Category: imidazoles-derivatives

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. 10040-98-9, name is 4-Imidazol-1-yl-benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 10040-98-9

General procedure: To a solution of an aromatic ketone (3 mmol) in EtOH (15 mL), anaromatic aldehyde (3 mmol) and KOH (3 mmol) were added and the reaction mixture was stirred for 8 h at room temperature. On completion, the reaction mixture was concentrated under vacuum, the residue was dissolved in EtOAc (30 mL) and washed with water, then brine, dried over anhydrous Na2SO4 and concentrated under vacuum to afford the target compounds, which were purified by column chromatography on silica gel (hexane/EtOAc = 7/1).

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 10040-98-9.

Reference:
Article; Fu, Dong-Jun; Zhang, Sai-Yang; Song, Jian; Liu, Yin-Chao; Zhang, Li; Zhao, Ruo-Han; Zi, Xiao-Lin; Liu, Hong-Min; Zhang, Yan-Bing; Journal of Chemical Research; vol. 40; 10; (2016); p. 620 – 623;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 32673-41-9, name is 4-Imidazolemethanol hydrochloride, 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 32673-41-9, Quality Control of 4-Imidazolemethanol hydrochloride

Step A 4-(Hydroxymethyl)-1-(triphenylmethyl)imidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in dry DMF (250 mL) at room temperature was added triethylamine (90.6 mL, 650 mmol). A white solid precipitated from the solution. Chlorotriphenyl-methane (76.1 g, 273 mmol) in DMF (500 mL) was added dropwise. The reaction mixture was stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product was slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product as a white 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, 4-Imidazolemethanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6441017; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 53981-69-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 53981-69-4 name is 1-(1H-Imidazol-2-yl)ethanone, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 6-bromo-3-(bromomethyl)-l,2-benzoxazole (55 mg) in acetonitrile (0.9 mL) were added potassium carbonate (78 mg) and l-(lH-imidazol-2-yl)ethanone (22 mg). After stirring for 2 hours at 80 C, the reaction was filtered and the filtrate was concentrated in vacuo. The residue was purified with OH-type silica gel column chromatography (5-60 % EtOAc in n-hexane) to give the title compound (54 mg, 89 % yield) as colorless solid. MS (ESI) m/z : 320[M+l] RT = 0.936 min. LCMS Condition : B.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(1H-Imidazol-2-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; TAKASHIMA, Hajime; SASAKI, Toru; TANAKA, Nozomi; OTAKE, Norikazu; TSURUTA, Risa; YAMADA, Yousuke; MATSUDA, Yohei; OGATA, Yuya; (346 pag.)WO2018/216822; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 615-16-7, 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. 615-16-7, name is 2-Hydroxybenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 23; Preparation of 3-((2-(l,3-dimethyl-2-oxu-2)3-dihydro-l//-benzimidazol-5-yl)-2- oxoethyl)tbio) propanoic acid (23); (i) l,3-Dimethyl-l,3-dihydro-2W-bcn7.iitauiidazol-2-onc; l,3-Dihydro-2H-benziiuida7;ol-2-one (7.522 g, 56.1 mmol) was dissolved in anhydrous DIvIF (125 oil) and anhydrous potassium carbonate (46.581 g, 337 mmol) and iodomethane (21 ml, 337 mmol) were added then the mixture stirred at room temperature overnight. The reaction mixture was poured into chloroform (500 ml), filtered and the filtrate was evaporated to dryness. The resultant residue was dissolved in a mixture of ethyl acetate (150 ml) and water (100 ml). The cthyi acetate phase was washed with water (2 x 100 ml) and brine ( 100 ml), dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated to dryness to give the title compound (7,229 g, 79% yield) as a pale yellow solid.1H nmr (400 MHz1 CDCl3) delta 3.43 (s, 6H); 6.95-7.01 (m, 2H); 7.08-7.14 (m, 211).

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-Hydroxybenzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CORTICAL PTY LTD; WO2007/70961; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 10351-75-4, These common heterocyclic compound, 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic 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.

General procedure: A mixture containing Eu2O3 (0.2 mmol), MnSO4*H2O (0.3 mmol), H3bidc (0.6 mmol) and water (10 mL) was sealed in a Teflon-lined stainless steel vessel (23 mL), which was heated at 170 C for 4 days and then cooled to room temperature in 2 days. Colorless rhombic crystals of 2 were obtained and picked out, washed with distilled water and dried in air (Yield: 38.17% based on Eu).

Statistics shows that 1H-Benzo[d]imidazole-5,6-dicarboxylic acid is playing an increasingly important role. we look forward to future research findings about 10351-75-4.

Reference:
Article; Sun, Ya-Guang; Zong, Wen-Hui; Xiong, Gang; Guo, Mei-Yan; Ding, Fu; Wang, Shu-Ju; You, Li-Xin; Ren, Bao-Yi; Xu, Zhen-He; Gao, En-Jun; Polyhedron; vol. 83; (2014); p. 68 – 76;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 7189-69-7, These common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, 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.

General procedure: A solution of 500 mg (4.46 mmol) of 2-fluorophenol 1.769 g (8.92 mmol) of 1,1?-sulfonyldiimidazole in 15 mL of tetrahydrofuran was treated with 727 mg (2.23 mmol) of cesium carbonate. The reaction was stirred for 12 h, concentrated, and the residue was partitioned between the ethyl acetate and water (10 mL each). The organic layer was washed sequentially with saturated ammonium chloride solution and brine. After drying over the anhydrous sodium sulfate, the organic layer was concentrated and chromatographed on silica with 1:5 ethyl acetate / hexane as the eluant to afford 880 mg (90%) of 11bas a clear oil:

The synthetic route of 7189-69-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Baocheng; Sun, Zhexun; Liu, Changzhi; Cui, Yan; Guo, Zhilei; Ren, Yuwei; Lu, Zhijian; Knapp, Spencer; Tetrahedron Letters; vol. 55; 49; (2014); p. 6658 – 6661;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, 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 33468-69-8, Recommanded Product: 33468-69-8

Production Example 58A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.18 g of 4-(trifluoromethyl)-lH-imidazole, 0.55 g of potassium carbonate and 2 ml of DMF was stirred while heating at 50C for 1.5 hours. Then, the reaction mixture was cooled to room temperature. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.40 g of 2-{3-[4-(trifluoromethyl)imidazole-l-yl]pyridin-4-yl}-5-(trifluoromethyl)benzoxazole hereinafter, referred to as “active compound 57”).Active compound 571H-NMR (CDC13) delta: 9.00 (d, J=5.2 Hz, 1H), 8.84 (s, 1H), 8.31 (d, J=5.1 Hz, 1H), 8.06-8.04 (m, 1H), 7.77-7.75 (m, 1H), 7.74-7.70 (m, 1H), 7.62 (d, J=8.6 Hz, 1H), 7.52-7.50 (m, 1H)

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-(Trifluoromethyl)-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49222; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 144690-33-5, 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. 144690-33-5, name is Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 236.0 g (50.3 mmol) ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)-phenyl]phenyl}-methyl imidazole-5-carboxylate (Va) and 3.0 g (75.4 mmol) of NaOH were suspended in 413 ml dimethylacetamide. The suspension was then stirred at room temperature for 20 h and after that 6.9 g (50.3 mmol) of K2CO3, were added. The mixture was cooled to 0 C. and solution of 15.4 g (70.4 mmol) 4-chloromethyl-5-methyl-2-oxo-1,3-dioxolene in 39 ml of dimethylacetamide were slowly added. The mixture was slowly heated to 50 C. and stirred at this temperature for 2 h. After esterification was completed, the mixture was cooled to 10 C. and poured into a mixture of 625 ml of ethyl acetate and 625 ml of 10% NaCl, and stirred at 25 C. for 15 min. The phases were separated and organic phase was washed 2× with 500 ml of 10% NaCl, dried over Na2SO4 and filtered. The filtrate was concentrated up to ½ (approximately 270 g) at reduced pressure.To the resulting solution, 80 ml of ethanol and 8.3 ml (100 mmol) of conc. HCl were added and stirred at 24-26 C. for 3 h. To the cooled mixture 600 ml of water was added and pH of the suspension was estimated to 5 by addition of 5 M NaOH. The phases were stirred for 15 min and separated. Water phase was reextracted with 150 ml of ethyl acetate. Collected organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. 560 ml of ethyl acetate were added and the mixture was evaporated again. After that, 300 ml of ethyl acetate were added and the mixture was cooled to 20 C. and stirred for 1 h, filtered off and washed with 20 ml of fresh ethyl acetate. The yield of the product (I) was 21 g (75%).

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, Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KRKA; US2009/131680; (2009); 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., Quality Control of 4-(1H-Benzo[d]imidazol-2-yl)aniline

General procedure: To a well-stirred solution of compound 1 (10mmol) and triethylamine (0.5mL) in acetone, benzenesulfonyl chloride, 4-toluenesulfonyl chloride or 2-nitrobenzenesulfonyl chloride (10mmol) was added dropwise. The reaction mixture was stirred for 2h at room temperature and left overnight. The solvent was evaporated under reduced pressure. The solid was collected, washed with water, dried. Purification by column chromatography was achieved using ethyl acetate/pet. ether (3:1 ratio) as the mobile phase.4.1.3.2 N-(4-(1H-Benzo[d]imidazol-2-yl)phenyl)-4-methylbenzenesulfonamide (8) Yield: 82%. Mp: 230-232 C, Rf = 0.60 (ethylacetate/pet. ether, 2:1). IR (KBr) numax/cm-1: 3373 (NH aminophenyl); 3061 (CH arom); 2922 (CH aliph); 1610 (C=N); 1596 (C=C arom); 1438 (nuas SO2), 1375 (nus SO2). 1H NMR (DMSO-d6, 500 MHz, delta ppm): 2.30 (s, 3H, CH3); 7.07 (d, 2H, J = 9.2 Hz, H2′, H6′ aminophenyl); 7.34 (m, 2H, H3and H5 tosyl); 7.43 (m, 2H, H2 and H6 tosyl); 7.71 (m, 2H, H5, H6 benzimidazole); 7.84 (m, 2H, H4, H7 benzimidazole); 8.01 (d, 2H, J = 9.2 Hz, H3′, H5′ aminophenyl); 10.91 (s, 1H, NH sulfonamide, D2O exchangeable). 12.75, (s, 1H, NH, benzimidazole, D2O exchangeable). MS, m/z (%):363 (M+, 14%); 347 (50%); 208 (100%). Anal. Calcd for C20H17N3O2S (FW: 363): C, 66.10; H, 4.71; N, 11.56; S, 8.82. Found: C, 66.42; H, 4.95; N, 11.14; S, 8.33.

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 2963-77-1.

Reference:
Article; Galal, Shadia A.; Khattab, Muhammad; Andreadaki, Fotini; Chrysina, Evangelia D.; Praly, Jean-Pierre; Ragab, Fatma A.F.; El Diwani, Hoda I.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5423 – 5430;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 19225-92-4, 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. 19225-92-4, name is 2-(Chloromethyl)-1-methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 50; N-{5-amino-3-cyano-1- [2, 6-dichloro-4-pentafluorothiophenyl]-1 H-pyrazol-4-yl}-N [ (1- methyl-1 H-imidazol-2-yl) methyl] methanesulfonamide; To a mixture of Example 38 (200 mg, 0.42 mmol) and 1- (N-methyl)-2- chloromethylimidazole (106 mg, 0.64 mmol) in acetonitrile (12 ml) was added potassium carbonate (116 mg, 0.84 mmol). The reaction mixture was then stirred at 40C for 18 h. To the reaction mixture was added water (6 mi) and ethyl acetate (10 ml). The two layers were separated and the aqueous layer was extracted with ethyl acetate (2 x 5 ml). The combined organic phases were then dried (MgS04) and concentrated in vacuo. The residue was dissolved in acetonitrile/water (3 mi) and the solution was purified by automated preparative liquid chromatography (Gilson system, 150 x 50 mm, LUNA II C18 10 zm column) using an acetonitrile : water gradient [45: 55 to 95: 5]. The appropriate fractions were concentrated to give the titled compound (98 mg). Experimental MH+ 565.9 ; expected 566.0 ‘H-NMR (CDC13) : 2.88-2. 91 (3H), 3.70-3. 74 (3H), 4.80-5. 03 (2H), 6.09-6. 18 (2H), 6.87-6. 89 (1 H), 6.92-6. 95 (1 H), 7.87-7. 90 (2H)

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

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/90313; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem