Tag: M.W=200-300

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

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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C4H5IN2

To a microwave tube was added 4-iodo-l -methyl- 1H-imidazole (2.00 g, 9.62 mmmol) and CuCN (1.03 g, 11.5 mmol) in DMA (12 mL). The reaction mixture was heated at 180 C in a microwave reactor for 45 min. The reaction mixture was concentrated in vacuo. The residue was suspended in EtOAc/sat. NH4Cl/NH4OH (add NH4OH to sat NH4Cl to pH=9) and stirred for 30 min. The organic phase was separated, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 580 mg of the title compound as a light brown solid.

The synthetic route of 71759-87-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/70485; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, 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 14741-71-0, Quality Control of Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

General procedure: To the dry solid of compound 3 (2.04 g, 0.01 mol) ammonium acetate (0.50 g) eithercyclophentanone (0.78 g, 0.01 mol) or cyclohexanone (0.92 g, 0.01 mol) were added. Thereaction mixture was heated in an oil bath at 120 oC for 1 h then left to cool. The product wastriturated with ethanol and the formed solid product was collected by filtration

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, and friends who are interested can also refer to it.

Reference:
Article; Mohareb, Rafat M.; Gamaan, Marwa S.; Bulletin of the Chemical Society of Ethiopia; vol. 32; 3; (2018); p. 541 – 557;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 641571-13-3, These common heterocyclic compound, 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic 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.

Example 17; N- 3 -(2, 5 ‘-Bipyrimidin-4-ylamino”)-4-methylphenyll -3 -(4-methy 1- 1 iZ-imidazol- 1 -vD-5- (trifluoromethyDbenzamide; A solution of 3 -(4-methy 1- 1 H-imidazol- 1 -y l)-5 -(trifluoromethyl)benzoic acid (Method27; 100 mg5 0.36 mmol), N3-255’-bipyrimidin-4-yl-4-methylbenzene-l53-diamine (Method 20; 97 mg5 0.36 mmol) and DIEA (0.25 ml, 1.08 mmol) in DMF (5 ml) was treated with HATU (205 mg, 0.40 mmol). The reaction mixture was stirred for 15 h at 25 C. The reaction was quenched with 10% NaOH and extracted with EtOAc. The organics were dried with NaCl(sat) and then Na2SO4(S) and removed under reduced pressure. The residue was purified by reverse phase semi-preparative chromatography to give the title compound. NMR (300 MHz): 10.75 (s, IH)5 9.75 (s, IH), 9.45 (s, 2H)5 9.41 (s, IH), 9.21 (s, IH)5 8.66 (s, IH), 8.33 – 8.45 (m, 3H), 8.17 – 8.22 (m, 2H), 7.52 (d, IH), 7.27 (d, IH)5 6.73 (d, IH)5 2.31 (s, 3H)5 2.19 (s, 3H); m/z 531.

Statistics shows that 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 641571-13-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/79791; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1243204-92-3, A common heterocyclic compound, 1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile, molecular formula is C12H11N3O, 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.

b) Preparation of intermediate 2 and 2a. A stirred sol. of intermediate 1 (1.40 g, 6.57 mmol) in anhydrous EtOH (1.4 ml) and Et2O (28 ml) was cooled at 0 0C. HCl gas was bubbled through the contents for 20 min, then the ensuing r.m. left to stir overnight at r.t. The precipitated product was collected by filtration and dried to give the HCl salt of the desired product as an off-white solid. Yield: 1.72 g of intermediate 2 (78.9%). Intermediate 2 was used as such in the next reaction step, or was converted into the free base by dissolving it in water, basifying the solution via addition of Na2Ctheta3, and extraction of the resulting suspension with DCM. The organic layer was dried (MgSO4), filtered and cone, in vacuo to yield intermediate 2a (quantitative yield).

The synthetic route of 1243204-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; WU, Tongfei; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; BISCHOFF, Francois, Paul; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; DE CLEYN, Michel, Anna, Jozef; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; WO2011/6903; (2011); 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 150058-27-8 as follows. Safety of Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

The 45g2-ethoxy -1H-benzimidazole-7-carboxylic acid and 500 ml by adding dichloromethane for added to a reaction flask, stirring cooling to 20 °C the following, to-drop 50.7g triethylamine, the drop finishes, drop by adding 54.0g to toluene sulfonyl chloride and 100 ml dichloromethane mixed solution, drop Bi Yu 10-20 °C stirring reaction 3h, for 10-20 °C adding 39.7g4-hydroxymethyl-5-methyl -1,3-dioxol-2-one, the temperature rising to adding 30-40 °C stirring reaction, with used in HPLC. After the reaction is complete, cooling to 15-25°C, by adding 400 ml purified water stirring, layered, with 30g drying by anhydrous sodium sulfate. Decompression jeung dry dichloromethane, by adding 300 ml methyl tert-butyl ether refined, cooling to 0-5 °C stirring crystallization 3h, filtering, with 20 ml cool to 0-5 °C methyl tert-butyl ether washing, for 40-50 °C reduced-pressure drying to the job (5-methyl-2-oxo -1,3-dioxol-4-yl) methyl 2-ethoxy -1H-benzo[d] imidazol-7-carboxylic acid ester 63.6 g. The yield of 91.6percent, purity 98.1percent

According to the analysis of related databases, 150058-27-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Long days Chongqing Pharmaceutical Co., Ltd; Meng, Wenxue; Long, Daobing; Chen, Shunxiang; (14 pag.)CN105622595; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 870837-18-6, A common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, molecular formula is C12H12N2O2, 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.

Synthesis of (Z)-(6S,9aR)-6-(3,4-difluorophenyl)-3-{1-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]hexahydropyrido[2,1-c][1,4]oxazin-4-one A solution of (4R,6S)-6-(3,4-difluorophenyl)-3-hydroxyhexahydropyrido[2,1-c][1,4]oxazin-4-one (151 mg) and triphenylphosphonium bromide (220 mg) in acetonitrile (7 mL) was heated under reflux for one hour and then left to cool to room temperature. To the reaction solution, 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (115 mg) and triethylamine (0.22 mL) were added, and the reaction solution was stirred at room temperature for 12 hours. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane:ethyl acetate=1:1->ethyl acetate) to obtain 150 mg of the title compound. The property values of the compound are as follows. ESI-MS; m/z 466[M++H]. 1H-NMR(CDCl3) delta (ppm): 1.38-1.58(m,2H), 1.66-1.80(m,2H), 2.10-2.28(m,2H), 2.30(s,3H), 3.85(s,3H), 4.03(t,J=10.4 Hz,1H), 4.05-4.16(m,1H), 4.35(dd,J=10.4,2.0 Hz,1H), 5.33(t,J=4.0 Hz,1H), 6.82(s,1H), 6.92(brs,1H), 6.98-7.02(m,1H), 7.04-7.16(m,2H), 7.20(d,J=8.0 Hz,1H), 7.35(d,J=2.0 Hz,1H), 7.36(dd,J=8.0,2.0 Hz,1H), 7.71(d,J=1.2 Hz,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; Eisai R&D Management Co., Ltd.; US2007/117798; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. SDS of cas: 2963-77-1

General procedure: A suspension of amine A1-A3 (1 mmol) in water is takenin a round bottomed flask; to this sulphonyl chloride(1 mmol) was added. This was stirred at room temperature while monitoring the reaction. The product was filtered,recrystallised using methanol-water and column purified.The structures were confirmed by 1H NMR, 13C NMR, IRand mass spectral analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2963-77-1, its application will become more common.

Reference:
Article; Vangala, Radhika; Sivan, Sree Kanth; Peddi, Saikiran Reddy; Manga, Vijjulatha; Journal of Computer-Aided Molecular Design; vol. 34; 1; (2020); p. 39 – 54;,
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. 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H9F3N2O2

3-(4-Methyl-imidazol-l-yl)-N-{4-methyl-3-[3-methyl-3-(7H-pyrrolo[2,3- d1pyrimidin-4-ylVureido1-phenvU-5-trifluoromethyl-benzamide [00104] To a solution of 7 (7 mg, 0.23 mmol, 1.0 eq.), 3-(4-Methyl-imidazol-l- yl)-5-trifluoromethyl-benzoic acid (7.6 mg, 0.27 mmol, 1.2 eq.), and DIPEA (40 mul, 0.27 mmol, 1.2 eq.) in DMF (0.5 ml) is added HATU (9.9 mg, 0.25mmol, 1.1 eq.). After stirring for 1 hour at room temperature, the solvent is removed under vacuum. The residue is dissolved in DMSO (ImI). The resulting solution is subjected to purification by reverse- EPO phase LC-MS to yield the title compound as a TFA salt: 1H NMR 400 MHz (DMSOd6) delta 1H NMR 400 MHz (DMSOd6) delta 12.81 (bs, IH), 12.28 (bs, IH), 10.52 (bs, IH), 9.40 (s, IH), 8.52 (s, IH), 8.51 (s, IH), 8.40 (d, J = 2.0 Hz, IH), 8.36 (s, IH), 8.33 (s, IH), 7.48 (m, 2H), 7.19 (d, J = 8.32 Hz, IH), 6.78 (m, IH) 3.05 (s, 3H), 2.30 (s, 3H) 2.27 (s, 3H); MS m/z 549.2 (M + 1).

The synthetic route of 641571-13-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM, LLC; WO2006/124462; (2006); A2;,
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. 116343-89-6, name is Methyl 1-phenyl-1H-imidazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 1-phenyl-1H-imidazole-4-carboxylate

Step 3 Synthesis of 1-Phenyl-1H-imidazole-4-carboxylic acid To a stirred solution of 1-phenyl-1H-imidazole-4-carboxylic acid methyl ester (200 mg, 0.98 mmol) in a mixture of THF (3 mL), MeOH (3 mL), H2O (2 mL) was added, LiOH.H2O (249 mg, 5.9 mmol) and stirring was continued at ambient temperature for 2 hr. The reaction mixture was concentrated under reduced pressure. Cold water was then added to the residue which was then acidified with 10% aqueous HCl. The product was extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford 105 mg (56%) of 1-phenyl-1H-imidazole-4-carboxylic acid.

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 116343-89-6.

Reference:
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem