Tag: M.W=200-300

Application of 641571-13-3, The chemical industry reduces the impact on the environment during synthesis 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, I believe this compound will play a more active role in future production and life.

[00106] To a solution of 6-(3-Amino-phenylamino)-l ,3-dihydro-indol-2-one (36 mg, 0.15 mmol) and 3-(4-methyl-imidazol-l-yl)-5-trifluoromethyl-benzoic acid (53 mg, 0.195 mmol) in DMF (1.5 mL) is added N,N-diisopropylethylamine (78 muL, 0.45 mmol) followed by addition of HATU (63 mg, 0.165 mmol). The mixture is stirred at ambient temperature overnight. The mixture is diluted with EtOAc and washed with 10% Na2S2O3 aqueous solution and brine. The organic layer is separated, dried over MgSO4, EPO and concentrated. The crude product is used in the next step without further purification: LC-MS: 492.1 (MH+).

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)benzoic acid, other downstream synthetic routes, hurry up and to see.

Application of 952511-48-7, 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 952511-48-7 as follows.

Example 46N4-(5-Cyclopropyl- 1 H-pyrazol-3-yl)-N2-methyl-N2-((4-methyl- 1 H-b enzo [d] imidazol-5- yl)methyl)pyrimidine-2,4-diamine (1-95)step 1 : To a solution of 5-bromo-4-methyl-lH-benzo[d]imidazole (1.0 g, 4.74 mmol, CASRN 952511-48- 7) and 3,4-dihydro-2H-pyran (2.0 g, 23.70 mmol) in THF (10 mL) was added / TsOH-H20 (90 mg, 0.47 mmol). The mixture was heated at 80 °C overnight, cooled and the solvent was removed in vacuo. The residue was diluted with DCM (100 mL) and water (50 mL). The organic layer was separated, dried (MgSO i), filtered and concentrated to dryness in vacuo. The crude product was purified by Si02 chromatography eluting with a petroleum ether/EtOAc gradient (10 to 50percent EtOAc) to afford 800 mg (57percent) of 5-bromo-4-methyl-l -(tetrahydro- 2H-pyran-2-yl)-lH-benzo[d]imidazole (254) as light yellow solid: MS (ESI) m/z = 295.1 [M+l]+.

According to the analysis of related databases, 952511-48-7, the application of this compound in the production field has become more and more popular.

Reference of 255064-08-5, These common heterocyclic compound, 255064-08-5, name is 6-Bromo-1H-benzo[d]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.

To a solution of 6-bromo-1H-benzo[d]imidazole-4-carboxylic acid(200 mg,0.84mmol) in THF(5 mL) and MeOH(1 mL) at 0 C was added trimethylsilyldiazomethane inEt20(2.0 M,0.63 mL,1.3 mmol). The reaction was stirred for 1 hat 0 C then warmed toRT.The reaction was quenched by addition of AcOH dropwise and concentrated in vacuo. Thecrude residue was diluted with DCM(20 mL) and washed with brine(10 mL). The organiclayer was dried over MgS04,filtered,and concentrated in vacuo. To a solution of the cruderesidue in DMF(2 mL) was added NaH(30 mg,1.25 mmol) at RT and stirred for 30 min.methyl iodide(120 mg,0.84 mmol) was added,and the reaction was stirred for 4 h at RT.The reaction mixture was cooled to-78 C and quenched with MeOH. The mixture wasdiluted into DCM/H20(20 mL,1:1),the organic layer separated and the aqueous layer wasextracted with DCM(2 x 5 mL). The combined organic extracts were dried over MgS04,filtered,and concentrated in vacuo. The crude residue was purified by reverse phasepreparative HPLC(Phenomenex Gemini C 18,H20/CH3CN gradient to 20-80 % MeCN 0.1%TFA) to aHord the title compound(83 mg,37%).

Statistics shows that 6-Bromo-1H-benzo[d]imidazole-4-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 255064-08-5.

Reference of 39513-26-3, These common heterocyclic compound, 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-one, 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.

Iodomethane (2.41 g) was added to a suspension of 5-bromo-1,3-dihydro-benzoimidazol-2-one (1.65 g) and potassium tert-butoxide (1.91 g) in DMA (20 ml). The mixture was stirred overnight at room temperature. The mixture was poured to 2.5N aqueous HCl (80 ml) and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated in vacuo. Heptane (50 ml) was added to the residue and the mixture was filtered. The residue was washed with diethyl ether and dried in vacuo to give the title compound (1.1 g) as a light brown solid. MS (m/e)=241.1 [M+H+].

The synthetic route of 39513-26-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 305790-48-1, name is 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one, 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 305790-48-1, Recommanded Product: 305790-48-1

EXAMPLE 8 6-(3-chloro-phenyl)-1-methyl-1,3-dihydro-benzoimidazol-2-one Prepared from 1-methyl-6-bromo-1,3-dihydro-benzoimidazol-2-one and 3-chloro-phenyl boronic acid in the same fashion as that of Example 5. mp 219-220 C.; 1H-NMR (DMSO-d6) delta 11.0 (s, 1H), 7.75 (bs, 1H), 7.65 (dd, 1H, J=7.5, 1.76 Hz), 7.49-7.44 (m, 2H), 7.39-7.32 (m, 2H), 7.06 (d, 1H, J=7.94 Hz), 3.35 (s, 3H), MS (ES) m/z 259([M+H]+, 100%); Anal. Calc. For C14H11ClN2O: C, 65, H, 4.29, N, 10.83. Found: C, 64.44, H, 4.36 N, 10.6.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceutical, Inc.; US6423699; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 28890-99-5

d) Intermediate (E-3) (1.3 g, 7.0 mmol) and benzoimidazolo[1,2-a]benzimidazole (1.52 g, 7.3 mmol) were entered in N-methylpyrrolidone (20 mL). To the mixture was potassiumphosphate (3.12 g, 14.7 mmol) added, and the mixture was stirred at 180C for 40 h. After the reaction mixture was cooled at room temperature, 50 mL of water was poured into the reaction mixture to give a grey solid. The solid was collected by filtration, and washed with water and ethanol. The crude product was purified by column chromatography on silica gel eluting with CH2CI2 to yield 1.87 g (71%) of compound (B-i) as a white solid.1HNMR (300 MHz, CDCI3): 6 7.98-7.95 (m, 2H), 7.81-7.73 (m, 4H), 7.63 (dt, J = 0.8,8.3Hz, 1H), 7.45-7.35 (m, 4H), 730-7.26 (m, 1H), 7.12 (dt, J= 0.8, 8.0 Hz, 1H), 7.04 (td, J=0.9, 7.6 Hz, 1 H), 6.91 (dq, J = 0.6, 1.5, 7.9 Hz, 1 H)

The synthetic route of 28890-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; NISHIMAE, Yuichi; KOHLSTEDT, Julia; SCHAeFER, Thomas; NAGASHIMA, Hideaki; (114 pag.)WO2016/97983; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]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 28890-99-5, Safety of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

Example 16 3.3 g (6.9 mmol) of bromo compound, 2.1 g (10 mmol) of 6H-benzimidazolo[1 ,2- a]benzimidazole, 0.39 g (2.1 mmol) of copper(l) iodide, 14 g (123 mmol) of trans-1 ,2- cyclohexanediamine and 4.8 g (23 mmol) of tri potassium phosphate in 30 ml of 1 ,4-dioxane are reflux for 24 h. The reaction mixture is cooled at room temperature and added 200 ml of 1 N aqueous hydrochloric acid. The inorganic solids are filtered, then the filtrate is extracted with dichloromethane. The organic layer is dried over sodium sulfate and concentrated in vacuo. Gradient column chromatography on silica gel with dichloromethane/ethyl acetate (dichloromethane100%, 95/5, 1/1 ) gives the product. Yield 2.4 g (58 %). 1H NMR (400 MHz, CDC ): delta 8.18 – 8.10 (m, 2H); 8.04 – 7.96 (m, 2H); 7.94 – 7.87 (m, 2H); 7.87 – 7.79 (m, 4H); 7.78 – 7.73 (m, 1 H); 7.71 – 7.59 (m, 5H); 7.43 – 7.32 (m, 7H); 7.31 – 7.27 (m, 1 H).

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, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SAITO, Masatoshi; NAGASHIMA, Hideaki; (118 pag.)WO2017/178864; (2017); 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. 18672-03-2, name is 5,6-Dichloro-1H-benzo[d]imidazol-2-amine, This compound has unique chemical properties. The synthetic route is as follows., name: 5,6-Dichloro-1H-benzo[d]imidazol-2-amine

2-Amino-5,6-dichloro-1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)benzimidazole (43) 2-Amino-5,6-dichlorobenzimidazole (4) (3 g, 16 mmole) was dissolved in dry acetonitrile (150 ml) and stirred in an inert atmosphere at 60 C. BSA (4.37 ml, 17 mmole) was added and the mixture was stirred for 10 minutes. 1,2,3,5-tetra-O-acetyl-beta-D-ribofuranose (5.09 g, 16 mmole) and TMSTf (3.29 ml, 17 mmole) were added to the clear solution and the mixture was allowed to stir at 60 C. for 1 hr. The mixture was concentrated under reduced pressure and separated on a silica column to yield 1.14 g (15%) of 2-amino-5,6-dichloro-1-(2,3,5,tri-O-acetyl-beta-D-ribofuranosyl)benzimidazole (43). 13 C NMR (CDCl3): d 170.04 ppm, 169.56, 169.11, 154.57, 141.64, 132.53, 125.90, 1123.45, 117.72, 109.49, 85.78, 80.99, 70.95, 69.83, 62.91, 20.74, 20.54, 20.20. 1 H NMR (CDCl3): d 0.96 ppm (s, 3H), 1.09 (s, 3H), 1.13 (s, 3H), 3.75 (m, 2H), 4.08 (dd, 1H), 5.00 (dd, 1H), 5.13 (t, 1H), 5.42 (s, 2H), 5.61 (d, 1H), 7.27 (s, 1H), 7.42 (s, 1H). MS (FAB): m/e 758, 718, 676, 460, 426, 259, 217, 139.

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 18672-03-2.

Reference:
Patent; The Regents of the University of Michigan; US5574058; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3584-66-5,Some common heterocyclic compound, 3584-66-5, name is 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole, molecular formula is C8H4Cl4N2, 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 g of 2-trichloromethylbenzimidazole 3a-m was introduced in portions at 0C into 30 ml of 2N NaOH solution. The resulting solution was acidified (pH 3) using 2N HCI solution and stirred for 1 hour. The mixture was cooled, and the resulting precipitate was filtered off with suction and washed 2 x with WATER/ACETONITRILE (3: 1) and 2 x with diethyl ether. 4a: R = 5-Cl ; brown solid, yield: 97%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; MERCK PATENT GmbH; WO2005/4863; (2005); A1;,
Imidazole – Wikipedia,
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. 116343-89-6, name is Methyl 1-phenyl-1H-imidazole-4-carboxylate, A new synthetic method of this compound is introduced below., name: Methyl 1-phenyl-1H-imidazole-4-carboxylate

To a stirred solution of methyl 1-phenyl-1H-imidazole-4-carboxylate (0.450 g, 2.23 mmol) in THF:water (9:1; 10 ml) was portion wise added NaOH (0.267 g, 6.68 mmol) at 0C. The reactionmixture was stirred at rt for 16 h. The resulting mixture was diluted with ice cold water (60 ml) and acidified using 1 M HC1 solution. The resulting mixture was extracted with EtOAc (3 x 60 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure yielding 1-phenyl-1H-imidazole-4-carboxylic acid (0.230 g, 1.22 mmol). This material was directly used in the next step withoutfurther purification. LCMS: Method C, 1.357 mi MS: ES+ 189.20.

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; MISSION THERAPEUTICS LIMITED; KEMP, Mark Ian; STOCKLEY, Martin Lee; MADIN, Andrew; (95 pag.)WO2017/103614; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem