Month: May 2021

Synthetic Route of 570-22-9, These common heterocyclic compound, 570-22-9, name is 1H-Imidazole-4,5-dicarboxylic 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.

In a dried f[ask, to 25 g (157 mmo[) 1H-imidazo[e-4,5-dicarboxy[ic acid in 334 mL of to[uene, 12.1 mL DMF and 94 mL (1.29 mo[) thiony[ ch[oride were added. The mixture was stirred for 24 h at 80C.The mixture was concentrated under reduced pressure. 100 mL to[uene were added and the mixture was concentrated under reduced pressure to give 35.5 g of thetit[e compound as crude materia[ which was used at the same day without further purification for subsequent steps.

The synthetic route of 570-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERSTAFF, Jens; WAGNER, Sarah; BASTING, Daniel; GOLZ, Stefan; BENDER, Eckhard; LI, Volkhart Min-Jian; LIENAU, Philip; LIU, Ningshu; SIEGEL, Franziska; BAUSER, Marcus; SUeLZLE, Detlev; HOLTON, Simon; BAIRLEIN, Michaela; BUCHGRABER, Philipp; BALINT, Jozsef; WO2015/150449; (2015); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 26663-77-4, 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. 26663-77-4, name is Methyl benzimidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: A mixture of compound 1 (520 mg, 3 mol) and 2M NaOH (5 ml) in MeOH (10 ml) and THF (10 ml) was stirred 70C for overnight. TLC was used to monitor the reaction. The mixture was then concentrated to a residue, added water (30mL) and used citric acid to adjust PHto 5-6. Extracted with EA, the organic layer was separated, washed, dried, filtered and concentrated to get compound 4 as yellow solid (320 mg, 67%)

The chemical industry reduces the impact on the environment during synthesis Methyl benzimidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; VAN DUZER, John, H.; MAZITSCHEK, Ralph; WO2014/121062; (2014); 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. 934-32-7, name is 1H-Benzo[d]imidazol-2-amine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

(0851) The reaction is carried out as described in example 2, except that 1,3-dibromo-2-fluoro-benzene is used instead of 1,4-dibromo-2-fluoro-benzene. 1H NMR (400 MHz, CDCl3): ^ = 7.81-7.89 (m, 4H), 7.57-7.67 (m.4H), 7.46-7.50 (m, 1H), 7.36- 7.44 (m, 2H), 7.20 (t, 1H).

The synthetic route of 934-32-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; NAGASHIMA, Hideaki; (320 pag.)WO2017/56053; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2302-25-2, The chemical industry reduces the impact on the environment during synthesis 2302-25-2, name is 4-Bromo-1H-imidazole, I believe this compound will play a more active role in future production and life.

To a mixture of 4-bromo-1 H-imidazole (1.0 g, 6.8 mmol) in THF (15 ml) was added NaH(327 mg, 8.16 mmol) at 0C. The mixture was stirred at ooc to RT for 0.5 h. SEMCI (1.45 ml, 8.165 mmol) was added dropwise and the reaction mixture was stirred at RT for 2 h. The reaction mixturewas quenched with water and extracted with DCM. The organic layer was dried (Na2S04), filteredand concentrated in vacuo to give the crude product which was purified by silica gelchromatography (10-100% EtOAc/Heptane, then 0-15%MeOH/DCM) to afford 4-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1 H-imidazole (1.36 g, MS: 279.3 [M+H+]).

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

Reference:
Patent; NOVARTIS AG; CHEUNG, Atwood; CHIN, Donovan Noel; DALES, Natalie; FAZAL, Aleem; HURLEY, Timothy Brian; KERRIGAN, John; O’BRIEN, Gary; SHU, Lei; SUN, Robert; SUNG, Moo; WO2014/28459; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 7098-07-9, 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. 7098-07-9, name is 1-Ethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of N-alkylimidazole (10 mmol, 2 equivalents) and Dibromoalkane (5 mmol, 1 equivalent) was refluxed in toluene (20 mL) for 24?30 h. The reaction mixture was allowed to cool and toluene was decanted leaving a sticky solid behind. The sticky solid was washed three times with dry THF and finally with diethyl ether once. Solvent was removed under vacuum to get a white amorphous hygroscopic powder (88?94 percent yield). NMR spectra were recorded in D2O and/or DMSO-d6.

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

Reference:
Article; Aher, Sainath Babaji; Bhagat, Pundlik Rambhau; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5587 – 5596;,
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. 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C9H6N2O4

A mixture containing Sm2O3 (0.2 mmol), MnSO4*H2O (0.3 mmol), H3bidc (0.6 mmol) and water (10 mL) was sealed in a Teflon-lined stainless steel vessel (23 mL), which was heated at 160 C for 4 days and then cooled to room temperature in 2 days. Colorless rhombic crystals of 1 were obtained and picked out, washed with distilled water and dried in air (Yield: 44.6% based on Sm). Elemental Anal. Calc. C18H24Sm2MnN4O24S2: C, 19.65; H, 2.20; N, 5.09. Found: C, 19.35; H, 2.04; N, 4.95%. IR (KBr, cm-1): 3448.78vs, 1637.12s, 1555.48m, 1504.31m, 1479.17w, 1418.99m,1384.33s, 1098.76m, 642.16m.

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; Sun, Ya-Guang; Zong, Wen-Hui; Xiong, Gang; Guo, Mei-Yan; Ding, Fu; Wang, Shu-Ju; You, Li-Xin; Ren, Bao-Yi; Xu, Zhen-He; Gao, En-Jun; Polyhedron; vol. 83; (2014); p. 68 – 76;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 2466-76-4, The chemical industry reduces the impact on the environment during synthesis 2466-76-4, name is 1-(1H-Imidazol-1-yl)ethanone, I believe this compound will play a more active role in future production and life.

To a suspension of 60percent sodium hydride (71.1mg, 1.78 mrnol) in DMSO (1.8 rnL)was added 6-brorno-3,4-dihydronaphthalen-2( H)-one (200 mg, 0.889 mmol). Then. 1-(1H-imidazol-i-vi)ethanone (117 mg, 107 mmoi) was added. The reaction was stirred at rt for 20 miii The reaction was diluted with EtOAc, washed with iN HC1 and brine, dried over MgSO4. It was filtered and concentrated. Purification by flash chromatography (24 g column, 0-40percent EtOAc in Hexanes) afforded intermediate 3A as a pale yellow solid (163mg, 69percent). ?H NMR (400 MHz, CHLOROFORM-d) 5 7.32 7.24 (in, 2H), 6.97 (d, J=9.0 Hz, 11-1), 2.80 – 2.71 (m, 21-1), 2.51 242 (in, 2H), 2.28 (s, 3H). LCMS [M + FIj 268.9.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YANG, Wu; GLUNZ, Peter, W.; BHIDE, Rajeev, S.; THIYAGARAJAN, Kamalraj; (83 pag.)WO2018/102325; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 78581-99-4, name is 5,6-Difluorobenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

A solution of 5,6-difluoro-1 H-benzo[d]imidazole (1.4 g, 9 mmol), 2-bromo-4-(bromomethyl) benzonitrile (2.5 g, 9 mmol) [see Example 1 Step A] and K2C03 (3.8 g, 27 mmol) in CH3CN (50 mL) was heated at 25C for 12 hours. The reaction mixture was cooled to 25C, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography using Petroleum ether:EtOAc (30: 1-3:1 ) as eluting solvents to afford 2-bromo-4-((5,6-difluoro-1 H- benzo[d]imidazol-1-yl)methyl)benzonitrile as a yellow solid (1.3 g, 39%). MS (ESI) m/z: 348 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 78581-99-4.

Reference:
Patent; BEAUFOUR IPSEN TIANJIN PHARMACEUTICAL CO., LTD; AUVIN, Serge; LAVERGNE, Olivier; CHAO, Qi; CHEN, Yufeng; WO2015/100609; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 5465-29-2,Some common heterocyclic compound, 5465-29-2, name is 2-Propylbenzimidazole, molecular formula is C10H12N2, 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 117] (E)-5-[1-(5-Oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)ethylidene]-2-(2-propylbenzimidazol-1-yl)methyl-5,11-dihydrobenzooxepino[3,4-b]pyridine (compound 117) [step 1] (E)-2-(2-Hydroxymethyl-5,11-dihydrobenzooxepino[3,4-b]pyridine)propiononitrile (0.190 g, 0.683 mmol) obtained in Reference Example B10 was dissolved in THF (3 mL), 2,6-lutidine (0.480 mL, 4.16 mmol), lithium bromide (0.360 g, 4.16 mmol) and methanesulfonic anhydride (0.297 g, 1.71 mmol) were added, and the mixture was stirred at room temperature for 16 hr. Water was added to the mixture and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a residue. 2-Propylbenzimidazole (0.093 g, 0.581 mmol) was dissolved in DMF (2 mL), potassium carbonate (0.364 g, 2.64 mmol) was added and the mixture was stirred for 15 min. To this mixture was added the residue obtained above, and the mixture was stirred at 60C for 2 hr. Water was added to the mixture and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to give (E)-2-[2-(2-propylbenzimidazol-1-yl)methyl-5,11-dihydrobenzooxepino[3,4-b]pyridin-5-ylidene]propiononitrile (0.180 g, 63%).

The synthetic route of 5465-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2327690; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, name is 1H-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. COA of Formula: C3H4N2

(2)Take a concentration of 20% sodium hydride in DMF, under icecooling,to 2ml / s Was added dropwise with stirring speedof 20% of the concentration of imidazole in DMF, the reaction was stirred at 60 C 60min, after cooling in an ice salt bathmethod, was slowly added to the intermediate product 1, the sodium hydride Of DMF, imidazole in DMF and the weight ratioof the intermediate product as a 7: 7: 5 stirred at 60 C in 120min reaction mix, after cooling in an ice salt bath method, areaction solution adding to said reaction mixture 25% by weight of nhexanewas accounted for the reaction, at a speed of 3rev / sec After stirring for 15min, plus The reaction solution into account the 350% by weight of the ice, with 3 rev / sec stirreduntil evolution ceased Shen After the precipitate was filtered, the filter cake with accounting for 1/3 times the weight of thefilter cake was washed with water once, in order to speed 2830r / min Conditions centrifugal drying 60min, with the centrifugalaccounted for 2.5 times the weight of the resulting product was dried and 0.05 Times with ethyl acetate and activated carbon,was allowed to stand at 5 C was recrystallized from 13 hours, 50 C and By recrystallization of the obtained product wasdried to obtain intermediate 2 detected by HPLC. Intermediate 2 71.5% yield, wherein the desired product 1(2hydroxy4(4chlorophenyl)butanoic Yl) 1Hydrogen imidazolecontent was 99.31 percent

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; zhuzhou qianjin Pharmaceutical Co., Ltd.; Li, fu Jun; Peng, Kaifeng; wen, fengqiu; li, yonggen; li, sanxin; gong, yun; (16 pag.)CN105218455; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem