Month: April 2021

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. 7152-24-1, name is 2-(Methylthio)benzimidazole, A new synthetic method of this compound is introduced below., name: 2-(Methylthio)benzimidazole

(202a) A solution of methyl (4-bromomethyl)benzoate (1.0 g, 4.4 mmol) in dimethylsulfoxide (DMSO) (43 mL) was treated with 2-(methylthio)benzimidazole (0.7 g, 1 eq) and Cs2CO3 (2.1 g, 1.5 eq) and stirred for 2 hr at rt. The mixture was then partitioned between water and ethyl acetate (40 mL each) and the aqueous layer was further extracted with ethyl acetate (40 mL) and the combined organic layers washed with brine (40 mL), dried (Na2SO4), filtered and concentrated. Flash chromatography (SiO2, MeOH/dichloromethane, 1:40 v/v) provided the desired ester (0.8 g, 62%) as a white sold. MS found: (M+H)+=313.

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; Sheppeck, James E.; Duan, Jingwu; Xue, Chu-Biao; Wasserman, Zelda; US2003/130273; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33543-78-1,Some common heterocyclic compound, 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, molecular formula is C6H8N2O2, 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.

5-Phenylcarbamoyl-2-(2-ethoxycarbonylimidazolyl)-1-indanone can be prepared in the following way: the preparation is carried out as in Example 19 for 4-benzylcarbamoyl-2-(2-ethoxycarbonylimidazolyl)-1-indanone but from 3.65 g of 5-phenylcarbamoyl-2-bromo-1-indanone, 73 ml of toluene and 3.1 g of 2-ethoxycarbonylimidazole. The crude product is purified by chromatography on a silica column, elution being carried out first with a dichloromethane/methanol (99.5/0.5 by volume) mixture and then with a dichloromethane/methanol (98/2 by volume) mixture. 0.9 g of 5-phenylcarbamoyl-2-(2-ethoxycarbonylimidazolyl)-1-indanone is obtained in the form of a brown solid melting at 122¡ã C. 5-Phenylcarbamoyl-2-bromo-1-indanone can be prepared in the following way:

The synthetic route of 33543-78-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhone-Poulenc Rorer S.A.; US5902803; (1999); 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. 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C19H13BrN2

General procedure: The solution of n-BuLi in 2.5Mn-hexane (2.64 mL,6.6 mmol)was added dropwise to a solution of 2-(4-bromophenyl)-1-phenyl-1H-benzo[d] imidazole (2.09 g, 6 mmol) in dry THF(30 mL) at 78 C. At temperature of 78 C, the resulting reactionmixture was stirred continuously. Thereafter, we slowly added trimethylchlorosilane(0.76 mL, 6 mmol) to the mixture. Then, thereaction temperature was allowed to warm at room temperatureand stirred overnight. The reaction was quenched by adding water, and the crude product was extracted twice using 100 mL ofdichloromethane. Finally, the crude productwaswashed with brine.The combined organic layer was dried over MgSO4 and subjected tofiltration. The filtrates were dried under reduced pressure, and theresidue was subjected to column chromatography using ethyl acetate/n-hexane (v:v 1:10) as an eluent. Compound 1 was obtainedas a white solid with yield of 78%. We could not perform train sublimationof compound 1 due to its poor thermal stability.

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

Reference:
Article; Yi, Seungjun; Kim, Jin-Hyoung; Bae, Woo-Ri; Lee, Jiwon; Han, Won-Sik; Son, Ho-Jin; Kang, Sang Ook; Organic electronics; vol. 27; (2015); p. 126 – 132;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2620-76-0,Some common heterocyclic compound, 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, molecular formula is C19H13BrN2, 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.

1.02 g (2.20 mmol) of Intermediate 7-6, 0.69 g (2.20 mmol) of 2-(4-bromophenyl)- 1 -phenyl-1 -benzoimidazole (Compound R-6), 0.127 g (0.11 mmol) of Pd(PPh3)4, and 0.45 g (3.3 mmol) of K2C03 were dissolved in 40 ml of a mixed solution of THF and H20 (a volume ratio of 2:1), andthe resultant solution was stirred at 70¡ã C. for 5 hours. The reaction solution was cooled down to room temperature, 30 ml of water was added thereto, and the resultant solution was then extracted three times with 30 ml of ethylethet The obtained organic layer was dried with magnesium sulfateand a solvent was evaporated therefrom to obtain a crude product. The crude product was purified with silicagel colunm chromatography to obtain 1.01 g of Compound 6 (yield: 76percent). The obtained compound was confirmed by ?H nuclear magnetic resonance (NMR) and MS/FAR.?H NMR (CDC13, 400 MHz) D oe: 8.82-8.78 (m, 4H), 8.28(dd, 1H), 7.98-7.96 (m, 1H), 7.85 (d, 1H), 7.73 (d, 1H),7.67-7.59 (m, 6H), 7.53-7.47 (m, 2H), 7.43-7.37 (m, 4H),7.35-7.33 (m, 1H), 1.45 (s, 6H), 1.35 (s, 6H) C45H35N2: calc. 604.28. found 605.33.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, its application will become more common.

Reference:
Patent; Samsung Display Co., Ltd.; Jung, Hye-Jin; Hwang, Seok-Hwan; Kim, Young-Kook; Lim, Jin-O; Han, Sang-Hyun; Jeong, Eun-Jae; Kim, Soo-Yon; Park, Jun-Ha; Lee, Eun-Young; Lee, Chang-Ho; Lee, Jong-Hyuk; (73 pag.)US9537104; (2017); B2;,
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. 693-98-1, name is 2-Methyl-1H-imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C4H6N2

General procedure: To a solution of N-heterocycle (1 equiv), bromobenzene (1.02 equiv) and tBuOK (2 equiv) in dry DMF, CuFe2O4 (10 mol percent) was added and heated at reflux for 24 h under N2 atmosphere. After cooling to room temperature, the mixture was diluted with ethyl acetate and the catalyst was separated by a magnetic separator. The catalyst was washed with ethyl acetate. The combined ethyl acetate layer was washed with water (twice), dried over anhydrous Na2SO4, and concentrated to yield the crude product, which was further purified by silica gel column chromatography using petroleum ether/ethyl acetate to yield N-arylated product.

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

Reference:
Article; Panda, Niranjan; Jena, Ashis Kumar; Mohapatra, Sasmita; Rout, Smruti Ranjan; Tetrahedron Letters; vol. 52; 16; (2011); p. 1924 – 1927;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1245649-58-4, name is 6-Bromo-1-(tetrahydro-2H-pyran-4-yl)-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 1245649-58-4, Recommanded Product: 1245649-58-4

A mixture of compound 6-bromo-l-(tetrahydro-2H-pyran-4-yl)-lH- benzo[d] imidazole (68 mg, 0.243 mmol), l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-((4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-2-yl)amino)propan-2-ol (100 mg, 0.243 mmol), Pd(dppf)Cl2 (17.8 mg, 0.026 mmol) and K2C03 (101 mg, 0.734 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100C under N2 with microwave mediated heating for 15 min. The solvent was then removed by concentration and the crude product purified by pre-HPLC to give the title compound as the formate salt (11.8 mg, yield: 10.1%). 1H NMR (500 MHz, MeOD): delta 8.44 (s, 1H), 7.98 (s, 1H), 7.90 (d, J = 5.6 Hz, 1H), 7.79 (d, J = 8.8 Hz, 1H), 7.63 (d, J = 1.6 Hz, 1H), 7.35-7.27 (m, 3H), 7.21 (d, J = 7.6 Hz, 1H), 7.04-7.02 (m, 2H), 4.82-4.76 (m, 1H), 4.45 (s, 2H), 4.35 (br.s, 1H), 4.18 (dd, J = 4.0, 11.2 Hz, 2H), 3.75-3.52 (m, 6H), 3.33 (br, 2H), 3.23 (br.s, 2H), 2.31-2.15 (m, 4H)ppm; ESI-MS (m/z): 484.3 [M+l] +.

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; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 28890-99-5, 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. 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1.00 g (2.44 mmo) 2-iodo-5-pheny-benzimidazoo[t2-a]benzimidazoe, 610mg (2.93 mmo) 6H-benzimidazoo[1 ,2-a]benzimidazoe, 93 mg (0.49 mmo) copper iodide, 1.59 g (4.489 mmo) caesium carbonate and 113 mg (0.98 mmo) L-proine in 10 m DMSO are stirred at 150 C under nitrogen for 43 h. The reaction mixture is poured into water and the product is fi[tered off. The product is washed with water. Coumn chromatography on silicagel with touene/ethy acetate 19/1 ant than 1/1 gives the product (yied: 220 mg (18%)). 1H NMR (400 MHz, THFd8): &59 (d, J= I 8 Hz, I H), 806-81 3 (m, I H), &OO-8O6 (m, 4H), 781787 (m, IH), 775781 (m, 1H), 772774 (m, IH), 75O769 (m, 4H), 743J.49 (m, IH), 731-742 (m, 4H), 724-730 (m, 2H). MS (APC(pos), m/z): 489 (M+1),

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, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; SCHAeFER, Thomas; BENEDITO, Flavio Luiz; HEINEMEYER, Ute; LANGER, Nicolle; WOLLEB, Heinz; FIGUEIRA DUARTE, Teresa Marina; WATANABE, Soichi; LENNARTZ, Christian; WAGENBLAST, Gerhard; WOLLEB, Annemarie; BARDON, Kristina; WO2014/9317; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2302-25-2, 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. 2302-25-2, name is 4-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-bromo-1H-imidazole 1a (2 g, 13.70 mmol) in DMF (30 mL) was added 2,2-dimethyloxiraneIf (20 mL) and Cs2CO3 (8 g, 24.62 mmol). The mixture was stirred at 90 C overnight. Then the mixture was evaporatedto dryness. The residue was dissolved in DCM (30 mL), washed with water (10 mL*2) and brine (10 mL), dried overNa2SO4, filtered and concentrated to give the target compound 1-(4-bromo-1H-imidazol-1-yl)-2-methylpropan-2-ol 1b(2.7 g, pale yellow solid), yield: 90.6%.1H NMR(400 MHz, CDCl3) delta 7.33 (s, 1H), 6.94 (s, 1 H), 3.82 (s, 2H), 1.22 (s, 6H)

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; Medshine Discovery Inc.; Quingdao Huanghai Pharmaceutical Co., Ltd.; WU, Chengde; ZHANG, Zhiliu; YU, Tao; (125 pag.)EP3042907; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 37052-78-1,Some common heterocyclic compound, 37052-78-1, name is 5-Methoxy-1H-benzo[d]imidazole-2-thiol, molecular formula is C8H8N2OS, 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.

[0176] 6.48 g (33.2 mmol) of 4-bromobutanoate ethyl ester were added to 10 ml of an ethanol solution containing 5.0 g (27.7 mmol) of 5-methoxybenzimidazole-2-thiol followed by stirring for 1 hour at 80 C. and adding 90 ml of ethyl acetate. The reaction solution was returned to room temperature and the formed crystals were filtered out followed by drying to obtain 9.34 g of the target compound (yield: 90%). [0177] 1H-NMR (270 MHz, CDCl3) (ppm): 7.65 (d, 1H, J=8.91 Hz), 7.24 (s, 1H), 7.00 (dd, 1H, J=2.43, 8.91 Hz), 4.21 (q, 2H, J=7.29 Hz), 3.83 (s, 3H), 3.74 (m, 2H), 2.61 (m, 2H), 2.10 (m, 2H), 1.30 (t, 3H, J=7.29 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methoxy-1H-benzo[d]imidazole-2-thiol, its application will become more common.

Reference:
Patent; Tsuchiya, Naoki; Matsumoto, Yoshiyuki; Saitou, Hiroshi; Mizuno, Tsuyoshi; US2004/10004; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 614-97-1,Some common heterocyclic compound, 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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 B – Synthesis of Compounds DD3 and DD4; To a solution of compound DD2 (24.5 mmol) in CH3CN (65 mL) was added di- tertbutyl dicarbonate (5.89 g, 27.0 mmol), triethylamine (3.76 mL, 27.0 mmol) and 4- dimethylamino pyridine (300 mg, 2.45 mmol) and the resulting reaction was heated to 800C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo, and the residue obtained was purified using flash column chromatography (silica gel, EtOAc/Hexanes 5-20%) to provide a mixture of isomeric compounds DD3 and DD4 (5.38 g, 94.3% yield over steps A and B).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2008/82488; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem