Author: Jessica.F

Reference of 137049-00-4, 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. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

Vi) l-Methyl-lH-imidazole-4-sulfonic acid (4-chloro-benzyl)-(2-ethyl-4,4-dimeihyl- l-oxo-l,2,3,4-tetrahydro-isoquinolin-7-yl)-amideTo a stirred solution of 7-(4-chloro-benzylamino)-2-ethyl-4,4-dimethyl-3,4-dihydro-2H-isoquinolin-l-one (17 mg, 0.05 mmol) and pyridine (9 mul, 0.11 mmol) in anhydrous acetonitrile (1 ml) was added 1 -methyl- lH-imidazole-4-sulfonyl chloride (20 mg, 0.11 mmol) and the reaction heated to 150C in a microwave for 0.5 hrs. The solvent was evaporated in vacuo and the crude residue purified by preparative tic (5% methanol in dichloromethane) to afford the title compound as a colourless solid (5 mg, 21%). HPLC retention time 4.42 min. Mass spectrum (ES+) m/z 487 (M+H).

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-imidazole-4-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; XENTION LIMITED; HAMLYN, Richard, John; MADGE, David; MULLA, Mushtaq; WO2010/139953; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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.

A solution of imidazole 5 (20.4 g, 0.3 mol) in 95% sulfuric acid(60 mL), was heated up to 70 C and 60 mL of 65% nitric acid wasadded dropwise thereto. The temperature of the resulting mixturewas then elevated to 100 C and refluxed for 5 h. The reaction solutionwaspoured onto 100 g crushed ice and neutralized with 25%ammonia solution. Filtration, washing and drying were furtherperformed to give 6 as a white solid (23 g, 67% yield); mp:311-312 C (lit. mp 310-311 C) [40].

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

Reference:
Article; Shirvani, Pouria; Fassihi, Afshin; Saghaie, Lotfollah; Van Belle, Siska; Debyser, Zeger; Christ, Frauke; Journal of Molecular Structure; vol. 1202; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 32673-41-9, The chemical industry reduces the impact on the environment during synthesis 32673-41-9, name is 4-Imidazolemethanol hydrochloride, I believe this compound will play a more active role in future production and life.

(a) [1-(4-Chlorobenzyl)-1H-imidazol-4-yl]methanol 4-Chlorobenzylchloride (1.2 g) was dissolved in N,N-dimethylformamide (20 ml), 4(5)-hydroxymethylimidazole hydrochloride (1.0 g) and potassium carbonate (4 g) were added and the mixture heated at 90 C. for 20 hours. Water and ethyl acetate were added, the organic phase was separated, washed with brine, dried and the solvent removed by evaporation. The residue was purified by chromatography (dichloromethane:methanol, 9:1) to give the product as a mixture of regioisomers (0.5 g). This material was used in the next step without further purification.

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-Imidazolemethanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca UK Limited; US6566376; (2003); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2735-62-8, These common heterocyclic compound, 2735-62-8, name is 2-(1-Methyl-1H-benzo[d]imidazol-2-yl)acetonitrile, 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: To a solution of nitrile (33a, b, 36a-f, i) (1.0mmol) in pyridine (2.5mL) was added 2-mercaptoacetic acid or 37a-c (1.0mmol), and the mixture was stirred at reflux for 8h. After addition of H2O (10mL), the mixture was extracted with EtOAc (3×10mL) and the combined organic layers were washed with brine (30mL) and dried (MgSO4). Evaporation of the solvent followed by chromatography (hexane-EtOAc, 1:1) of the residue gave thiazole (5, 6, 10, 14, 16-20 and 24).

The synthetic route of 2735-62-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sogame, Shinya; Suenaga, Yoshihito; Atobe, Masakazu; Kawanishi, Masashi; Tanaka, Eiichi; Miyoshi, Shiro; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 250 – 258;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 7189-69-7,Some common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, molecular formula is C6H6N4O2S, 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.

0.18 g (1.20 mmol) of 2-hydroxyl-N-methylbenzenecarboximidamide is stirred with 0.48 g (2.42 mmol) of 1,1′-sulphonyldiimidazole at 120 C. for 18 hours. Cooling is followed by stirring the mixture with water and then decanting off from the water. The remaining residue is chromatographed on silica gel (450 g, 40-63 mum) with dichloromethane/methanol=99/1. 87 mg of product are isolated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1′-Sulfonyldiimidazole, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AG; US2010/267703; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 13275-42-8, name is 2-(2-Bromophenyl)-1H-benzo[d]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 13275-42-8, Quality Control of 2-(2-Bromophenyl)-1H-benzo[d]imidazole

Take a quartz reaction tube, add a magnetic stirrer thereto, and then add 0.3 mmol of 2-(2-bromophenyl)benzimidazole (CAS No. 13275-42-8).0.9 mmol of lithium t-butoxide (t-BuOLi), 20 mmol% of cuprous iodide (CuI), N,N-dimethylformamide (DMF) 1 mL, acetonitrile (CH3CN) 1 mL, and finally 0.6 mmol of benzyl amine. Then add a three-way air guide head with a balloon above the quartz reaction tube.First, the reaction liquid is frozen with liquid nitrogen, and then the quartz reaction tube is evacuated by an oil pump, and then the balloon is filled with nitrogen;Under the stirring of magnetic stirrer, the reaction was carried out under nitrogen conditions and ultraviolet light of 254 nm for 12 hours.Then, it was reacted under air conditions and ultraviolet light of 254 nm for 24 hours, and the reaction was completed.The final product was detected by TLC, and finally the final product, 6-phenylbenzimidazole [1,2-c]quinazoline, was isolated by column chromatography, yield 90%.

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; Henan University; Xu Hao; Liu Yawei; Xu Jing; Wang Yanpeng; Ren Yanrong; Liu Baoying; Zhang Wenkai; Xu Yuanqing; Fang Xiaomin; Ding Tao; (10 pag.)CN108610345; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 71759-89-2,Some common heterocyclic compound, 71759-89-2, name is 5-Iodo-1H-imidazole, molecular formula is C3H3IN2, 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 49A 4-iodo-1-trityl-1H-imidazole A suspension of 4-iodoimidazole (3.38 g, 17.4 mmol) and triphenylmethyl chloride (5.56 g, 19.9 mmol) in DMF (15 mL) at 0 C. was treated with triethylamine (1.5 mL, 10.8 mmol), warmed to room temperature, stirred for 16 hours, poured into ice water, filtered, and dried in a vacuum oven at 50 C. to provide the desired product of sufficient purity for subsequent use without further purification.

The synthetic route of 71759-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wang, Wei-Bo; Curtin, Michael L.; Fakhoury, Stephen A.; Gwaltney II, Stephen L.; Hasvold, Lisa A.; Hutchins, Charles W.; Li, Qun; Lin, Nan-Horng; Nelson, Lissa Taka Jennings; O’Connor, Steve; Sham, Hing L.; Sullivan, Gerard M.; Wang, Gary T.; Wang, Xilu; US2002/19527; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-1H-imidazole, 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. Quality Control of 2-Isopropyl-1H-imidazole

General procedure: A solution of imidazole 4-13, benzimidazole 40, 41, pyridoimidazole 42 or benzotriazole 43 (23 mmol) in dry DMF (15 mL) and K2CO3 (11.5 mmol) was stirred for 10 min at 0-5 C, under nitrogen atmosphere. After this time, appropriate 1-aryl-2-bromo-ethanone 18-21 (23 mmol) was added and the mixture was stirred for 1.5 h then poured into ice water. The resulting crude material was extracted with dichloromethane (3 × 50 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure; the obtained residue were purified by means of flash chromatography performed using silica gel 60 (230-400 mesh) and a mixture of ethyl acetate/methanol 8:2 v/v or dichloromethane/methanol 9.5/0.5 v/v (only for purification of 25 and 26, 49 and 51, 50 and 52, respectively) as eluent.

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

Reference:
Article; Salerno, Loredana; Modica, Maria N.; Romeo, Giuseppe; Pittala, Valeria; Siracusa, Maria A.; Amato, Maria E.; Acquaviva, Rosaria; Di Giacomo, Claudia; Sorrenti, Valeria; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 118 – 126;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 20485-43-2, name is 1-Methyl-1H-imidazole-2-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 20485-43-2, Safety of 1-Methyl-1H-imidazole-2-carboxylic acid

To a solution of i-methyl-I H-imidazole-2-carboxylic acid (500 mg, 3.57 mmol, commercially available from e.g. Sigma-AIdrich), Lambda/-[3-(dimethylamino)propyl]-N’- ethylcarbodiimide (554 mg, 3.57 mmol) and 1-H-1 ,2,3-benzotriazol-1-ol (54.6 mg, 0.357 mmol) in dichloromethane (20 ml) pre-stirred for 30 mins under argon at room temp was added solid t-butyl carbazate (722 mg, 5.35 mmol). The reaction mixture was stirred at RT for 18 h. The reaction mixture was partitioned between dichloromethane (~ 50 ml) and saturated sodium bicarbonate solution (~ 50 ml). The aqueous phase was extracted with dichloromethane (2 x 25 ml) and the combined organic extracts washed with saturated sodium bicarbonate solution (~ 25 ml), dried over magnesium sulphate and evaporated in vacuo to give the crude product as a yellow oil. This was purified via Biotage (1 :1 Hex/EtOAc; 40+M Biotage column) to afford the required product as a white solid in 143.8 mg.LCMS: 2 minute run in MeOH. [M-Boc+H]+ = 140.93; RT = 0.57-0.59 min

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

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, 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. Product Details of 60-56-0

EXAMPLE 4 1-methyl-2-[3-[(p-isobutyloxycarbonyl)-phenoxy]-2-hydroxy-propylthio]-imidazole hydrochloride The suspension of 5.73 g (50 mmoles) of 1-methyl-2-mercapto-imidazole in absolute ethanol (100 ml) is added with 2,6-lutidine in catalytic amount and there is dropwise added the solution of isobutyl p-(2,3-epoxy)-propyloxybenzoate (12.5 g; 50 mmoles) in absolute ethanol (50 mmoles) at room temperature under stirring. The mixture is heated to reflux for 6 hours. The solvent is evaporated under vacuum, the residue is taken with ethyl acetate and washed with aqueous saturated solution of sodium bicarbonate and with water. The mixture is made anhydrous over anhydrous sodium sulfate and concentrated to an oil. The lutidine is completely removed by evaporation under vacuum. The product, dissolved in acetone, is treated with an excess of 37% aqueous hydrochloric acid and maintained under stirring until the salification is completed. The mixture is concentrated to dryness under vacuum with subsequent additions of toluene/ethanol, the solid is comminuted with ethyl ether/hexane and is crystallized from a mixture of acetone/ethyl acetate. The product is obtained with a yield of 64% and has melting point 104-108 C. By repeating the operating method of example 4 the following derivatives are prepared:

The synthetic route of 1-Methyl-1H-imidazole-2(3H)-thione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pierrel SpA; US5470858; (1995); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem