5-D: In a 250ml three-necked round flask, added was Intermediate 5-C(11.5g, 0.03mol), and 120ml dried THF that underwent treatment with Na /Benzophenone. Liquid nitrogen was used to cool reaction to -78C. While stirring, slowly added dropwise 14.5ml of n-butyllithium (0.036mol, 2.5mol·L-1), and Triisopropyl borate 9.96ml (8.12g, 0.043mol). After the addition was completed, stirred to room temperature. Adding an appropriate amount of dilute hydrochloric acid, hydrolysis, extraction with ethyl acetate, the combined organic phases. The organic solvent was removed by rotary evaporation to give the crude product. After recrystallization from ethanol to give a white solid 7.23g, yield 76.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; Kunshan Visionox Display Co., Ltd.; Tsinghua University; Beijing Weixinnuo Science And Technology Co., Ltd.; Qiu, Yong; Liu, Fei; Li, Yinkui; (36 pag.)CN102977129; (2016); B;,
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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. 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-1H-benzo[d]imidazole

Step 3: Under the protection of nitrogen, 2-chlorobenzimidazole (1.41 g, 9.2 mmol) and phenylboronic acid were added to the reaction vessel. (1.02 g, 8.4 mmol), tetrakistriphenylphosphine palladium (0.09 g, 0.08 mmol), potassium carbonate (3.48 g, 25.2 mmol), toluene 60 mL, ethanol 20 mL, and distilled water 20 mL, and stirred at 120 C for 3 h. After the end of the reaction, the reaction was quenched with distilled water, extracted with ethyl acetate, and the organic layer was dried over MgSO 4 After purification by silica gel column chromatography, Intermediate 73-3 (1.22 g, 75%).

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; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (34 pag.)CN108409668; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, 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. Application In Synthesis of 2-(1H-Imidazol-1-yl)acetonitrile

A 25 mL flask is charged with powdered KOH (239 mg, 4.26 mmol), DMSO (5 mL), purged with Argon and is cooled at 10C with a water bath. A solution of 2-imidazol-1-ylacetonitrile (228 mg, 2.13 mmol) and CS2 (257 mu, 4.26 mmol) in DMSO (2 mL) is then added slowly to give an orange mixture. The cooling bath is removed and the reaction is stirred at room temperature for 15 minutes. A solution of [2-chloro-1-[2-chloro-4-[(6-methoxy-3-pyridyl)oxy]phenyl]ethyl] methanesulfonate (620 mg, 1.59 mmol) in DMSO (2 mL) is then added dropwise. After 4 hours, the reaction mixture is poured into H20 (15 mL). The aqueous phase is extracted with dichloromethane, the combined organic phases are washed with brine, dried with Na2S04, filtered and are evaporated to give a crude pale yellow residue. Purification by chromatography on silica gel (heptanes / EtOAc, 1 :1?1 :3?1 :4) afford (2E)-2- [4-[2-chloro-4-[(6-methoxy-3-pyridyl)oxy]phenyl]-1 ,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile (compound l.bj.25) as a white foam. Mp = 88-91 C. H-NMR (400 MHz, CDCI3): delta = 7.96 (d, J = 3.0 Hz, 1 H), 7.63 (s, 1 H), 7.50 (d, J = 8.9 Hz, 1 H), 7.31 (dd, J = 3.0, 8.9 Hz, 1 H), 7.16 (s, 1 H), 7.05 (t, J = 1.3 Hz, 1 H), 6.97 (d, J = 2.7 Hz, 1 H), 6.88 (dd, J = 2.7, 8.5 Hz, 1 H), 6.79 (d, J = 8.5 Hz, 1 H), 5.65 (dd, J = 5.1 , 8.3 Hz, 1 H), 3.95 (s, 3H), 3.92 (dd, J = 5.1 , 12.0 Hz, 1 H), 3.74 (dd, J = 8.3, 12.0 Hz, 1 H). MS (ESI): m/z = 443, 445 (M+1 ).

The synthetic route of 2-(1H-Imidazol-1-yl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; GAGNEPAIN, Julien Daniel Henri; MAITY, Pulakesh; RAJAN, Ramya; JEANMART, Stephane Andre Marie; LAMBERTH, Clemens; WO2015/162271; (2015); 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 2302-25-2 as follows. name: 4-Bromo-1H-imidazole

In nitrogen atmosphere to 5.0g (34mmol) 4-bromo-1H-imidazole, 7.14g (35mmol) Iodobenzene, 0.27g (4.25mmol) copper, 3.5g (25.3mmol) drying solvent xylene potassium carbonate in the reflux time 3 180 C senses a rotation velocity of the disk. 100 ml toluene cooled and room temperature after reaction adding woman star and aspiration filtered out, after silica gel column, then concentrated, acetic acid ethyl/methanol mixed solvent film by cleaning the solid compound (4.0g) of 53% are obtained.

According to the analysis of related databases, 2302-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Choe, Don Soo; Jo, Yun Hwan; (92 pag.)KR2015/80966; (2015); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 4857-06-1, These common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]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.

Scheme 1Intermediate A1 : 2-Chloro-1-(tetrahvdropyran-2-yl)-1 H-benzimidazoleA 10 I reactor is charged under argon and with stirring with 2.5 I of THF, 180 g of 2- chlorobenzimidazole (1.18 mol) and 325 ml of 3,4-dihydro-2H-pyran (6.56 mol, 3 eq.). The reactor is heated until dissolution takes place (temperature of the medium: 40C). Then 6.3 g of para-toluenesulphonic acid (0.033 mol, 0.028 eq.) are introduced. The temperature is maintained at between 49 and 52C for 2.5 hours. The system is cooled to 12C and 7.65 g of sodium methoxide (0.142 mol, 0.12 eq.) are added, with stirring maintained, over a total time of 15 minutes. The temperature is then brought to 18C, 5 I of n-heptane are added, and the whole is filtered over 300 g of Clarcel FLO-M, the retentate being washed with 5 I of n- heptane. The filtrate is concentrated to dryness under reduced pressure to give 292.6 g of 2- chloro-1-(tetrahydropyran-2-yl)-1 H-benzimidazole in the form of a slightly yellow oil (quantitative yield). 1H NMR (400 MHz, DMSO-d6): 1.42 to 2.01 (m, 5H); 2.21 to 2.34 (m, 1 H); 3.69 to 3.78 (m, 1 H); 4.12 (d, J=1 1.4 Hz, 1 H); 5.72 (dd, J=2.4 and 1 1.2 Hz, 1 H); 7.22 to 7.34 (m, 2H); 7.62 (d, J=7.2 Hz, 1 H); 7.78 (d, J=7.2 Hz, 1 H).

The synthetic route of 4857-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; AROKIASSAMY, Nathalie; BILLOT, Pascal; CARRY, Jean-Christophe; CLAVIERES, Patrick; CLERC, Francois; CROCQ – STUERGA, Veronique; LACHAUD, Sylvette; LIENARD, Philippe; MENEGOTTO, Jerome; SCHIO, Laurent; WO2012/66486; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 152628-02-9, These common heterocyclic compound, 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]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.

Under the stream of nitrogen, the 4-methyl-6-(1-methyl-1H- benzimidazole-2-yl)-2-propyl-1H-benzimidazole of 50g was added to and stirred in isopropanol of 150ml and dimethyl sulfoxide of 50ml and potassium t-butoxide of 20.28g were added thereto, slowly heated, and stirred at 40~45C for 1 hour. The reaction mixture was cooled to 30~35C and the methyl 2-[4-(bromomethyl) phenyl] benzoate of 55.14g was added into the reaction mixture, which was stirred for 6 hours. The purified water of 250ml was added into the mixture and stirred at 20~25C for 1 hour. The resulting crystals were filtered and sequentially washed with purified water of 50ml and acetone of 50ml and dried to obtain the methyl 2-(4-{[4-methyl-6-(1-methyl-1H- benzimidazole-2-yl)-2-propyl-1H- benzimidazole-1-yl]methyl}phenyl)benzoate of 82.58g (yield of 95.1%).[88] m/e 528.6(parent ion); 1H NMR(DMSO-d6) delta0.99(t, 3H, J=7.24Hz), 1.73~1.88(m, 2H), 2.64(s, 3H), 2.92(t, 2H, J=7.42Hz), 3.50(s, 3H), 3.84(s, 3H), 5.64(s, 2H), 7.12~7.32(m, 6H), 7.33~7.82(m, 8H)

The synthetic route of 152628-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONG WHA PHARM. CO., LTD.; OH, Yoon-Seok; LIM, Jae-Kyung; CHOI, Jung-Uk; KWON, O-Jin; LEE, Jun-Sang; WO2011/102645; (2011); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 641571-11-1, A common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, molecular formula is C11H10F3N3, 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.

0 ~ 5 ,A solution of 3- (4-methyl-1H-1-imidazolyl) -5-trifluoromethylaniline (24.1 g, 0.1 mol)Acetyl chloride (11.7 g, 0.15 mol) and dichloromethane (150 mL) were added to a three-necked reaction flask,Triethylamine (15.0 g, 0.15 mol) was added dropwise with stirring,After that,Heating up to 25 ~ 35 ,Reaction for 2 hours,TLC detection, to the raw material reaction completely.The reaction solution was poured into ice water, and the layers were allowed to stand. The aqueous phase was extracted with methylene chloride, the organic phase was combined, washed with 10% sodium hydrogencarbonate solution, dried, the solvent was removed under reduced pressure,Get like white solidN- [3- (4-methyl-1H-1-imidazolyl) -5-trifluoromethylbenzene] acetamide (III)(Acetyl-protected compound of formula II)

The synthetic route of 641571-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzhou Lixin Pharmaceutical Co., Ltd.; Xu Xuenong; Bao Zhijian; Su Jian; Xue Jia; Gu Xinyu; Huang Dongliang; Chen Wei; Wang Zhe; (6 pag.)CN107188887; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 1072-84-0, name is 1H-Imidazole-4-carboxylic 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. Recommanded Product: 1H-Imidazole-4-carboxylic acid

Example 85 To a solution of 200 mg of 4-[(E)-2-(2,6-dimethylphenyl)vinyl]piperidine monohydrochloride in 5 ml of dimethylformamide, 111 mul of triethylamine, 107 mg of imidazole-4-carboxylic acid, 161 mg of 1-hydroxybenzotriazole and 228 mg of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride were added at ambient temperature. After stirring at ambient temperature overnight, the reaction mixture was concentrated under reduced pressure. After 50 ml of chloroform and 15 ml of saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, the organic layer was fractionated and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform-methanol-ammonia water) to give 280 mg of colorless oil. The oil obtained was dissolved in 2 ml of ethanol, and 226 mul of 4N hydrochloric acid-ethyl acetate was added to the solution. The precipitated crystals were collected by filtration and washed with diethyl ether. The crystals were recrystallized from ethanol-diethyl ether to give 191 mg of 4-[(E)-2-(2,6-dimethylphenyl)vinyl]-1-(1H-imidazol-4-ylcarbonyl)piperidine monohydrochloride.

The synthetic route of 1H-Imidazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; Kotobuki Pharmaceutical Co., Ltd.; EP1602645; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem