Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, 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 60-56-0, SDS of cas: 60-56-0

2-mercapto-1-methylimidazole (400 mg, 3.5 mmol) was mixed with K2CO3 (968 mg, 7 mmol) in N, N-dimethylformamide (N, N-dimethylformamide ) (7 mL), followed by addition of di-tert-butyl dicarbonate (1.1 mL, 5.2 mmol). The resulting mixture was then stirred at 60 C for 30 minutes in a nitrogen atmosphere, followed by partitioning with ethyl acetate (40 mL) and water (20 mL). The ethyl acetate layer was then collected and washed with brine (brine), dried over anhydrous MgSO4, and then concentrated under vacuum. Thereafter, the resulting residue was purified by silica gel column chromatography to give a compound (665 mg, yield 89%) as a pale yellow solid.

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; HUNGKUANG UNIVERSITY; Chan, JinFeng; Chen, MingRen; LAI, SHITING; GUO, YIQIN; (36 pag.)TW2016/7932; (2016); 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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, A new synthetic method of this compound is introduced below., Safety of 2-(1H-Imidazol-1-yl)acetic acid

Step (2): Compound 76 + Compound 77 ? Compound 78; To Compound 76 (126 mg, 1.0 mmol) was added dichloromethane (4 ml), Compound 77 (365 mg, 1.00 mmol), and WSCD·HCl (249 mg, 1.30 mmol), followed by stirring at 0C for 1 hour and then at room temperature for 1 hour. Dimethylformamide (2 ml) was added, subsequently stirring for 1 hour, and then concentrated in vacuo to evaporate dichloromethane. Dimethylformamide (2 ml) was added, and then allowed to stand for 3 days. Dichloromethane and water were then added. The organic layer was washed with water, washed with saturated brine, dried over magnesium sulfate, and then filtrated to yield Compound 78 (390 mg, 58% yield, 70% potency).

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; Shionogi&Co., Ltd.; EP2341053; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 4238-71-5, 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. 4238-71-5, name is 1-Benzyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a cooled (-500C) suspension of 1 -benzyl- lH-imidazole (1,58 g, 10.0 mmol) in anhydrous diethyl ether (50 mL) under nitrogen was added H-butyl lithium (2.5 M in hexanes, 4.0 mL, 10.0 mmol) dropwise. After being stirred for 20 min at – 500C, dry carbon dioxide (passed through Drierite) was bubbled into the reaction mixture for 10 min before it was allowed to warm up to 25C. The heavy precipitate which formed on addition of carbon dioxide to the reaction mixture was filtered to yield a hygroscopic, white solid which was taken up in water (7 mL), acidified to pH = 3, cooled, and induced to crystallize with scratching. Filtration of this precipitate gave a white solid which was suspended in methanol, treated with IiV HCl/diethyl ether (4 mL) and concentrated in vacuo. Lyophilization of the residue from water (5 mL) afforded the HCl salt of Cap- 136 as a white solid (817 mg, 40%). 1H NMR (300 MHz, DMSO-d6) delta 7.94 (d, J= 1.5 Hz, IH), 7.71 (d, J- 1.5 Hz, IH), 7.50-7.31 (m, 5H), 5.77 (s, 2H); Rt = 0.51 min (Cond. MS-W5); 95% homogenity index; LRMS: Anal. CaIc. for [M+H]+ C11H12N2O2: 203.08; found: 203.11.

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, 1-Benzyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LOPEZ, Omar D.; CHEN, Qi; BELEMA, Makonen; WO2010/138368; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 4856-97-7,Some common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, molecular formula is C8H8N2O, 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: One of compounds 4a?4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a?2c (5 mmol) was added and the mixture was stirred for 7?9 h. The by-product, N,N’-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a?5n was filtered off. (1H-Benzoimidazol-2-yl)methyl 1H-indole-3-carboxylate (5a). Light green solid, yield 90 percent, mp 190?192°C. 1H NMR spectrum, delta, ppm: 5.49 s (2H, CH2), 7.18 m (4H, ArH), 7.50 t (J = 5.0 Hz, 2H, ArH), 7.61 d (J = 7.5 Hz, 1H, ArH), 8.01 d (J = 7.2 Hz, 1H, ArH), 8.21 s (1H, CH?N), 12.02 s (1H, NH), 12.60 s (1H, NH). HRMS (EI): m/z: calculated 291.1008 for C17H13N3O2[M]+, found 291.1005.

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

Reference:
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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 714273-83-3, Safety of 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde

General procedure: Cs2CO3 (1.5equiv., 4.9g) was added into the solution containing intermediate 1 (1.5 equiv., 3.0 g) and aromatic aldehyde (1.0 equiv., 10 mmol) in dry DMF (20 mL), and the mixture was stirred at room temperature for about 5 h. After the reaction was completed, the mixture was poured into crashed ice and the solid was filtered, washed with water for three times and dried. The target intermediates were obtained as white solids.

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, 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liao, Shengrong; Qin, Xiaochu; Li, Ding; Tu, Zhengchao; Li, Jinsheng; Zhou, Xuefeng; Wang, Junfeng; Yang, Bin; Lin, Xiuping; Liu, Juan; Yang, Xianwen; Liu, Yonghong; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 236 – 244;,
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. 54624-57-6, name is 2-Bromobenzimidazole, A new synthetic method of this compound is introduced below., name: 2-Bromobenzimidazole

(1) in 250mL three-necked flask,Purged with nitrogen,0.02mol raw material 2-bromo-1H-benzimidazole was added,0.03mol iodobenzene,0.04 mol sodium hydride, 0.004 mol copper iodideAnd 0.01 mol of o-phenanthroline were dissolved in 100 ml of 1,3-dimethyl-2-imidazolidinone,The reaction was stirred for 20-30h,After the reaction was completed, water was added and the mixture was extracted with methylene chloride. The organic layer was dried over anhydrous sodium sulfate and rinsed with a mixture of petroleum ether and ethyl acetate. The volume ratio of petroleum ether to ethyl acetate in the eluent was 1 : 100, purified by column chromatography to give Intermediate M1;HPLC purity 99.5%, yield 75.8%.

The synthetic route of 54624-57-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Zhang Zhaochao; Tang Dandan; Li Chong; (40 pag.)CN106946853; (2017); A;,
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

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, 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

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