Tag: M.W=100-200

Reference of 4887-83-6, A common heterocyclic compound, 4887-83-6, name is 7-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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.

Example 8 2-[(4-methyl-1H-benzo[d]imidazol-1-yl)methyl]-3-phenyl-4H-chromen-4-one To a solution of intermediate 5 (0.10 g, 0.317 mmoles) in dioxan (2 ml), was added 4-methylbenzimidazole (0.083 g, 0.634 mmoles) at RT and refluxed for 12 h. The reaction mixture was cooled, diluted with aqueous bicarbonate solution and extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated under reduced pressure. The crude product was purified by column chromatography with methanol:dichloromethane to afford the title compound as yellow solid (0.060 g, 51% yield). MP: 204-208 C. 1H-NMR (delta ppm, DMSO-D6, 400 MHz): delta 8.11 (s, 1H), 8.04 (d, J=7.6 Hz, 1H), 7.77 (t, J=7.6 Hz, 1H), 7.55 (m, 7H), 7.08 (t, J=8.0 Hz, 1H), 6.99 (d, J=7.6 Hz, 2H), 5.40 (s, 2H), 2.48 (s, 3H). Mass: 367.25 (M++1).

The synthetic route of 4887-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhizen Pharmaceuticals SA; Incozen Therapeutics Pvt. Ltd.; US2011/118257; (2011); 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. 13570-08-6, name is 2-(1H-Benzo[d]imidazol-2-yl)acetic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(1H-Benzo[d]imidazol-2-yl)acetic acid

A mixture of 2-(1H-benzo[d]imidazol-2-yl)acetic acid 46 (100 mg, 0.57 mmol), 5-isopropyl-2-methylaniline 47, HATU (433 mg, 1.14 mmol), and Et3N (160 muL, 1.14 mmol) in MeCN (7 mL) was stirred at room temperature for 4 h. And then, isopropyl-2-methylaniline (127 mg, 0.85 mmol) was added. After stirring at room temperature for 12 h, the mixture was extracted with EtOAc (3 ~ 30 mL) and washed with H2O (~ 30 mL). The organic layer was dried over anhydrous MgSO4, and concentrated in vacuo to yield the title product 48 (170 mg, 81%); 1H NMR (400 MHz, DMSO-d6) delta ppm 12.37 (br s, 1H) 9.91 (s, 1H) 7.56 (d, J = 7.2 Hz, 1H) 7.47 (d, J = 7.2 Hz, 1H) 7.43 (s, 1H) 7.14 (m, 3H) 6.95 (d, J = 7.6 Hz, 1H) 4.02 (s, 2H) 2.82 (m, 1H) 2.20 (s, 3H) 1.17 (s, 3H) 1.15 (s, 3H); LC/MS (ESI+, MeCN/H2O): m/z: calcd for C19H22N3O: 308.17 [M + H]+; found: 308.2.

The synthetic route of 13570-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, TaeHun; Yang, Ha Yun; Park, Beoung Gun; Jung, Seo Yun; Park, Jong-Hyun; Park, Ki Duk; Min, Sun-Joon; Tae, Jinsung; Yang, Hyejin; Cho, Suengmok; Cho, Sung Jin; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Pae, Ae Nim; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1172 – 1192;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33468-69-8,Some common heterocyclic compound, 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, molecular formula is C4H3F3N2, 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.

[00611] Intermediate 64a: benzyl 2-[4-(trifluoromethyl)imidazol-1 -yI]acetate[00612] Benzyl bromoacetate (0.l4mL, 0.88mmol) was added to a flask containing potassiumcarbonate (305mg, 2.2mmol) and 4-(trifluoromethyl)-1H-imidazole (1 00mg, 0.73mmol) in MeCN(3mL). The reaction mixture was heated to 60 C and left to stir overnight. The reaction was then quenched by the addition of water (2OmL) and extracted with EtOAc(3x2OmL). The combined organic layers were dried over Na2504, filtered and reduced in vacuo to afford the product benzyl 2- [4-(trifluoromethyl)imidazol-1-yl]acetate (1 94mg, 0.68mmol, 93% yield) as a yellow oil.1H NMR (CDCI3,400MHZ) O/ppm: 7.55 (1H, 5), 7.41 -7.30 (6H, m), 5.23 (2H, 5), 4.75 (2H, 5).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Trifluoromethyl)-1H-imidazole, its application will become more common.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 705-09-9, These common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]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.

General procedure: 2-(Difluoromethyl)-1H-benzo[d]imidazole (1 mol),chloro derivative (1 mol) and K2CO3 (2 mol) were taken inDMSO (10 v). The reaction mixture was heated to 130 C,stirred for 4 h. Then the reaction mixture was cooled to roomtemperature, diluted with water (50 v) extracted with EtOAC(2 x 50 v), evaporated the solvent under reduced pressure toget the crude compound. Crude products were purified bycolumn chromatography.

Statistics shows that 2-(Difluoromethyl)-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 705-09-9.

Reference:
Article; Kasturi, Sivaprasad; Surarapu, Sujatha; Uppalanchi, Srinivas; Anantaraju, Hasitha Shilpa; Dwivedi, Shubham; Yogeeswari, Perumal; Ethiraj, Krishna S.; Anireddy, Jaya Shree; Letters in drug design and discovery; vol. 15; 2; (2018); p. 181 – 192;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference 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.

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

Related Products of 2302-25-2,Some common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-imidazole, molecular formula is C3H3BrN2, 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 4-bromo-lH-imidazole (100 mg) in anhydrous THF (3.5 mL) was added di-tert-butyl dicarbonate (149 mg) and DMAP (125 mg). The reaction mixture was stirred at rt for 30 min and partitioned between 9: 1 DCM/MeOH and a sat. aq. NaHC03 solution. The layers were separated and the aq. layer was extracted with 9: 1 DCM/MeOH (3x). The combined org. layers were washed with water and brine, dried over MgS04, filtered and concentrated under reduced pressure. The title compound was obtained, after purification by CC (DCM/MeOH 100:0 to 98:2), as a white solid (143 mg; 85% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1H-imidazole, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GUDE, Markus; HUBSCHWERLEN, Christian; PANCHAUD, Philippe; WO2011/121555; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 496-46-8, 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 496-46-8 as follows.

Into a suitable reaction vessel equipped with a stirrer, thermometer and reflux condenser, there was introduced 688 parts (10 mol) of aqueous formaldehyde (44%), and the pH was adjusted to 8.7 with 22 parts of 0.5 N NaOH solution. To this solution, there was added 284 parts (2 mol) of acetylene carbamide at 40 C. During the resulting reaction, the temperature was allowed to rise up to 55 C. At this stage, most of the acetylene carbamide entered into solution. After about 15 minutes, the pH was adjusted to 8.0 with five parts of 0.5 N NaOH. A clear, pale yellow colored solution was obtained. The clear solution was distilled at 50 C, under reduced pressure, to remove water until the reaction vessel content was about 640 parts. The resulting syrup in the vessel was poured into 800 parts of methanol. The resulting white crystalline precipitate was filtered and dried. The total yield of the tetramethylol acetylene carbamide was 483 parts (92%) and had a melting point of 132 – 136 C.

According to the analysis of related databases, 496-46-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ROTAM AGROCHEM INTERNATIONAL COMPANY LIMITED; BRISTOW, James Timothy; WO2014/166347; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, 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. Safety of 5-Bromo-1H-benzo[d]imidazole

To a solution of 3-[1-(triphenylmethyl)-1H-benzimidazol-5-yl]benzaldehyde and 3-[1-(triphenylmethyl)-1H-benzimidazol-6-yl]benzaldehyde (0.22 g, 0.47 mmol) in dichloromethane (5 mL) was added 1 drop of acetic acid, followed by 4,4-dimethylcyclohexylamine hydrochloride (78 mg, 0.47 mmol) and triethylamine (66 muL, 0.47 mmol). NOTE: If a free amine was used, triethylamine was not added. After stirring 60 min at room temperature, sodium triacetoxyborohydride (0.40 g, 1.9 mmol) was added and the reaction was stirred an additional 3 h. The reaction mixture was diluted with H2O and CH2Cl2. The layers were separated and the aqueous layer was extracted 2× CH2Cl2. The combined organics were washed with brine, dried over Na2SO4, and concentrated in vacuo. Chromatography provided the reductive amination product as a mixture of trityl regioisomers, (4,4-dimethylcyclohexyl)({3-[1-(triphenylmethyl)-1H-benzimidazol-6-yl]phenyl}methyl)amine and (4,4-dimethylcyclohexyl)({3-[1-(triphenylmethyl)-1H-benzimidazol-5-yl]phenyl}methyl)amine. (M+1) 576.4 ES, 2.40 min and 2.51 min (LC/MS Method A).

The synthetic route of 4887-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
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. 3304-70-9, name is Dimethyl 4,5-imidazoledicarboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 3304-70-9

(1) Dimethyl 1H-imidazole-4,5-dicarboxylate (9.6 g, 52 mmol) was dissolved in acetonitrile (200 mE), and N-bromosuccinimide (13.92 g, 78 mmol) was added thereto, and then the mixture was stirred at 50 C. for 4 hours. After the reaction, water was added and the mixture was extracted twice with ethyl acetate. After being washed with saturated aqueous sodium thiosulfate and saturated aqueous sodium chloride, the organic layer was dried over anhydrous sodium sulfate. The organic layer was concentrated to obtain dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate (8.3 g). This material was used as is in the next reaction without further purification:10217] ?H-NMR (CDC13) oe: 10.56 (1H, s), 3.96 (6H, s);10218] ESI-MS mlz=263 (M+H).

The synthetic route of 3304-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Teijin Pharma Limited; Maruyama, Akinobu; Kamada, Hirofumi; Fujinuma, Mika; Takeuchi, Susumu; Saitoh, Hiroshi; Takahashi, Yoshimasa; US2015/284358; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1467-16-9, name is 1H-Imidazole 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 1467-16-9, name: 1H-Imidazole hydrochloride

A mixture of lithium(1+) ion 3-amino-5H-pyrrolo[2,3-£>]pyrazine-2-carboxylate, Intermediate 3 (5.00 g, 27.2 mmol), CDI (6.61 g, 40.7 mmol) and 1 /-/-imidazole hydrochloride (1 :1) (3.12 g, 29.9 mmol) in DMF (80 ml) was stirred at RT for 16 h. Additional CDI (2.00 g, 12.3 mmol) was added and the reaction was left to stir for a further 1 h at RT. The reaction mixture was diluted with water (350 ml) then stirred at RT for 5 min then left to stand at RT for 0.5 h. The resultant mixture was filtered then the collected solid was washed with water then dried under vacuum to afford the product as a yellow/orange solid (3.30 g, 52%). 1 H NMR (500 MHz, DMSO-cfe) delta 11.69 (s, 1 H), 8.74 (t, J = 0.9 Hz, 1 H), 7.94 (t, J = 1.4 Hz, 1 H), 7.63 (dd, J = 3.8, 2.3 Hz, 1 H), 7.44 (s, 2H), 7.08 (dd, J = 1.5, 0.8 Hz, 1 H), 6.52 (dd, J = 3.8, 1.3 Hz, 1 H). LC/MS (System A): m/z (ESI+) = 229 [MH+], Rt = 0.65 min, UV purity = 97%.

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, 1H-Imidazole hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem