Month: August 2021

Reference of 137049-00-4, 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 137049-00-4 as follows.

Sodium hydride (33mg, 2eq) Soluble in 5mL anhydrous tetrahydrofuran, Compound Ib (190 mg, 1 eq) was added in portions with stirring. After stirring at room temperature for 30 minutes, Methylpyrazolesulfonyl chloride (157 mg, 1.3 eq) Dropped into the reaction solution, Stir at room temperature for 6 h, After the reaction is complete, Concentrate to tetrahydrofuran, Add 100mL of water, Adjust PH to nearly 7, Extracted with ethyl acetate three times, The organic layer was dried over anhydrous sodium sulfate and concentrated. The title compound 101 (219 mg, yield: 76%) was obtained.

According to the analysis of related databases, 137049-00-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Shen Jingkang; Ding Jian; Geng Meiyu; Xiong Bing; Ai Jing; Ma Yuchi; Dai Yang; (77 pag.)CN108570052; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 84946-20-3, 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 84946-20-3 as follows.

1.2. 1-{1-[(4-Fluorophenyl)methyl]-1H-benzimidazol-2-yl}-N-methyl-4-piperidinamine (method B) 8.7 g (0.05 mole) of 4-methylaminopiperidine (in the form of acetate), 13 g (0.05 mole) of 1-(4-fluorobenzyl)-2-chlorobenzimidazole and 13.8 g (0.1 mole) of potassium carbonate in 250 ml of isoamyl alcohol are brought to reflux temperature for 192 h. The mixture is cooled and evaporated to dryness. The residue is taken up with a mixture of water and ether and agitated until crystallization occurs. The compound (V) obtained in hydrate form is filtered off. The precipitate is taken up with toluene and agitated until dissolution has occurred, and the solution is dried with magnesium sulphate, filtered and evaporated. The residual oil is ground in petroleum ether. The solid product is filtered off and dried. The compound thereby obtained melts at 77-80 C.

According to the analysis of related databases, 84946-20-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Synthelabo; US4820710; (1989); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 693-98-1, name is 2-Methyl-1H-imidazole, molecular formula is C4H6N2, 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. COA of Formula: C4H6N2

General procedure: To a stirred solution of aryl halide (1.2mmol) and [Pd(pp3S4)(dba)] (1mol percent) in isopropanol (2.5ml) was added nitrogen/oxygen nucleophile (1mmol) followed by Cs2CO3 (2mol percent) in the atmosphere of air. The mixture was heated to 80°C and the progress of the reaction was monitored by TLC. After completion, the solvent was evaporated through rotavapour and the crude mixture was washed with dichloromethane-H2O and the organic phase was separated and dried over Na2SO4. The dichloromethane was evaporated followed by flash column purification on silica gel of the crude to obtain the pure products. The products were characterized using 1H, 13C NMR spectroscopy and GC?MS spectroscopy. The characterization data were in good agreement with those described in the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 693-98-1, its application will become more common.

Reference:
Article; Majumder, Arpi; Gupta, Ragini; Mandal, Mrinmay; Babu, Madhu; Chakraborty, Debashis; Journal of Organometallic Chemistry; vol. 781; (2015); p. 23 – 34;,
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. 3034-62-6, name is 2-Iodo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C3H3IN2

To a stirred solution of 2-iodo-1H-imidazole (174 mg, 896 pmol) and cyclopropyl{4-[(2-{[6- (4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yI)-1 H-benzimidazol-2-yI]amino}pyridin-4-yl)methyl]piperazin-1-yl}methanone (150 mg, 299 jjmol) in dioxane (2.0 mL) and water (0.5 mL) was added sodium carbonate (130 mg, 1.22 mmol) and Pd(dppf)C12 . CHCI (48.8 mg, 59.7 pmol) and Tetrakis(triphenylphosphin)palladium (69.0 mg, 59.7 ljmol). The mixture washeated to reflux for 36 h. Further 2-iodo-1H-imidazole (174 mg, 896 pmol) Pd(dppf)C12. CH2CI2 (48.8 mg, 59.7 jjmol) and Tetrakis(triphenylphosphin)palladium (69.0 mg, 59.7 pmol). were added and the mixture was heated to reflux for 7 h. Methanol was added, the mixture was filtered and the solvent was removed in vacuum. Silicagel chromatography gave a solid that was crystallized from ethanol to give 20.0 mg (14 % yield) of the title compound.LC-MS (Method 5): R1 = 2.17 mm; MS (ESIpos): m/z = 443 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 2.490 (1.57), 2.495 (3.44), 2.500 (4.85), 2.505 (3.44),2.509 (1.55), 3.303 (16.00).

According to the analysis of related databases, 3034-62-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3012-80-4, 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. 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The equimolar aldehyde 3a?3d (1 mmol) and substituted phenylhydrazine 5a?5s (1 mmol) weremixed in CH3OH (10 mL) and stirred at room temperature [18]. After about 2 h, the reaction wascompleted (monitored by TLC). The residual crude was purified via silica gel column chromatogramusing a gradient mixture of petroleum ether and ethyl acetate to obtain the pure target compounds6a?6ai (in 45?80percent yield).

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

Reference:
Article; Wang, Xing; Chen, Yong-Fei; Yan, Wei; Cao, Ling-Ling; Ye, Yong-Hao; Molecules; vol. 21; 11; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, 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 104619-51-4, HPLC of Formula: C7H7N5

To a 5 mL microwave tube was added a solution of tert-butyl 3-((2-(N,N-bis(4- methoxybenzyl)sulfamoyl)-4-(2,3 -diaminopyridin-4-yl)-3 -(2-(4-methoxybenzyl)-2H-tetrazol-5 – yl)phenyl)sulfonyl)azetidine- 1 -carboxylate (82mg, 0.090 mmol) and di( 1H-imidazol- 1- yl)methanimine (14.5 mg, 0.090 mmol) in toluene (5 ml). The mixture was stirred at 100C for 2hr. The solvent was removed in vacuum and the residue was purified by columnchromatography (ISCO RediSep Gold column 24 g) using 0-20% methanol/DCM as mobile phase to get the desired product. LC/MS (M+H): 938.60.

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, Di(1H-imidazol-1-yl)methanimine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, Frank; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; SCOTT, Jack D.; TANG, Haiqun; ZHAO, Zhiqiang; HUANG, Yuhua; HUNTER, David; YANG, Dexi; ZHANG, Zhibo; FU, Jianmin; BAI, Yunfeng; ZHENG, Zhixiang; ZHANG, Xu; YOUNG, Katherine; XIAO, Li; (580 pag.)WO2016/206101; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 10040-96-7, name is 1-(4-Bromophenyl)imidazole, molecular formula is C9H7BrN2, 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 1-(4-Bromophenyl)imidazole

General procedure: To a solution of 1-(4-bromophenyl)-N, N-dimethylmethanamine (23.2 mg,0.108 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos)(10.4 mg, 0.018 mmol) and tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) (8.3mg, 9.6 mumol) in 1,4-dioxane (1 ml) were added to compound 5(38.2 mg, 0.090 mmol) and N,N-diisopropylethylamine (31.4 mul, 0.180 mmol)and refluxed for 3 h. The mixture was filtrated by either Chromatodisc(0.45 mum) (KURABO INDUSTRIES, Osaka, Japan) or celite. The filtered solidwere washed with MeOH three times and then the assembled solution wasconcentrated under reduced pressure. The resulting residue was purified bypreparative TLC (CHCl3/MeOH/28% aq. NH4OH=10/1/0.1) to obtain thetitle compound as an off-white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10040-96-7, its application will become more common.

Reference:
Article; Wakiyama, Yoshinari; Kumura, Ko; Umemura, Eijiro; Masaki, Satomi; Ueda, Kazutaka; Sato, Yasuo; Watanabe, Takashi; Hirai, Yoko; Ajito, Keiichi; Journal of Antibiotics; vol. 70; 1; (2017); p. 52 – 64;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 7189-69-7, The chemical industry reduces the impact on the environment during synthesis 7189-69-7, name is 1,1′-Sulfonyldiimidazole, I believe this compound will play a more active role in future production and life.

Compound B4 (137 mg, 0.240 mmol) obtained in Step 1 of Example 42 was suspended in toluene (2.4 mL), 1,1?-sulfonyldiimidazole (190 mg, 0.960 mmol) was added, and the mixture was refluxed for 6 days. A 1 mol/L aqueous sodium hydroxide solution was added to the reaction mixture. Extraction with dichloromethane and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: 100%) to give Compound B8 (19.3 mg, 13% yield).

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, 1,1′-Sulfonyldiimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; Fukuda, Yuichi; Kanai, Toshimi; Nakasato, Yoshisuke; Kimpara, Keisuke; US2013/65905; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 56248-10-3, 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. 56248-10-3, name is 5-Phenyl-1H-imidazole-2-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Aromatic/heteroaromatic aldehydes a-l(1.0 mmol) was added to ethanol (2 mL) containingcompound 3 (100 mg, 0.40 mmol) and heated toreux point for 1h. The solids obtained was flteredand slurred with ethanol (1mL) followed by n-Hexaneto get the hydrazones 4a-l .

The synthetic route of 5-Phenyl-1H-imidazole-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rambabu, Namala; Ram, Bhavani; Dubey, Pramod Kumar; Vasudha, Bhavani; Balram, Bhavani; Oriental Journal of Chemistry; vol. 33; 1; (2017); p. 226 – 234;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 33468-69-8,Some common heterocyclic compound, 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, molecular formula is C4H3F3N2, 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.

Ten (10) mL of a 36% aqueous solution of formaldehyde was added to a solution containing 1.00 g of A- trifluoromethylimidazole and 0.4 mL of a 10% tetra-n- butylammonium hydroxide solution in 10 mL of tetrahydrofuranat room temperature. The mixture was stirred at the same temperature for 14 hours and then concentrated under reduced pressure. The resultant residue was subjected to column chromatography to obtain crude 4- trifluoromethylimidazol-1-ylmethanol . The crude product was dissolved in 20 mL of chloroform and thereto 0.8 mL of thionyl chloride was added at room temperature. The mixture was stirred under reflux conditions for 16 hours, allowed to be cooled to room temperature, and then concentrated under reduced pressure. The resultant residue was dissolved in 20 mL of tetrahydrofuran and thereto 940 mg of S- (3, 3, 3-trifluoropropyl) benzenethioate was added. To the solution, 2.4 mL of a 28% solution of sodium methoxide in methanol was added dropwise at room temperature. After stirring at the same temperature for 10 hours, to the reaction mixture was added 10% hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resultant residue was subjected to column chromatography to obtain 800 mg of 4-trifluoromethyl-1- [ (3, 3, 3- trifluoropropylsulfanyl) methyl] -lH-imidazole (hereinafter referred to as the present compound (3)) . The present compound (3) : 1H-NMR (CDCl3, TMS): delta (ppm) 7.65 (IH, s), 7.43 (IH, s), 5.01 (2H, s), 2.67-2.71 (2H, m) , 2.27-2.381 (2H, m) .

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

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/28727; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem