Category: imidazoles-derivatives

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. 14486-52-3, name is 1-Methyl-2-(methylthio)imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 14486-52-3

A. 2-Methylthio-3-methyl-1-(2-mercaptoethyl)imidazolium trifluoromethanesulfonate STR193 Trifluoromethanesulfonic acid (1.38 mL, 0.015 mol) was added dropwise to 2-methylthio-1-methylimidazole1 (4.0 g), 0.03 mol) at 0 C. under N2. Ethylene sulfide (0.9 mL, 0.015 mol) was then added and the mixture was heated at 55 C. under N2 for 24 h. The reaction mixture was triturated with ether (3x) and the residue was taken up in acetone, filtered and evaporated. This gave the product (4.2 g, 82%) as a semicrystalline solid which was used as such without further purification. ir(film) numax: 2550 (w, sh) cm-1; ‘Hnmr (d6 -acetone) delta: 7.97 (s, 2H), 4.66 (t, J=7 Hz, 2H, methylene), 4.17 (s, 3H, N-Me), 3.20 (d of t, J=7 Hz, J’=9 Hz, 2H, methylene), 2.72 (s, 3H, S-Me), 2.20 (t, J =9 Hz, 1H, –SH).

The synthetic route of 14486-52-3 has been constantly updated, and we look forward to future research findings.

Application of 14741-71-0,Some common heterocyclic compound, 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, molecular formula is C11H12N2O2, 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: LHMDS (1.65 mL, 1 M in THF, 1.65 mmol, 5.0 equiv) was added dropwise to a solution of ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate (67.6 mg, 0.33 mmol, 1.0 equiv) and 1-(4-methoxybenzy-l)-1H-thieno[2,3-d][1,3]oxazine-2,4-dione (0.33 mmol, 1.0 equiv) in anhydrous THF (15 mL) at -78 C. The resulting solution was slowly warmed to room temperature and then stirred overnight at 80 C. After the reaction completed, quenched with a small amount of NH4Cl (aq, satd). And then concentrated in vacuo, the resulting crude material was purified by column chromatography (petroleum ether/ethyl acetate/acetic acid = 500:100:20, v/v/v) on silica gel to afford the product as a white solid.

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

Reference of 92507-97-6, 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. 92507-97-6 name is 1-ethyl-2,3-dimethylimidazolium chloride, 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.

3. 1-ethyl-3-methyl-2-methylene imidazoline 5.96 g (37.12 mmol) 1-ethyl-2,3-dimethyl-imidazolium chloride and 2.98 g (74.24 mmol) KH are mixed in a 250 ml flask in a glove box. 100 ml THF is added to the solution, and this is stirred for 60 h at room temperature. The reaction mixture obtained is filtrated over celite, and all components which are volatile at room temperature are condensed from the solution. Subsequently, the product is distilled at 160 C./0.1 mbar in a Schlenk tube cooled with nitrogen. Yield: approx. 70% (colorless liquid extremely sensitive to humidity, which quickly colors yellow under partial decomposition at room temperature). 1H-NMR (C6D6, 200 MHz): delta=0.92 (t, 3H, NCH2CH3), 2.56 (s, 3H, NCH3), 2.65 (s, 2H, CCH2), 3.00 (q, 2H, NCH2CH3), 5.56 (d, 1H, EtNCH), 5.61 (d, 1H, MeNCH). 13C-NMR (C6D6, 50 MHz): delta=12.64 (NCH2CH3), 32.49 (CCH2), 39.82 (NCH3), 40.42 (NCH2CH3), 110.94 (EtNCH), 113.27 (MeNCH), 151.80 (NCN).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-ethyl-2,3-dimethylimidazolium chloride, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 32673-41-9, name is 4-Imidazolemethanol hydrochloride, 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 32673-41-9, Safety of 4-Imidazolemethanol hydrochloride

Step A Preparation of 1-triphenylmethyl-4-(hydroxymethyl)-imidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in 250 mL of dry DMF at room temperature was added triethylamine (90.6 mL, 650 mmol). A white solid precipitated from the solution. Chlorotriphenylmethane (76.1 g, 273 mmol) in 500 mL of DMF was added dropwise. The reaction mixture was stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product was slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product as a white solid which was sufficiently pure for use in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Imidazolemethanol hydrochloride, and friends who are interested can also refer to it.

25676-75-9, name is 4-Bromo-1-methylimidazole, 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: 25676-75-9

General procedure: A mixture of 4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl boronic acid (50 mg, 0.14 mmol), Cs2CO3 (135 mg, 0.41 mmol), Pd(PPh3)4(23.93 mg, 0.02 mmol) and 4-bromo-1H-imidazole (26 mg, 0.18 mmol) was purged with nitrogen before adding degassed dioxane (690 muL) and water (230 muL) and heating in a microwave for 40 min at 150 C. After cooling, the aqueous layer was removed with a pipette, and the organic layer was diluted with DMSO (1 mL) and filtered through a 0.2 mum filter. The filtrate was concentrated to a volume of 1 mL and purified by Gilson HPLC (20-75% MeCN/10 mM NH4OAc in water). The fractions were concentrated and lyophilized to yield the product (19 mg, 0.049 mmol, 35%). 1H NMR (DMSO-d6) delta ppm 12.11 (s, 1H), 9.76 (s, 1H), 8.59 (d, 1H), 7.97 (d, 2H), 7.85 (td, 1H), 7.70 (s, 1H), 7.67 (s, 1H), 7.56 (m, 2H), 7.36 (dd, 1H), 7.21 (d, 1H), 7.15 (d, 2H), 5.27 (s, 2H), 2.18 (s, 3H). LCMS (M+H) = 385.

The synthetic route of 25676-75-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, 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 1615-14-1, Quality Control of 2-(1H-Imidazol-1-yl)ethanol

Example 10: 2-Imidazol-l-ylethyl 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)- quinoIine-3-carboxyIate. To a suspension of 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)-quinoline-3- carboxylic acid (1.0 g, 2.8 mmol) in dry tetrahydrofuran (15 mL) at 0 0C under nitrogen atmosphere was added l-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (2.0 g, 11.2 mmol), hydroxybenzotriazole (HOBt, 0.64 g, 4.84 mmol), triethylamine (3.2 mL, 2.3 mmol) and 2-hydroxyethylimidazole (0.65 g, 3.4 mmol). The reaction mixture was slowly brought to room temperature and stirred for 12 hours. The reaction mixture was concentrated in vacuo and after aqueous work up, extracted with dichloromethane, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified on column (flash chromatography on alumina gel, chloroform/methanol 99.8 : 0.2) to give 0.25 g (23 % yield) of 2-imidazol-l-ylethyl 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)quinoline-3-carboxylate as a pale yellow solid. LC-MS (m/z) 446.2 (M+l). 1H NMR delta (CDCl3) 10.65 (s, IH), 9.16 (s, IH), 8.05 (dd, IH, J1 = 8.7 Hz, J2 = 1.8 Hz), 7.97 (d, IH, J= 8.7 Hz), 7.84 (s, IH), 7.76 (s, IH), 7.22-7.10 (m, 3H), 7.08 (s, IH), 6.97 (d, 2H, J= 9.0 Hz), 5.67 (broad s, IH), 4.75 – 4.60 (m, 2H), 4.50-4.35 (m, 2H), 3.87 (s, 3H), 2.88 (s, 3H).

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.

Adding a certain compound to certain chemical reactions, such as: 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, 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 41716-18-1, Safety of 1-Methyl-1H-imidazole-4-carboxylic acid

f) {(S)-3-[1-(6-Methoxy-5-methyl-pyridin-3-yl)-2,3-dihydro-1H-pyrido[3,4-b][1,4]oxazin-7-yloxy]-pyrrolidin-1-yl}-(1-methyl-1H-imidazol-4-yl)-methanone A mixture of 1-methyl-1H-imidazole-4-carboxylic acid (CAS registry 41716-18-1) (15 mg, 0.12 mmol), HBTU (53 mg, 0.14 mmol) and DIPEA (0.025 ml, 0.14 mmol) in DMF (0.6 ml) was stirred at rt for 5 min. A solution of 1-(6-methoxy-5-methyl-pyridin-3-yl)-7-((S)-pyrrolidin-3-yloxy)-2,3-dihydro-1H-pyrido[3,4-b][1,4]oxazine (0.037 g, 0.11 mmol) in DMF (0.6 ml) was added. After stirring for 20 h at rt water was added and the reaction mixture and was extracted with EtOAc. Combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated. The crude product was purified by prep. RP-HPLC (column SunFire C18, H2O+0.1percent TFA/ACN+0.1percent TFA 90:10 to 60:40 in 16 min) to provide the title compound as a pale yellow foam (24 mg, 49percent yield). HPLC RtM1=0.74 min; ESIMS: 451 [(M+H)+]. 1H NMR (400 MHz, DMSO): delta 8.00 (m, 1H), 7.58-7.63 (m, 3H), 7.53 (d, 1H), 5.51 (d, 1H), 5.29-5.40 (m, 1H), 4.23-4.29 (m, 2H), 3.99 (s, 3H), 3.77-4.19 (m, 2H), 3.66 (m, 5H), 3.39-3.63 (m, 2H), 2.15 (s, 3H), 1.89-2.11 (m, 2H).

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.

Adding a certain compound to certain chemical reactions, such as: 10040-98-9, name is 4-Imidazol-1-yl-benzaldehyde, 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 10040-98-9, COA of Formula: C10H8N2O

General procedure: A mixture of azolyl ketone (1a/1b) (1 mmol) and aryloxy benzaldehyde (2a-f) (1 mmol) were dissolved in 10% NaOH-EtOH (5 mL), it was stirred at room temperature for 9-10 h. After completion, 5 mL water was added to the reaction mixture. The separated solid compound was filtered and washed with water. It was purified by crystallization with methanol/chloroform or basic alumina column chromatography to give the desired compounds (3-13).The compounds (16-31) were prepared by the reaction of their corresponding aldehyde and ketone partners.

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.

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. 615-16-7, name is 2-Hydroxybenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Hydroxybenzimidazole

General procedure: Hydantoin 10 (0.10 g, 1.00 mmol) was dissolved in dry pyridine (10 mL) and DMAP (0.13 g, 1.10 mmol) was added, followed by hexyl isocyanate (0.15 mL, 1.00 mmol). The resulting solution was stirred under nitrogen atmosphere at rt for 12 h. The solvent was evaporated under reduced pressure and the crude was purified by silica gel column chromatography (cyclohexane/EtOAc 70:30) to afford 15 (0.05 g, 20%) as a white powder.

According to the analysis of related databases, 615-16-7, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 616-47-7, name is 1-Methyl-1H-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 616-47-7, name: 1-Methyl-1H-imidazole

(Comparative Examples 1 to 4) 1-methyl-1H-imidazole 3.3 g scaleAfter replacing the inside of a 100 mL three-necked flask with an argon atmosphere, 22 mL of acetonitrile, 3.3 g of 1-methyl-1H-imidazole and triethylamine in the amounts shown in Table 1 were added and cooled to -20 C. To this solution, a solution of ethyl chloroformate in the amount shown in Table 1 in 8 mL of acetonitrile was added at the addition time shown in Table 1. Thereafter, the mixture was stirred at room temperature for the reaction time shown in Table 1. To the reaction solution were added 20 mL of ethanol and 10 mL of water to dissolve the precipitate, and 1 mL was collected from the homogenized solution. The collected solution was diluted 1000-fold with acetonitrile and subjected to HPLC analysis, and the yield was calculated. The results are shown in Table 2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-imidazole, and friends who are interested can also refer to it.