Month: March 2021

Reference of 152628-02-9, 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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 1,7′-dimethyl-2′-propyl-1H,3’H-2,5′-bibenzo[d]imidazole 3 (2 mmol) and tetrabutylammonium bromide (0.2 mmol) in benzene (25 mL), a solution of 50% NaOH (25 mL) was added at 0 C followed by the addition of sulfonyl chloride 4 (2.2 mmol). The reaction mixture was stirred vigorously at room temperature for 5-6 h and the reaction was monitored by TLC. After the completion of the reaction, aqueous phase was separated and the organic phase was washed with water (20 mL) and brine (20 mL), dried over anhydrous sodium sulphate and concentrated to give crude products which were purified by column chromatography over silica gel using hexane-EtOAc (6:4) mixture as eluent.

The synthetic route of 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Roopashree, Rangaswamy; Mohan, Chakrabhavi Dhananjaya; Swaroop, Toreshettahally Ramesh; Jagadish, Swamy; Raghava, Byregowda; Balaji, Kyathegowdanadoddi Srinivas; Jayarama, Shankar; Basappa; Rangappa, Kanchugarakoppal Subbegowda; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2589 – 2593;,
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. 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-one, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromo-1,3-dihydrobenzoimidazol-2-one

To a round-bottomed flask containing DMF (35 mL) was added 5-bromo-1 ,3-dihydro- benzimidazo-2one (5.Og, 23 mmo), and the resu[ting soution was purged with nitrogen for 15 minutes. To this soution were added successivey bis(pinacoato)diboron (7.2g, 28mmo), potassium acetate (6.9g, 70 mmo), and PdC2(dppf)0H2C2 (1 .7g, 2.4 mmd). After heating at 95 C for 16 h, the back mixture was coded to rt and di?uted with brine (50 mL) and EtOAc (75 mL). The resu[ting precipitate was removed by fiftration and washed with EtOAc. The fiftrate was transferred to a separatory funnd and the ayers separated. The organic ayer was washed with water (3 x 50 mL), dried (Na2SO4), fiftered andconcentrated in vacuo. Trituration of the crude residue with DOM provided the desired product as a white soid (2.5g, 41 % yied). MS (ES): masss cacd. for 013H17BN203, 260.1; m/zfound, 261.2 [M+H1. 1H NMR (400 MHz, DMSO.-d6) 310.76 (s, IH), 10.65 (s, IH), 7.29 (dd, J= 7,7, 1.0 Hz, IH), 7.18 (s, IH), 6.92 (d, J= 7.5 Hz, IH), 127 (5, 12H).

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 39513-26-3.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 53316-51-1, name is 4,5-Dimethyl-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 53316-51-1, COA of Formula: C5H9ClN2

A solution of 4,5-dimethylimidazolium hydrochloride (82) (8.00 g, 60.3 mmol) in anhydrousDMSO (100 mL) was treated with solid 90% KOH (11.20 g, 180 mmol) and bromoethane (4.9 mL, 65mmol). The obtained mixture was stirred under argon and heated at 40C for 16 hours. The reaction mixture was poured into ice-water (500 mL), treated with SN NaOH and extracted with DCM/THF (9:1, 2 x 200 mL). The extract was washed with water (100 mL), dried over Na2CO3, and the solvent was removed under reduced pressure to give 1-ethyl-4,S-dimethylimidazole (87-0) (5.43 g, 73% yield).

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, 4,5-Dimethyl-1H-imidazole hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NITTO DENKO CORPORATION; STANISLAW, Rachwal; HU, Yufen; ZHANG, Hongxi; (0 pag.)WO2018/161025; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature 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.

General procedure: A mixture of imidazole (30 mmol, 2.04 g), potassiumhydroxide (30 mmol, 1.68 g) and dimethyl sulfoxide(10 mL) was stirred for 2 h at room temperature. Afterthat, alkyl bromide (25.0 mmol of 1-bromohexane, 1-bromooctane,1-bromodecane, 1-bromododecane, 1-bromotetradecane,1-bromohexadecane, or 1-bromooctadecane)was dropped in slowly and the mixture was stirred for anadditional 4 h. Upon completion, water (30 mL) was addedto the resulting mixture followed by extraction with chloroform(5 x 30 mL). The combined organic layer wasdried over anhydrous magnesium sulfate and the filtratewas concentrated under reduced pressure. The residue wassubjected to flash chromatography with ethyl acetate aseluent to give N-alkyl imidazole. The respective yields ofN-hexyl imidazole, N-octyl imidazole, N-decyl imidazole,N-dodecyl imidazole, N-tetradecyl imidazole, N-hexadecylimidazole and N-octadecyl imidazole are 84.6, 82.3, 81.2,80.5, 80.4, 79.8 and 79.6 %.

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; Zhao, Xiaohui; An, Dong; Ye, Zhiwen; Journal of Surfactants and Detergents; vol. 19; 4; (2016); p. 681 – 691;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 4887-88-1, 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. 4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

To a 0 C solution of 5-bromo-lH-benzimidazole (10.2 mmol) in dichloromethane (30 mL) was dropwise added bis( 1,1 -dimethylethyl) dicarbonate (1 1.2 mmol) and triethylamine (15.2 mmol). The reaction mixture was then stirred at room temperature overnight. The mixture was washed with water (3 x 10 mL) and brine, then dried over sodium sulfate, filtered, and concentrated in vacuo to afford the crude product.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1H-benzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE LLC; CHAUDHARI, Amita, M.; HALLMAN, Jason; LAUDEMAN, Christopher, P.; MUSSO, David, Lee; PARRISH, Cynthia, A.; WO2011/66211; (2011); 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. 693-98-1, name is 2-Methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 693-98-1

To a slightly yellow homogeneous solution of 2-methylimidazole (15.000 g; 182.680 mmol) in dioxane (305 ml) and distilled water (305 ml) was added successively, at rt (in one portion), sodium carbonate (58.086 g; 548.040 mmol), and iodine (102.005 g; 401.896 mmol). The resulting brown heterogeneous reaction mixture was further stirred at rt, under nitrogen, for 24h. EA (900 ml) was then added followed by an aq. solution of sodium thiosulfate (54 g Na2S2psi3 in 540 ml of water). The yellow homogeneous organic layer was separated and additionally washed with an aq. solution of sodium thiosulfate (36 g Na2S2O3 in 300 ml of water), and finally with brine (300 ml). The yellow organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure to give the pure product 4, 5-diiodo-2-methyl-1 /-/-imidazole as a yellow solid which was further dried under HV (61.000 g; 100percent). LC-MS: tR = 0.52 min.; [M+H]+ = 335.14 g/mol.

The synthetic route of 693-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 772311-98-5,Some common heterocyclic compound, 772311-98-5, name is 4-((2-Methyl-1H-imidazol-1-yl)methyl)aniline, molecular formula is C11H13N3, 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 slurry of N,lambda^-bis(fer?-butoxycarbonyl)-lH-pyrazole-l-carboxamidine (5.0 g, 16.1 mmol) and 4-(2-methylimidazol-l-ylmethyl)phenylamine (3.0 g, 16.1 mmol) in DMF (11 rnL) was stirred for 64 h. The resulting clear solution was poured into 100 rnL water and extracted with DCM (2×200 rnL) and ethyl acetate (1×100 rnL). The organic layers were combined and washed with brine (50 rnL), dried (Na2SO4), and concentrated in vacuo. The residual material was partially purified by silica gel column chromatography (0-20% MeOH in DCM with 0.05% ammonium hydroxide) to afford the title compound as a slightly impure yellow oil (6.6g, 95%)[0231] 1H NMR (500 MHz, DMSO-J6) delta 1.45 (br s, 18H), 2.23 (s, 3H), 5.10 (s, 2H), 6.75 (d, J = 0.8 Hz, IH), 7.08-7.16 (m, 3H), 7.52 (d, J = 8.4 Hz, 2H), 9.98 (s, IH), 11.39 (s, IH) MS (ES+): m/z 430 (M+H)+

The synthetic route of 772311-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN INC.; WO2009/49028; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1262035-61-9, A common heterocyclic compound, 1262035-61-9, name is 5-Bromo-1-cyclopropyl-1H-imidazole, molecular formula is C6H7BrN2, 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.

Step 1 4-[(3-Cyclopropyl-3H-imidazol-4-yl)-hydroxy-methyl]-benzonitrile In a 10 mL two-necked flask, 5-bromo-l-cyclopropyl-lH-imidazole (intermediate lc’, 107 mg, 572 muiotaetaomicron, Eq: 1.00) was combined with DCM (3 ml) to give a colorless solution. Isopropyl magnesium chloride, lithium chloride complex (484 mu, 629 muiotaetaomicron, Eq: 1.1) was added within 2min (white precipitate). After stirring for 80min., the reaction flask was cooled to 0C, and a solution of 4-formylbenzonitrile (90.0 mg, 686 muiotaetaomicron, Eq: 1.2) in DCM (2 ml) was added dropwise. The reaction was allowed to proceed at rt for 2 h when TLC showed that the reaction was complete. Work up: The reaction mixture was quenched with 3ml sat. NH4C1, then poured into 6ml sat. NaHC03 and extracted with DCM (2X 25ml). The organic layers were washed with brine, combined, dried over Na2S04, and concentrated i. V. The crude material was purified by flash chromatography (silica gel, 20g, 2% to 10% MeOH in DCM) to yield 81 mg of the title compound as white foam. MS (ESI): 240.1 [M+H]+.

The synthetic route of 1262035-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; MOHR, Peter; TAN, Xuefei; WO2013/120771; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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. SDS of cas: 2620-76-0

(2) Synthesis of 2-[4-(10-naphthalene-2-yl-anthracene-9-yl)-phenyl]-1-phenyl-1H-benzimidazole (Compound (1-7)) Dissolving 4.0 g (11 mmol) of 2-(4-bromophenyl)-1-phenyl-1H-benzimidazole, 4.0 g (11 mmol) of 10-naphthalene-2-yl-anthracene-9-boronic acid and 0.27 g of tetrakis (triphenylphosphine) palladium into 40 milliliter of 1,2-dimethoxyethane, adding 18 milliliter of 2.0M sodium carbonate aqueous solution, the resultant suspension was refluxed with heating for 7 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and methanol, thereby obtaining 5.1 g of yellowish white solids (yield: 78 percent). As a result of mass spectrum (MS) analysis, it was recognized that the yellowish white solids were identified as the aimed substance and that m/e= 572 for molecular weight of 572.23.

The synthetic route of 2620-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1602648; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 68282-53-1, 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. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

COMPOUND 14.1. 6: N, N-DIETHYL-4-r6-METHOXY-2-Lt5-METHYL-lH- IMIDAZOL-4-YL)METHYL]-7-(PYRIDIN-3-YLOXY)-1,2,3,4- TETRAHYDROISOQUINOLIN-1-YL] BENZAMIDE; To INTERMEDIATE 10.2. 4 (52 mg, 0.097 mmol) was added a solution of hydrogen chloride in 1,4-dioxane (4M, 1 mL) at RT and the mixture was stirred for 1 hr. Solvent was removed by applying a stream of nitrogen and followed by under vacuum. The dried residue was re-dissolved in 1,2-dichloroethane (5 mL). To this solution added4-methyl-lH-imidazole-5-carboxaldehyde (13 mg, 0.1176 mmol, 1.2 eq) and sodium triacetoxyborohydride (62 mg, 0.294 mmol, 3eq) and stirred at room temperature overnight. The reaction. mixture was then quenched with saturated aqueous sodium bicarbonate (2 mL), extracted with ethyl acetate (2 x 10 mL}. The extracts were washed with brine (2 x 5 mL), dried over MgS04, concentrated. Product was purified by flash chromatography to afford COMPOUND 14. 1.6 (8 mg, 0.015 mmol, 14%). 1HNMR (500 MHz, CD30D): 8 1. 25 (br s, 3H), 1.33 (br s, 3H), 1.05 (s, 3H), 2.62 (m, 1H), 2.91 (m, 1H), 3.12 (m, 1H), 3.19 (m, 1H), 3,21 (br s, 2H), 3.35 (s, 3H), 3.36 (d, J 13 Hz, 1H), 3.59 (br s, 2H), 3.67 (d, J 13 Hz, 1H), 3.75 (s, 3H), 4.61 (s, 1H), 6.40 (s, 1H), 6. 88 (s, 1H), 7. 12-8. 00 (m, 8H), 8.18 (s, 1H). 13C NMR (125 MHz, CD30D) : 8 9.42, 11.89, 13. 18, 28.47, 39.73, 43.80, 49.42, 53.61, 55. 18, 67.96, 112.77, 122. 14,124. 43,126. 20,129. 78, 130. 98, 133.37, 136.06, 137.59, 141.00, 142.11, 145.98, 150.22, 156.00, 172.33. (+) LRESIMS m/z 526 [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, 5-Methyl-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem