Month: September 2021

Application of 1615-14-1, 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. 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A 50-mL three-necked, round-bottomed flask, equipped with thermometer, nitrogen inlet, addition funnel, magnetic stirrer and reflux condenser was flame dried and flushed with nitrogen. The flask was charged with 25 mL of anhydrous dichloromethane. Freshly distilled 1-ethanol imidazole (1 , 0.01 mol) was added into the flask. The flask was chilled with ice-water bath and chloromethyl methyl sulfide (0.011 mol) in 15 ml_ of anhydrous dichloromethane was added cautiously into the flask with continous stirring over 30 minutes. The solution was heated under reflux for 14 hours and then allowed to cool to room temperature. The dichloromethane solvent was distilled under reduced pressure to give 76% of 3-methyl thiomethyl-3- 1-ethanol imidazolium chloride 4.

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-(1H-Imidazol-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MIMOS BERHAD; AHMAD, Mohd Rais; WO2010/33014; (2010); A2;,
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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C12H20N2O3

Example 5; Preparation of ethyl-4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(trityl tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester (100 g), N-(triphenylmethyl)-5-(4′-bromomethyl biphenyl-2-yl)tetrazole (250 g), potassium carbonate (170 g) & tetra butyl ammonium bromide (15 g) in acetone (2.5 L) were refluxed for 10-16 hours. Progress of reaction was monitor by HPLC. After completion of reaction, reaction mass was cooled and filtered to remove the salts. Inorganic salts were washed with acetone (300 mL). Acetone from combine the filtrate and washings was distilled. The residue obtained was crystallized in acetonitrile to get ethyl-4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate (280 g).HPLC Purity=98.5%

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; Ramanjaneyulu, Gorantla Seeta; Mohan, Bandari; Ray, Purna Chandra; Sethi, Madhuresh Kumar; Rawat, Vijendra Singh; Krishna, Yerramalla Raja; Lakshminarayana, Vemula; Srinivas, Mamidi; US2009/281327; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 39070-14-9, These common heterocyclic compound, 39070-14-9, name is (1-Methyl-2-nitro-1H-imidazol-5-yl)methanol, 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 alcohol18(0.50 g, 3.2 mmol) in THF (10 mL) at 0 C was added diisopropylethylamine (0.67 mL, 3.8 mmol) and methanesulfonyl chloride (0.3 mL, 0.38 mmol) and the mixture was stirred for 30 min. EtOAc (20 mL) was added and the solution washed with 1M aqueous HCl (20 mL), dried over MgSO4and solvent removed in vacuo. The crude material was purified by column chromatography (2:1, X4, EtOAc) to yield19(0.51 g, 91%) as a yellow solid, mp 99-100 C (lit. [43] mp 94-96 C). deltaH(CDCl3) 7.19 (1H, s, 4-H), 4.63 (2H, s, CH2), 4.08 (3H, s, CH3). deltaC(CDCl3) 146.4 (C-NO2), 132.9 (C), 128.6 (CH), 34.3 (CH3), 33.9 (CH2). LRMSm/z176.1 (100%, M35+ H), 178.1 (36%, M37+ H). These data are in good agreement with literature values [43].

The synthetic route of 39070-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dickson, Benjamin D.; Wong, Way Wua; Wilson, William R.; Hay, Michael P.; Molecules; vol. 24; 8; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 57090-88-7, name is 1H-Imidazole-4-carbonitrile, molecular formula is C4H3N3, 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: 1H-Imidazole-4-carbonitrile

(b) 4-acetyl-1H-imidazole 1.42 g (15.3 mmol) 4-cyano-1H-imidazole are combined with 11.2 ml (33.6 mmol) 3n ethereal methyl-magnesium-bromide solution with 25 ml THF in 75 ml THF at 10° C. with cooling in the ice bath and after removal of the ice bath the mixture is stirred for another 2.5 h at ambient temperature. After the addition of another 3.5 ml (10.5 mmol) 3n ethereal methyl-magnesium bromide solution and stirring for 15 min at ambient temperature, 45 ml of 1m sulphuric acid are added and the mixture is stirred for 30 min. After the addition of 20 ml of 10n sodium hydroxide solution the organic phase is separated off, the aqueous phase is saturated with sodium chloride and extracted with ethyl acetate. The combined organic phases are dried on magnesium sulphate and evaporated down i. vac. Yield: 48percent C5H6N2O (110.11) Mass spectrum: (M+H)+=111

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57090-88-7, its application will become more common.

Reference:
Patent; Dahmann, Georg; Gerlach, Kai; Pfau, Roland; Priepke, Henning; Wienen, Wolfgang; Schuler-Metz, Annette; Nar, Herbert; US2008/51578; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2849-93-6,Some common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-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.

The bispyridine ester amine compound (168 mg, 0.83 mmol) in Example 1 and benzoimidazole-2-carboxylic acid (190 mg, 1.17 mmol) were dissolved in DMF (5 m?#8467;), HBTU (402 mg, 1.25 mmol) and triethylamine (0.58 m?#8467;, 4.17 mmol) were added to the solution, and the mixture was stirred at room temperature for 24 hours. After the reaction was completed, the product was washed and filtered to yield a target compound as a white solid (247 mg, 86 %) by chromatography (methanol: dichloromethane = 1:30).

The synthetic route of 2849-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; EP2108649; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 5805-57-2, These common heterocyclic compound, 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, 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: Compound 7 (0.5mmol) and DIPEA (0.7mmol) were mixed in anhydrous DMF (4mL) at 0C. After 45min, HBTU (0.6mmol) followed by the amine partner (8a-s; 0.55mmol) were added and stirring was continued at room temperature for 10-13h. After completion, the reaction mixture was diluted with EtOAc and washed with cold water and followed by brain solution. Then, the organic layer was dried over Na2SO4 and concentrated under the vacuum to obtain the crude product. Then, the residue was purified on flash chromatography using EtOAc/hexane or MeOH/DCM as eluent to obtain the title compounds 9a-s.

The synthetic route of 5805-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Omar, Hany A.; Zaher, Dana M.; Srinivasulu, Vunnam; Hersi, Fatema; Tarazi, Hamadeh; Al-Tel, Taleb H.; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 804 – 814;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-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. COA of Formula: C8H6N2O2

1H-benzimidazole-2-carboxylic acid (183 mg, 1.02 mmol) was dissolved in methylene chloride (20 ml) and DMF (5 ml), reacted with EDCI (195 mg, 1.02 mmol) and HOBt (138 mg, 1.02 mmol) for 20 min, and stirred together with 4b-amino-9b-hydroxy-7-isopropyl-4b,9b-dihydro-5-oxa-indeno[2,1-a]-inden-10-one (250 mg, 0.85 mmol) overnight at room temperature. After extraction with methylene chloride and water, the organic layer was dried over MgSO4 and concentrated in a vacuum. Purification by column chromatography (ethylacetate:n-hexane=1:1) afforded N-(4b-hydroxy-7-isopropyl-10-oxo-9b,10-dihydro-4bH-benzo[d]indeno[1,2-b]furan-9b-yl)-1H-benzo[d]imidazole-2-carboxamide as a white solid (210 mg, 56%). [0822] 1H-NMR (300 MHz, CD3OD) delta 1.19 (d, J=6.9 Hz, 6H, CH3), 2.86 (sep, J=6.9 Hz, 1H, CH), 6.69 (s, 1H, ArH), 6.93 (dd, J=7.9 Hz, 1.2 Hz, 1H, ArH), 7.327.35 (m, 2H, ArH), 7.49 (d, J=7.9 Hz, 1H, ArH), 7.637.64 (m, 4H, ArH), 7.897.91 (m, 2H, ArH).

The synthetic route of 1H-Benzimidazole-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN K.U. LEUVEN R & D; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Jung, Young Sik; Lee, Chong Kgo; Kim, Hae Soo; Jeong, Hee Chun; Kim, Pil Ho; Han, Soo Bong; Shin, Jin Soo; Neyts, Johan; Thibaut, Hendrik Jan; US2014/114068; (2014); 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. 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

To a solution of compound 3 (2.04 g, 0.01 mol) in ethanol (40 mL) hydrazine hydrate (0.50 g,0.01 mol) was added. The reaction mixture was heated under reflux for 6 h then poured ontoice/water mixture containing few drops of hydrochloric acid and the formed solid product wascollected by filtration. Brown crystals from ethanol; yield: 1.15 g (80%); m.p. > 300 oC. IR, :3488-3429 (NH2, NH), 3054 (CH aromatic), 2983 (CH2), 1684 (CO), 1640 (C=N), 1630 (C=C).1H-NMR: : 4.93 (s, 2H, CH2), 4.89 (s, 2H, NH2, D2O exchangeable), 7.29-7.39 (m, 4H, C6H4),8.28, 8.32 (2s, 2H, 2NH, D2O exchangeable). 13C NMR (DMSO): 52.8 (CH2), 120.3, 123.8,124.6, 126.4, 127.3, 129.8 (C6H4), 163.8 (CO), 173.4 (C=N); Anal. calcd for C9H10N4O: C,56.83; H, 5.30; N, 29.46%. Found: C, 56.66; H, 5.28; N, 29.69%. MS: m/z: (%) 190 (M+, 36%).

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:
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

Adding a certain compound to certain chemical reactions, such as: 583-39-1, name is 2-Mercaptobenzimidazole, 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 583-39-1, Safety of 2-Mercaptobenzimidazole

A mixture of 0.1 g of benzimidazole-2-thione, 0.374 g of benzyl acetate 1, and 5 mL of methanol was kept at room temperature for 20 days. The precipitate was filtered off, washed with methanol, and dried in air. Yield 0.21 g (54%), mp 243-245C (mp 244-245C [13]). 1H NMR spectrum (CDCl3), delta, ppm: 1.42 s (36H, CMe3), 5.18 s (2H,OH ), 5.52 s (4H, CH2N), 7.12-7.25 m (4H, ArH), 7.40 s (4H, ArH).

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:
Article; Gataullina; Mogilevtseva; Nugumanova; Bukharov; Tagasheva; Deberdeev, R. Ya.; Russian Journal of General Chemistry; vol. 87; 9; (2017); p. 1919 – 1923; Zh. Obshch. Khim.; vol. 87; 9; (2017); p. -1435 – -1439,5;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 716-79-0, A common heterocyclic compound, 716-79-0, name is 2-Phenyl-1H-benzo[d]imidazole, molecular formula is C13H10N2, 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 28 mL of dimethyl sulfoxide was added 2.8 g (14 mmol, 1 equivalent) of 2-phenyl-1H-1,3-benzodiazole, 1.6 g (28 mmol, 2 eq.) Of potassium hydroxide, 0.12 g (0.72 mmol, 5 molpercent) of potassium iodide were sequentially added thereto, followed by cooling and stirring, 3.0 mL (28 mmol, 2 equivalents) of butane bromide was slowly added thereto, and the mixture was heated to room temperature and agitated for 4 hours. After completion of the reaction, 60 mL of water and 60 mL of ethyl acetate were added to the reaction mixture, After further washing with 60 mL of water, the solution was concentrated and purified by silica column chromatography to obtain 3.3 g (91percent) of 1-butyl-2-phenyl-1H-1,3-benzodiazole.

The synthetic route of 716-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samyang Co., Ltd.; Oh Cheon-rim; Lee Jae-hun; Kwon Jae-gwan; Lee Deuk-rak; Lee Won-jung; (17 pag.)KR2018/77354; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem