Month: August 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. 3034-41-1, name is 1-Methyl-4-nitroimidazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Methyl-4-nitroimidazole

2, 5-Dichloro-Lambda/-(l -methyl- lH-imidazol-4-yl)pyrimidin-4-amine l-Methyl-4-nitro-lH-imidazole (Intermediate 5, 500 mg, 3.93 mmol) was dissolved in ethanol (7.868 mL) and Pd/C (10 wt%, Degussa, 105 mg, 0.10 mmol) was added. The reaction mixture was subjected to 1 atm of hydrogen for 3 hours. The reaction mixture was filtered through Celite and 2,4,5-trichloropyrimidine (0.361 mL, 3.15 mmol) and TEA (1.097 mL, 7.87 mmol) were added. The reaction mixture was stirred overnight at rt. The reaction mixture was filtered providing the title compound as a pale yellow solid (538 mg). LCMS: 245 [M+Eta]+.

According to the analysis of related databases, 3034-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; ALMEIDA, Lynsie; CHUAQUI, Claudio, Edmundo; GUAN, Amy; IOANNIDIS, Stephanos; LAMB, Michelle; PENG, Bo; SU, Qibin; WO2010/20810; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3012-80-4,Some common heterocyclic compound, 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, molecular formula is C9H8N2O, 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: 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).

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

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

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. 106429-57-6, name is Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 106429-57-6

(b) 2,3-Dihydro-2-oxo-5-hydroxymethyl-1H-benzimidazole (20b) 24.6 g (0.128 mol) of 20a are suspended in THF and stirred with 624.8 ml (0.768 mol) of DIBAL (20% strength solution in toluene) at -70 C. overnight in analogy to Example 1a. Yield: 16.2 g (77%). C8 H8 N2 O2 (164.2). NMR (DMSO): delta=4.48 (s, 2H), 5.12 (broad s, 1H), 6.91 (s, 2H), 6.98 (s, 1H), 10.61 (broad s, 2H) ppm.

According to the analysis of related databases, 106429-57-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US4748163; (1988); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 17325-26-7, 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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl-1H-imidazole-4-carboxylate (10.37 g, 74.0 mmol) in acetonitrile (200 mL) was added 2,4-dichloro-5-methylpyrimidine (10 g, 61.7 mmol) and potassium carbonate (25.5 g, 185.2 mmol), and then the mixture was stirred at RT for 16 h under an inert atmosphere. The reaction mixture was quenched with water, and extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by gradient column chromatography using ethyl acetate in hexane as eluent to afford methyl 1-(2-chloro-5-methylpyrimidin-4-yl)-1H-imidazole-4-carboxylate as a white solid (11 g, 75%). 1HNMR (400 MHz, DMSO-d6): delta 8.88 (s, 1H), 8.38 (s, 2H), 3.80 (s, 3H), 2.41 (s, 3H). LC-MS exact mass calcd 252.04, found m/z 253.2 [M+1-1]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 1H-imidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Asana Biosciences, LLC; Venkatesan, Aranapakam M.; Thompson, Scott K.; Smith, Roger A.; Reddy, Sanjeeva P.; (166 pag.)US2016/362407; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 39021-62-0, 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 39021-62-0 as follows.

COMPOUND 12.1. 51: 4-{6,7-DIMETHOXY-3-METHYL-2-[(4-METHYL-1H- IMIDAZOL-5-YL) METHYL1-l, 2, 3, 4-TETRAHYDROISOQUINOLIN-l-YL}-N*N- DIETHYLBENZAMIDE; Methyl-imidazole-5-carboxyaldehyde (55.9 mg, 0.51 mmol) was added to a solution of INTERMEDIATE 5.1. 14 (97 mg, 0.25 mmol) in 1,2-dichloroethane (4 mL) and the reaction mixture stirred at room temperature for 10 min. Sodium triacetoxyborohydride (378 mg, 1.78 mmol) was added followed by N-methyl-2- pyrrolidinone (320 uL) and the reaction mixture stirred at RT for 22 h. 1 N NaOH (2.5 mL) was added and the organic solvent removed in vacuo. The residue was extracted with DCM (3 x 10 mL) and the organic layer washed with water (10 mL). The organic layer was concentrated in vacuo and the residue purified by repeated flash chromatography on Si02 column (EtOAc: MeOH 95: 5) to afford COMPOUND 12.1. 51 as an oil (85.9 mg, 71%). 1H NMR (500 MHz, CDC13) : 6 1.10 (br s, 3H), 1.24 (br s, 3H), 1.45 (d, J6. 5 Hz, 3H), 2.30 (s, 3H), 3.15-3. 30 (m, 4H), 3.53 (m, 2H), 3.64 (s, 3H), 3.90 (s, 1H), 3.91 (s, 3H), 4. 49 (d, J 14.5 Hz, 1H), 4.62 (d, J 14.5 Hz, 1H), 5.59 (s, 1H), 6.26 (s, 1H), 6.74 (s, 1H), 7.21-7. 31 (m, 4H), 8.24 (s, 1H) ; 13C NMR (125 MHz, CDC13) : 8 9.28, 12.82, 14.11, 19.11, 32.83, 40.13, 43. 83, 46.93, 56.19, 56.25, 59.95, 67.61, 111. 10, 111. 24,119. 36,121. 66,123. 61, 127. 29,129. 60,132. 72, 134.35, 137.08, 137.66, 149.15, 150.07, 170.73 ; (+) LRESIMS m/z 477. 39 [M+H] +.

According to the analysis of related databases, 39021-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, molecular formula is C11H12N2O3, 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. Recommanded Product: Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

To 80.0 grams (0.363 moles) of methyl 2-ethoxybenzimidazole-7-carboxylate were added 400 ml of methanol, 99 grams of potassium carbonateand 94 grams of 4-bromomethyl-2′-cyanobiphenyl, and the resulting mixture wasstirred at ambient temperature for 24 hours. The reaction mass was quenchedwith chilled 2400 ml of water, filtered and washed with 160ml of water. The wetsolid was washed with 370 ml of hot ethyl acetate, and then dried at 50-60°C toget 105.0 grams of methyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate, substantially free from methyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-4-carboxylate.;150 g of 2-ethoxy-3H-benzoimidazole-4-carboxylic acid methyl ester, 750 ml.of methanol, 231.8 g of 4′-Bromomethyl-biphenyl-2-carbonitrile and 235.2 g ofpotassium carbonate were charged in a four neck round bottom flask equippedwith a half moon shaped Teflon type blade. The reaction mixture was heated toabout 50-55°C and was maintained under stirring for about 3-4 hours. Cooled thereaction mixture to about 25-35°C. Charged 6 liters of water in a four neck roundflask followed by cooling to about 0-5°C.The reaction mass was added to thewater under stirring over about 10-30 minutes under stirring and was stirredfurther for about 1-2 hours. Separated solid was filtered and washed with 300 ml.of water. The wet compound was charged in a four neck round bottom flask followed by charging 2250 ml of ethyl acetate. Reaction suspension was heated toabout 70-75°C and was stirred for about 30-45 minutes. Reaction suspension wascooled to about 0-5°C and was stirred for about 1-2 hours. Separated solid wasfiltered and washed with 150 ml of ethyl acetate. Solid obtained was dried at about60-65°C for about 3-5 hours to yield 177 g of title compound of Formula (V);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150058-27-8, its application will become more common.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2006/15134; (2006); 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. 41806-40-0, name is 1-Methylimidazole-5-carboxylic Acid, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Methylimidazole-5-carboxylic Acid

Oxalyl chloride (1.1 equiv, 1.1 mL) and 1-methyl-1H-imidazole-5-carboxylic acid 10bb-1 (0.2 g, 1.6 mmol) are added to dry acetonitrile (2.6 mL) in a flame-dried flask under nitrogen atmosphere. N,N-dimethylformamide (2 drops) is added to the mixture. The reaction stirred at room temperature for 4 h. A large volume of diethyl ether is added to precipitate the product and the precipitated product is collected. The solid collected (10bb-2) is used in the next step without further purification.

According to the analysis of related databases, 41806-40-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gladius Pharmaceuticals, Inc.; SUTTON, Larry D.; ZAMBONI, Robert; BUREAU, Patrick; HASSANPOUR, Avid; MAMANI LAPARRA, Laura; VIDAL, Marc; WOO, Simon; ZHOU, Nancy; KEENAN, Richard M.; (127 pag.)US2019/100534; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1615-14-1,Some common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, molecular formula is C5H8N2O, 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 77 4-(6-Chloro-2,3-dihydro-indol-1-yl)-7-(2-imidazol-1-yl-ethoxy)-6-methoxy-quinazoline bis(methanesulfonate) salt This product was produced in 50% yield from 4-(6-chloro-2,3-dihydro-indol-1-yl)-6-methoxy-quinazolin-7-ol and N-(2-hydroxyethyl)imidazole (1.1 eq.) in a manner analogous to that described for Example 76. (M.P. 162-168 C. (dec); LC-MS: 422 (MH+); anal. RP18-HPLC RT: 3.94 min.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(1H-Imidazol-1-yl)ethanol, its application will become more common.

Reference:
Patent; Pfizer Inc.; US5736534; (1998); A;,
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. 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 51605-32-4

N-Amination of ethyl 5-methyl-3H-imidazole-4-carboxylic acid (5.39 g, 34.96 mmol) following the general procedure. Purification by flash chromatography on silica gel eluting with 0% increasing to 4% methanol in dichloromethane gave a yellow-white solid (4.23 g, 71%). Rf 0.53 (7% MeOH in DCM), 1H NMR (300 MHz, CDCl3): delta 7.48 (s, 1H), 5.33 (s, 2H), 4.27 (q, J=6.9 Hz, 2H), 2.35 (s, 3H), 1.31 (t, J=6.9 Hz, 3H). 13C NMR (75 MHz, CDCl3): delta 61.9 (CO2Et), 146.6, 140.4 (CH), 118.4, 60.8, 16.4, 14.7. MS, m/z (%) 170 (100) [M++1] Anal. Calcd for C7H11N3O2 (169.18): C, 49.70; H, 6.55; N, 24.84. Found: C 49.85, H 6.45, N 24.74.

The synthetic route of 51605-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Heim-Riether, Alexander; Rotella, David Paul; US2006/264624; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, molecular formula is C5H6N2O2, 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. name: Methyl 1H-imidazole-5-carboxylate

b) 3-(2,2-Dimethyl-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; To a solution of 2,2-dimethyl-indan-1-ol (3.5 g, 21.6 mmol) in THF (160 mL) is added methyl 4-imidazolecarboxylate (CASNo. 17325-26-7, 4.1 g, 32.3 mmol), and triphenylphosphine (9.09 g, 34.5 mmol). The reaction is cooled to 0 0C and diisopropyl azodicarboxylate (6.67 mL, 34.5 mmol) is added. After one hour the reaction is diluted with saturated aqueous NaHCO3 and ethyl acetate. The layers are separated and the organic layer is dried with Na2SO4, filtered, and concentrated. The resulting residue is purified by silica gel flash chromatography (ethyl acetate-dichloromethane, 0:1 to 1 :1) to provide 3-(2,2- dimethyl-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester. HRMS: (ESI) m/z 271.1440 [(M+H)+ Calcd for C16H19N2O2: 271.1447]; 1H NMR (400 MHz, CDCI3) delta ppm 2.60 – 3.08 (m, 2 H), 3.92 (s, 3 H), 6.25 (s, 1 H), 7.03 (s, 1 H), 7.15 – 7.46 (m, 4 H), 7.80 (d, J=1.0 Hz, 1 H). The HCI salt of the title compound can be prepared by dissolution in diethyl ether followed by treatment with an excess of 1 N HCI in diethyl ether. The resulting heterogeneous solution is concentrated to furnish the HCI salt of 3-(2,2-dimethyl-indan-1- yl)-3H-imidazole-4-carboxylic acid methyl ester.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17325-26-7, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2008/76336; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem