Month: July 2021

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. 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H6N2S

STEP A 2-methylthio-1-methyl-imidazole 10 ml of a solution of 1.5% diazomethane in methylene chloride were added in 3 portions over 15 minutes at 0 C. to a solution of 1.14 g of 2-mercapto-1-methyl-imidazole in 5 ml of methylene chloride and after stirring at 0 C. for one hour, a second addition of 10 ml of the diazomethane in methylene chloride solution was made. The mixture was stirred at 20 C. for one hour and was then evaporated to dryness under reduced pressure. The residue was chromatographed over silica and was eluted with a 1-1 methylene chloride-ethyl acetate mixture to obtain 1 g of 2-methylthio-1-methyl-imidazole.

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 60-56-0.

Reference:
Patent; Roussel Uclaf; US5663164; (1997); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products 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: Benzimidazole 1 or 2 (1 mmol)was added to the mixture of TfOH (1 mL) or H2SO4 (2 mL) and arene (2-18 mmol). Reactionmixture was stirred at room temperature for the time as indicated in Table 3 or Scheme 2. Themixture was poured into ice water (30 mL). After extraction with CH2Cl2 (3 × 30 mL), thecombined extracts were consequently washed with water (50 mL), saturated aqueous solution ofNa2CO3 (30 mL), water (50 mL), dried with anhydrous Na2SO4 and evaporated in vacuo to givecrude products, which was subjected to chromatographic separation on silica gel using petroleumether/diethyl ether as an eluent.

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; Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1962 – 1973;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 14741-71-0, 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. 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 3 (2.04 g, 0.01 mol) in ethanol (40 mL) containing triethylamine (0.50 mL) phenylisothiocyanate (1.30 g, 0.01 mol) was added. The reaction mixture was heated under reflux for 4 h then poured onto ice/water mixture containing few drops of hydrochloric acid and the formed solid product was collected by filtration. Yellow crystals from ethanol; yield: 2.67 g (87%); m.p. 202 oC. IR, : 3057 (CH aromatic), 2980 (CH2), 1689 (CO), 1643 (C=N), 1632 (C=C).1H-NMR: : 5.90 (s, 2H, pyrimidine CH2), 7.26-7.38 (m, 9H, C6H4, C6H5). 13C NMR (DMSO): 54.2 (CH2), 120.3, 123.7, 124.1, 124.6, 124.9, 125.8, 129.3, 126.7, 127.2, 128.2 (C6H5, C6H4), 163.4 (CO), 173.6 (C=N), 180.3 (C=S); Anal. calcd for C16H11N3OS: C, 65.51; H, 3.78; N, 14.32; S, 10.93%. Found: C, 65.33; H, 4.02; N, 14.59; S, 11.27%. MS: m/z: (%) 293 (M+, 22%).

The synthetic route of Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate has been constantly updated, and we look forward to future research findings.

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

116343-89-6, name is Methyl 1-phenyl-1H-imidazole-4-carboxylate, 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. Quality Control of Methyl 1-phenyl-1H-imidazole-4-carboxylate

LiOH.H2O (143 mg, 3.4 mmol) was added to a stirred solution of 1-phenyl-1H-imidazole-4-carboxylic acid methyl ester (231 mg, 1.1 mmol) in a mixture of THF (3 mL), MeOH (1 mL), H2O (1 mL) and stirring was continued at ambient temperature for 3 hrs. The reaction mixture was concentrated under reduced pressure. Cold water was then added and acidified it with 10% aqueous HCl, the solid was collected to afford 180 mg (83.7% Yield) of 1-phenyl-1H-imidazole-4-carboxylic acid.

The synthetic route of 116343-89-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Forest Laboratories Holdings Limited; US2009/239810; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 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. Recommanded Product: 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

The 3 – (4 – methyl – 1H – imidazole -1 – yl) -5 – trifluoromethyl aniline free base (12.0 g, 50 mmol, purity 88.5%) dissolved in methanol (54 ml) and acetone (270 ml) in the mixed solvent,. 25 – 30 C lower, adding concentrated hydrochloric acid (5.43 g, 55 mmol). The temperature slowly, about 15 – 20 C precipitated solid, lowering the temperature to – 10 – – 5 C stirring 2 hours, filtering, and washing the filter cake with cold acetone, 80 C and 10 – 20 mm Hg pressure drying to constant weight, to obtain the hydrochloride of crystalline form A solid 11 g, moisture 0.19%, purity 99.69%. Its X-ray powder diffraction pattern as shown in Figure 1; its heats analysis chart as shown in Figure 2.

The synthetic route of 641571-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Chuangnuo Pharmaceutical Co., Ltd.; Anlite (Shanghai) Pharmaceutical Technology Co., Ltd.; Shanghai Chuangnuo Pharmaceutical Group Co., Ltd.; Niu Deliang; Ma Bojun; Zhu Zhanqun; Wan Qiang; (10 pag.)CN108530364; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid, molecular formula is C8H6N2O2, 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. HPLC of Formula: C8H6N2O2

General procedure: A solution of 6-chloronicotinic acid (2.0 g, 0.012 mole) in DMF (5 mL) was added to a suspension of sodium hydride (0.76 g, 0.015 mole) in DMF (3 mL) under N2 at 25 C and stirred for 1 hour. Methyl iodide (1.5 mL, 0.025 mole) was added at RT and warmed to 50 C for 2 hours. Reaction mixture was cooled to RT, quenched in to ice cold water (50 mL) and extracted with ethyl acetate (50 mL x 3). Organic layer was washed with brine solution (50 mL), dried over Na2SC>4 and concentrated under vacuum to obtain methyl 6-chloronicotinate. Yield: 1.6 g; Mass (m/z): 172.0, 174.0 (M+H) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 46006-36-4, its application will become more common.

Reference:
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; SHINDE, Anil Karbhari; MOHAMMED, Abdul Rasheed; BADANGE, Rajesh Kumar; JAYARAJAN, Pradeep; BHYRAPUNENI, Gopinadh; JASTI, Venkateswarlu; (172 pag.)WO2018/42362; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 152628-03-0, 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. 152628-03-0 name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, 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.

7-Methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid methyl ester (7a): Sulfuric acid (12 mL, 0.22 mol) was added to 7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid (30 g, 136 mmol) dissolved in MeOH (670 mL, 16 mol). The mixture was refluxed for 36 hours and concentrated in vacuo. The recovered material was dissolved in 500 mL EtOAc and washed with a saturated NaHCO3 solution. The organic layer was dried over MgSO4 and concentrated to provide Intermediate (7a) as a brown solid (29.1 g). MS m/z: [M+H+] calcd for C13H16N2O2, 233.1; found 233.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Theravance, Inc.; US2008/318951; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 27231-33-0, The chemical industry reduces the impact on the environment during synthesis 27231-33-0, name is 4-Methyl-1H-benzo[d]imidazole-2(3H)-thione, I believe this compound will play a more active role in future production and life.

EXAMPLE 7 2-[[(4-Methyl-1H-benzimidazol-2-yl)thio]methyl]benzenamine The title compound was prepared by the method of Example 1 using 3.52 g of 2-mercapto-4-methylbenzimidazole instead of 2-mercaptobenzimidazole and 3.52 g of 2-(chloromethyl) aniline hydrochloride instead of 2-(chloromethyl)-N,N-dimethylaniline. Recrystallization from diethyl ether gave 1.23 g of the title compound: m.p. 125-127 C. Anal. Calc’d. for C15 H15 N3 S: C, 66.89; H, 5.61; N,15.60; S, 11.90. Found: C, 66.76; H, 5.62; N, 15.41; S, 11.87.

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-1H-benzo[d]imidazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; G.D. Searle & Co.; US5945425; (1999); A;,
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. 5955-72-6, name is 2-Chloro-6-nitro-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Chloro-6-nitro-1H-benzo[d]imidazole

Dimethylamine (2M in THF, 15 ml_) was added to a sealable tube containing 2-chloro-5- nitro-1 H-benzo[d]imidazole (1 g, Example 181 (a)). The reaction flask was sealed and heated at 80 C for 16 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude title product as a black tar (800 mg). This was used directly without purification. LCMS m/z 207.16 (M+H)+.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Jerry Leroy; DUFFY, Kevin J.; GRAYBILL, Todd L.; MOORE, Michael Lee; NEIPP, Christopher E.; RALPH, Jeffrey M.; SQUIRE, Michael Damien; (304 pag.)WO2017/153952; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

51-17-2, name is 1H-Benzo[d]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. SDS of cas: 51-17-2

N-Methylimidazole, quinoline, benzimidazole, iodomethaneand anhydrous NiBr2 were purchased from Sigma-Aldrich (>99%)and used as received. N-Methyl-benzimidazole was synthesizedaccording to a known literature method [10]: Benzimidazole (25.0 g, 211.6 mmol) is added in one portion to 100 mL of a stirred ice-cold 50% aqueous NaOH solution. Iodomethane (33.0 g, 232.8 mmol) is added dropwise under vigorous stirring to the clear benzimidazole solution at ambient temperature. After 1 h the solution is extracted three times with 100 mL portions of chloroform. The combined organic phases are dried with Na2SO4 and the solvent is removed under reduced pressure. The residue is distilled in vacuo, yielding N-methyl-benzimidazole as a colorless liquid, which solidifies upon cooling. Yield: 21.0 g (75%), mp. 61 C. Elemental anal. % (calc. for C8H8N2): C, 72.50 (72.70); H, 6.19 (6.10); N, 21.18 (21.20).

The synthetic route of 51-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Peppel, Tim; Hinz, Alexander; Koeckerling, Martin; Polyhedron; vol. 52; (2013); p. 482 – 490;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem