28890-99-5 Archives - Page 3 of 4 - Imidazoles-derivatives

The important role of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

The synthetic route of 28890-99-5 has been constantly updated, and we look forward to future research findings.

28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]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 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

A mixture of 5H-benzo[d]benzo[4,5]imidazo[1,2-a]imidazole (18 g, 87 mmol), 1-bromo-3-iodobenzene (27 g, 96 mmol), Cs2CO3 (57 g, 174 mmol), L-proline (6 g, 52 mmol), Cu(I)iodide (5 g, 26 mmol) in DMSO (170 mL) was degassed with N2 for 5 min at RT, then stirred at 100 C. for overnight. After the reaction was completed, the mixture was cooled to RT, diluted with DCM, washed by water, filtered through a short pad of celite, then triturated by DCM/heptanes to give intermediate compound 1 (mixture of Br- and I-product) as off-white solid 16 g.

The synthetic route of 28890-99-5 has been constantly updated, and we look forward to future research findings.

New learning discoveries about 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

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.

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.

In a 250ml three-necked bottle, Under the protection of nitrogen, Add 0.01mol of raw material A-1, 0.012mol of raw material B-1, Stir and mix 150ml of toluene, Then add 0.03mol sodium tert-butoxide, 5×10-5molPd2(dba)3, 5×10-5mol tri-tert-butylphosphine, heated to 105C, refluxed for 24 hours, Sampling point plate, showing no bromide remaining, The reaction is complete; naturally cool to room temperature, filter, The filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85C), and passed through a neutral silica gel column to obtain the target product. The HPLC purity was 98.4%, and the yield was 89.2%; elemental analysis structure (molecular formula C25H16BrN3):

A new synthetic route of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 28890-99-5, its application will become more common.

Some common heterocyclic compound, 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, molecular formula is C13H9N3, 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. SDS of cas: 28890-99-5

c) Intermediate C-3 (2.23 g, 10.9 mmol), benzimidazolo[1,2-a]benzimidazole (2.26 g, 10.9 mmol), and potassium phosphate (2.78 g, 13.1 mmol) were suspended in NMP (66 mL). The mixture was stirred at 150 C for 48 h. After the reaction mixture was cooled at roomtemperature, 66 mL of EtCH and 244 mL of water were added there to give a solid. Thissolid was collected by filtration, and it was purifed by column chromatography on silica geleluting with a mixed solvent of heptane and CHCI3 to yield 1.74 g (4 1%) of compound 1-1as a white solid. LC-MS (mlz) 391

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 28890-99-5, its application will become more common.

The important role of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

Related Products of 28890-99-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 28890-99-5 name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

c) 5.00 g (13.4 mmol) 2-bromo-8-iodo-dibenzofuran, the synthesis of which is described in EP1885818, 8.74 g (26.8 mmol) caesium carbonate, 255 mg (1.34 mmol) copper(I) iodide and 309 mg (2.68 mmol) L-proline are added to 2.78 g (13.4 mmol) 5H-benzimidazo[1,2-a]benzimidazole in 75 ml dimethylformamide under nitrogen. The reaction mixture is heated for 19 h at 150 C. and filtered on Hyflo Super Cel medium, Fluka 56678, CAS [91053-39-3] with THF. The organic phase is washed with water. The solvent is distilled off. Column chromatography on silica gel with toluene/ethyl acetate 19/1 results in compound 3 (yield: 2.29 g (37.7%)).1H NMR (400 MHz, THF-d8): delta 8.66 (s, 1H), 8.41 (s, 1H), 8-01-8-16 (m, 3H), 7.89 (d, J=8.8 Hz, 1H), 7.63-7.75 (m, 4H), 7.25-7.49 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

The origin of a common compound about 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

Adding a certain compound to certain chemical reactions, such as: 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]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 28890-99-5, Safety of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

Example 16 3.3 g (6.9 mmol) of bromo compound, 2.1 g (10 mmol) of 6H-benzimidazolo[1 ,2- a]benzimidazole, 0.39 g (2.1 mmol) of copper(l) iodide, 14 g (123 mmol) of trans-1 ,2- cyclohexanediamine and 4.8 g (23 mmol) of tri potassium phosphate in 30 ml of 1 ,4-dioxane are reflux for 24 h. The reaction mixture is cooled at room temperature and added 200 ml of 1 N aqueous hydrochloric acid. The inorganic solids are filtered, then the filtrate is extracted with dichloromethane. The organic layer is dried over sodium sulfate and concentrated in vacuo. Gradient column chromatography on silica gel with dichloromethane/ethyl acetate (dichloromethane100%, 95/5, 1/1 ) gives the product. Yield 2.4 g (58 %). 1H NMR (400 MHz, CDC ): delta 8.18 – 8.10 (m, 2H); 8.04 – 7.96 (m, 2H); 7.94 – 7.87 (m, 2H); 7.87 – 7.79 (m, 4H); 7.78 – 7.73 (m, 1 H); 7.71 – 7.59 (m, 5H); 7.43 – 7.32 (m, 7H); 7.31 – 7.27 (m, 1 H).

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SAITO, Masatoshi; NAGASHIMA, Hideaki; (118 pag.)WO2017/178864; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Introduction of a new synthetic route about 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

The synthetic route of 28890-99-5 has been constantly updated, and we look forward to future research findings.

d) Intermediate (E-3) (1.3 g, 7.0 mmol) and benzoimidazolo[1,2-a]benzimidazole (1.52 g, 7.3 mmol) were entered in N-methylpyrrolidone (20 mL). To the mixture was potassiumphosphate (3.12 g, 14.7 mmol) added, and the mixture was stirred at 180C for 40 h. After the reaction mixture was cooled at room temperature, 50 mL of water was poured into the reaction mixture to give a grey solid. The solid was collected by filtration, and washed with water and ethanol. The crude product was purified by column chromatography on silica gel eluting with CH2CI2 to yield 1.87 g (71%) of compound (B-i) as a white solid.1HNMR (300 MHz, CDCI3): 6 7.98-7.95 (m, 2H), 7.81-7.73 (m, 4H), 7.63 (dt, J = 0.8,8.3Hz, 1H), 7.45-7.35 (m, 4H), 730-7.26 (m, 1H), 7.12 (dt, J= 0.8, 8.0 Hz, 1H), 7.04 (td, J=0.9, 7.6 Hz, 1 H), 6.91 (dq, J = 0.6, 1.5, 7.9 Hz, 1 H)

The synthetic route of 28890-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; NISHIMAE, Yuichi; KOHLSTEDT, Julia; SCHAeFER, Thomas; NAGASHIMA, Hideaki; (114 pag.)WO2016/97983; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Introduction of a new synthetic route about 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

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.

Adding a certain compound to certain chemical reactions, such as: 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]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 28890-99-5, Quality Control of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

9-fluorodibenzofuran-2-carbonitrile (1.6 g, 7.58 mmol), 6H-benzimidazolo[1 ,2-a]benzimidazole (1 .65 g, 7.96 mmol), and potassium phosphate (3.38 g, 15.91 mmol) are suspended in 39 mL of NMP, and the mixture is stirred at 185 C for 14 h. After the reaction mixture is cooled at room temperature, it is diluted with 76 mL of water and 38 mL of EtOH. The solid is collected by filtration, and dried in vacuum oven at 50 C. The crude product is purified by column chromatography on silica gel eluting with chloroform to yield 2.21 g (73%) of 9-(benzimidazolo[1 ,2- a]benzimidazol-5-yl)dibenzofuran-2-carbonitrileas a white solid. 1H-NMR (300 MHz, DMSO-afe): delta 8.36-8.26 (m, 2H), 8.08-7.83 (m, 5H), 7.61 -7.54 (m, 2H), 7.48 (td, .7 =1.1 , 7.8 Hz, 4H), 7.36-7.30 (m, 3H), 7.19 (d, J = 7.8 Hz, 1 H)

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; IDEMITSU KOSAN CO., LTD.; RAIMANN, Thomas; SCHAeFER, Thomas; SAITO, Masatoshi; WOLLEB, Heinz; BENEDITO, Flavio Luiz; NISHIMAE, Yuichi; NAKANO, Yuki; NAGASHIMA, Hideaki; (111 pag.)WO2016/157113; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Simple exploration of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

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),

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

A new synthetic route of 28890-99-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

a) 31.7 g (96.1 mmol) diiodobenzene, 14.9 g (72.1 mmol) 6H-benzimidazolo[1,2- a]benzimidazole, 23.5 g (72.1 mmol) cesium carbonate, 1.83 g (9.61 mmol) cupper (I) iodide, 2.21 g (19.3 mmol) L-proline in 400 ml DMSO was stirred under nitrogen at 100 C for3 h. The reaction mixture was poured in 600 ml water and the product was filtered off. The product is washed with water and ethanol. 100 ml diethyl ether is added and the mixture is stirred for 3 h. Product is filtered off and is washed with ether. To the product 200 ml dichloromethane is added and the mixture is refluxed for 2 h. The mixture is filtered and washed with dichloromethane. The solvent of the filtrate is distilled off. Colum chromatog10 raphy on silica gel with toluene/ethyl acetate 19/1 gave the product 6.47 g (22 %).1H NMR (400 MHz, DMSO-d6): = 8.32 (t, J =1.8 Hz, IH), 8.19-8.24 (m, 2H), 7.93-7.96 (m,IH) 7.86-7.88 (m, IH), 7.63-7.68 (m 2H), 7.38-7.49 (m, 3H), 7.28-7.36 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; STENGEL, Ilona; HEINEMEYER, Ute; NAGASHIMA, Hideaki; BARDON, Kristina; WO2015/150234; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 28890-99-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]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 28890-99-5, Recommanded Product: 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

2.5 g (15.9 mmol) 2,3,4-trifluorobenzonitrile, 10.9 g (52.5 mmol) 6H-benzimidazolo[1 ,2- a]benzimidazole and 27.0 g (0.127 mol) potassium phosphate tribasic in 50 ml NMP (N-Methyl- 2-pyrrolidon) are stirred at 1 15 C under nitrogen for 18 h. The reaction mixture is filtered hot and the organic phase is poured on water. The product is filtered of. Column chromatography on silica gel with chloroform gives 1 .3 g (1 1.4 %) of the product. 1H NMR (300 MHz, DMSO-D6): rotamers: delta 8.55-8.82 (m, 2H); 6.41 -8.07 (m, 24H) MS (APCI(pos), m/z): 719 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.