Tag: M.W=200-300

Electric Literature of 73746-45-9, These common heterocyclic compound, 73746-45-9, name is 5-Iodo-2-methyl-1H-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.

Step C: Triethylamine (13.4 mL, 96.2 mmol) followed by trityl chloride (20.1 g, 72.1 mmol) were added to an ambient temperature solution of 4-iodo-2-methyl-1H-imidazole (ca. 10 g, 48.1 mmol) in methylene chloride (90 mL). After stirring at ambient temperature for 2 days, the reaction mixture was diluted with methylene chloride and washed with water and brine, dried (sodium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-15% acetone/methylene chloride afforded the title compound.

The synthetic route of 73746-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, David; Franklin, Christopher L.; Guzzo, Peter R.; Lin, Linus S.; Lo, Michael M.C.; Nargund, Ravi P.; Sebhat, Iyassu K.; US2010/22598; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 39861-21-7, These common heterocyclic compound, 39861-21-7, name is 4-(5-Chloro-1H-benzo[d]imidazol-2-yl)aniline, 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.

(c) N-[4-(5-Chloro-1H-benzoimidazol-2-yl)-phenyl]-2-cyclohexylmethyl-succinamic acid methyl Ester This compound was prepared by the procedure described in Example 1 part (a) from 4-(5-Chloro-1H-benzoimidazol-2-yl)-phenylamine and (R)-2-(Cyclohexylmethyl) succinic acid 1-methyl ester to give the crude product (2.0 g, 51%), which was used in the next step without further purification.

The synthetic route of 39861-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bekkali, Younes; Betageri, Rajashehar; Emmanuel, Michel Jose; Hickey, Eugene Richard; Liu, Weimin; Patel, Usha R.; Spero, Denice Mary; Thomson, David S.; Ward, Yancey David; Young, Erick Richard Roush; US2001/41700; (2001); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 870837-48-2, 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. 870837-48-2, name is 3-Chloro-4-(1H-imidazol-1-yl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: NaOAc anhydrous (17.6mg, 0.21mmol), the appropriate aldehyde derivative (0.14mmol), and intermediate 6 (25.4mg, 0.07mmol) were dissolved in AcOH (3mL) and stirred at 110C for 16h. After cooling, the mixture was neutralized to pH 8 by addition of NH4OH and extracted with DCM. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, DCM/MeOH 15/1 v/v including 1% of NH4OH) to produce the final target compounds.

The synthetic route of 3-Chloro-4-(1H-imidazol-1-yl)benzaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elkamhawy, Ahmed; youn Kim, Nam; Hassan, Ahmed H.E.; Park, Jung-eun; Yang, Jeong-Eun; Elsherbeny, Mohamed H.; Paik, Sora; Oh, Kwang-Seok; Lee, Byung Ho; Lee, Mi Young; Shin, Kye Jung; Pae, Ae Nim; Lee, Kyung-Tae; Roh, Eun Joo; Bioorganic Chemistry; vol. 92; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 120781-02-4, 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 120781-02-4 as follows.

To the solution of 1.8 g methyl 2-bromo-3-methyl-imidazole-4-carboxylate in mixture ofTHF:MeOH (20 ml_ : 20 mL) at 0C was added a solution of 0.7 g LiOH in H20 (20 mL). After the addition was completed reaction mixture was stirred at 0C for 1 h. Reaction mixture was concentrated under reduced pressure and was diluted with 20 mL of water, acidified with solid KHSO4 and compound was extracted with EtOAc (20 ml x 2). The combined organic layer was washed with brine, dried over Na2S04and concentrated under reduced pressure to afford the title compound as colorless oil (1.5 g, 89.0% yield).1H NMR (400 MHz DMSO-d6): d 7.61 (s, 1 H), 3.82 (s, 3 H).

According to the analysis of related databases, 120781-02-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; GOCKEL, Birgit; SOERGEL, Sebastian; KOERBER, Karsten; (152 pag.)WO2019/137995; (2019); 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. 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-(1H-Benzo[d]imidazol-2-yl)aniline

General procedure: Using a typical scale of 1.0 mmol, 1 (1.0 mmol) was dissolved inanhydrous pyridine (2 mL) in a small round-bottomed flask and themixture was cooled to 40 C after which the acid chloride(2.0 mmol; purchased or prepared as above) in dry THF or DMF(2 mL) was added dropwise over 20 min with vigorous stirring.After 2-6 h the reaction mixturewaswarmed to room temperatureand the solvent reduced under pressure. Without using a work-upthe crude product was purified by column chromatography directlyusing MeOH/DCM mixtures (1:99 to 2:8).

According to the analysis of related databases, 2963-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; L’abbate, Fabrizio P.; Mueller, Ronel; Openshaw, Roxanne; Combrinck, Jill M.; de Villiers, Katherine A.; Hunter, Roger; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 243 – 254;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5395-50-6, name is 1,3,4,6-Tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, 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 5395-50-6, Quality Control of 1,3,4,6-Tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

1 ,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo [4,5-d]imidazole-2,5(1H,3H)-dione (3 g, 11.4 mmol) in tetrahydro-4-pyranol (11 ml, 114 mmol) was dissolved. Then, 0.15 ml nitric acid (65%) was added to the solution and the mixture was heated at 60 C. for 16 hours. Afier the reaction was over, the reaction liquid was cooled and iN NaOH was added around pH 7. Around 100 ml ethyl acetate was used to extract with mixture and the organic phase was washed by saturated NaC1(aq) solution for 2 times. After being dried by Na2504, the solvent was removed. The crude compound was purified by flash chromatography (MC/acetone). The product was obtained colorless viscous oil. ?H NMR (600 MHz, DMSO-d6): oe (ppm) 5.57 (s, 2H), 4.84 (m, 8H), 3.78 (m, 8H), 3.57 (m, 4H), 3.29 (m, 8H), 1.82 (m, 8H), 1.40 (m,8H)

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, 1,3,4,6-Tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rohm and Haas Electronic Materials LLC; Rohm and Haas Electronic Materials Korea Ltd.; Grandbois, Matthew; Kim, Myung Yeol; Ryu, Eui Hyun; Sim, Jae Hwan; Jang, Min Kyung; Lee, Jung-June; (17 pag.)US2017/59991; (2017); 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 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

Synthetic Route of 2963-77-1,Some common heterocyclic compound, 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, molecular formula is C13H11N3, 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: To a well stirred solution of the corresponding 4-(sub:-1Hbenzo[d]imidazol-2-yl)aniline/4-(3H-imidazo[4,5-b]pyridin-2-yl)aniline (3a-f) (1 equiv) and triethylamine (2.5 equiv) indichloromethane was added the appropriate dicarboxylic acid(1 equiv) followed by propylphosphonic anhydride solution(2.5 equiv; 50% solution in ethyl acetate) at 0 C. The reactionmixture was warmed to room temperature and stirred at roomtemperature for 8h (monitored by TLC and LCMS for completion).The reaction mixture was then washed with water, brine driedover anhydrous sodium sulfate and concentrated under reducedpressure. The residue obtained was then purified by flash chromatographyto afford the desired product in good yield and purity asdescribed below.

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

Reference:
Article; Janupally, Renuka; Jeankumar, Variam Ullas; Bobesh, Karyakulam Andrews; Soni, Vijay; Devi, Parthiban Brindha; Pulla, Venkat Koushik; Suryadevara, Priyanka; Chennubhotla, Keerthana Sharma; Kulkarni, Pushkar; Yogeeswari, Perumal; Sriram, Dharmarajan; Bioorganic and Medicinal Chemistry; vol. 22; 21; (2014); p. 5970 – 5987;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 152628-03-0, The chemical industry reduces the impact on the environment during synthesis 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, I believe this compound will play a more active role in future production and life.

7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid (10.000 g, 0.045 M) was dissolved in ethanol (50 mL) using a stir bar in a two neck round bottom flask connected to a Liebig condenser. By maintaining the flask at 0-5C thionyl chloride (26.700 g, 0.225 M) was added via dropping funnel. Then the reaction was allowed to reflux for 3-3.5 h. The progress of the reaction was monitored by TLC (using 9.5:0.5 ethyl acetate & methanol mobile phase). After TLC analysis revealed the completion of reaction, excess ethanol and thionyl chloride was stripped under vacuum at 60C. Further reaction mixture was washed with 20 mL of toluene to remove traces of thionyl chloride. Furthermore, 50 mL of toluene was added and reaction mixture was maintained at 0-5 C to get off white precipitate. Then later, the precipitate was stirred for 0.5 h, filtered and washed with toluene (50 mL). Then solid (HCl salt) was dissolved in dichloromethane (60 mL) and pH was adjusted to 7 by addition of 20 % NaHCO3 (12 grams in 60 mL demineralized water). Then dichloromethane layer was washed with 20 mL demineralized water. Dichloromethane was removed under vacuum to get oil which upon cooling afforded the solid. Yield = 8.000 g (71%).

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-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mallandur, Bhargava K.; Rangaiah, Gururaja; Harohally, Nanishankar V.; Synthetic Communications; vol. 47; 11; (2017); p. 1065 – 1070;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem