Tag: M.W=200-300

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. Recommanded Product: 28890-99-5

A.) 20.0 g (87.3 mmol) 3-bromo-benzonitrile, 16.6 g (80.0 mmol) 6H-benzimidazolo[1 ,2- a]benzimidazole, 67.9 g (320 mmol) potassium phosphate tribasic, 1.5 g (7.88 mmol) cupper(l) iodide and 100 g (875 mmol) DACH ((±)-trans-1 ,2-diaminocyclohexane) in 240 ml dioxane are stirred at 100 C under nitrogen for 7 h. The reaction mixture is filtered hot and the solids are washed with dioxane. The reaction mixture is cooled to 50 C and the crystalized product is filtered of and is washed with methanol. Yield 1 1 .2 g (46 %) 1H-NMR (300 MHz, CDCI3): delta 7.33-7.49 (m, 4H), 7.59 – 7.63 (d, 1 H), 7.72-7.83 (m, 3H), 7.86- 7.90 (d, 2H), 8.22-8.26 (m, 2H),

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.; RAIMANN, Thomas; SCHAeFER, Thomas; SAITO, Masatoshi; WOLLEB, Heinz; BENEDITO, Flavio Luiz; NISHIMAE, Yuichi; NAKANO, Yuki; NAGASHIMA, Hideaki; (111 pag.)WO2016/157113; (2016); A1;,
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Reference of 39513-26-3,Some common heterocyclic compound, 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-one, molecular formula is C7H5BrN2O, 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 stirred solution of 5-bromo-1H-benzo[d]imidazol-2(3H)-one (1.0 g,4.69 mmol)inTHF (10 mL)at 0 oc was added NaH (469 mg,11.74 mmol,60%)and the mixture was stirred10 for 30 min. Methyliodide (0.88 mL,14.08 mmol)was added dropwise and the mixture stirred atroom temperature for an additional 16 h. The mixture was quenched with saturated NH4Cl (20mL)and extracted with EtOAc (20 mL x 2). The combined organic layers were dried overanhydrous Na2S04,filtered and concentrated in vacuo. The crude residue was purified by silicagel chromatography (petroleum ether I EtOAc = 5: 1)to give the title compound (630 mg,56%)15 as a white solid. 1HNMR (400 MHz,CDCl3)8 7.23 (d,J= 8.4 Hz,1H),7.12 (d,J= 2.0 Hz,1H),6.84 (d,J= 8.4 Hz,1H),3.41 (s,6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1,3-dihydrobenzoimidazol-2-one, its application will become more common.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; WAI, John; LAI, Kwong Wah; WANG, Fei; (251 pag.)WO2017/205536; (2017); A2;,
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Application of 28890-99-5,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.

b) Compound 7-1 (3.0 g, 7.0 mmol), benzimidazolo[1,2-a]benzimidazole (1.8 g, 8.4 mmol), and potassium phosphate (3.6 g, 29.8 mmol) were added to NMP (35 mL). The mixture was stirred at 190 C for 8 h. After reaction mixture was cooled at room temperature, it was diluted with 40 mL of water to give a solid. The solid was collected by filtration, and it was washed with 100 mL of water. The crude product was purified by by column chromatog20 raphy on silica gel eluting with toluene to yield 2.5 g (58%) of compound B-17 as a whitesolid. LC-MS (mlz) 615 [M+H]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, its application will become more common.

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

Related Products of 152628-03-0, 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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic (1, 2.18g, 10mmol) and thionyl chloride (20mL, 280mmol) was refluxed for 3h, then the excess thionyl chloride was removed under reduced pressure to obtain the crude acyl chloride (2) as an off-white solid. It was used for the next step directly.

The chemical industry reduces the impact on the environment during synthesis 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Jun; Wang, Jin-Liang; Yu, Wei-Fa; Zhou, Zhi-Ming; Tao, Wen-Chang; Wang, Yi-Cheng; Xue, Wei-Zhe; Xu, Di; Hao, Li-Ping; Han, Xiao-Feng; Fei, Fan; Liu, Ting; Liang, Ai-Hua; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 44 – 54;,
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Electric Literature of 870837-18-6, The chemical industry reduces the impact on the environment during synthesis 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, I believe this compound will play a more active role in future production and life.

Synthesis of (Z)-(S)-4-[(1R,2R)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]-2-[1-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene]-6-methylmorpholin-3-one In nitrogen atmosphere, an acetonitrile solution (4 mL) of (S)-4-[(1R,2R)-2-tert-butyl-diphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propyl]-2-hydroxy-6-methyl-morpholin-3-one (92 mg) and triphenylphosphine hydrobromide (68 mg) was heated under reflux for 1 hr. The solvent of the reaction solution was evaporated under reduced pressure. To an ethanol solution (4 mL) of the obtained residue, 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (40 mg) and TEA (0.12 mL) were added. The resulting reaction solution was stirred in nitrogen atmosphere at room temperature overnight and then concentrated under reduced pressure. To the obtained residue, trifluoroacetic acid (1 mL) was added. The resulting reaction solution was stirred at room temperature for 2 hr and then poured into a saturated sodium hydrogencarbonate aqueous solution. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogencarbonate aqueous solution and then with saturated saline and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH, eluding solvent; heptane:ethyl acetate=1:1 to 0:1) to give 61.9 mg of the title compound. The physical property values of this compound were as follows: ESI-MS; m/z 502 [M++H]. 1H-NMR (CDCl3) delta (ppm): 1.33 (d, J=6.0 Hz, 3H), 1.42 (d, J=6.0 Hz, 3H), 2.34 (s, 3H), 3.20 (dd, J=9.6, 12.8 Hz, 1H), 3.61 (dd, J=2.4, 12.8 Hz, 1H), 3.85 (s, 3H), 4.42-4.52 (m, 2H), 5.35 (d, J=6.8 Hz, 1H), 6.85 (s, 1H), 6.95 (s, 1H), 7.06-7.15 (m, 2H), 7.22 (d, J=8.0 Hz, 1H), 7.33 (dd, J=1.6, 8.0 Hz, 1H), 7.53 (d, J=1.6 Hz, 1H), 7.86 (s, 1H).

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, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2009/48213; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3543-73-5, 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. 3543-73-5, name is Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE-II Preparation of Ethyl 4-(5-(bis(2-Hydroxyethyl)Amino)-1-Methyl-1H-Benzo[d]-Imidazol-2-yl)Butanoate (Formula-IV) To a clean dry flask were charged compound of formula III (20 g), sodium carbonate (16.24 g), sodium Iodide (10.6 g) and 80 ml of 2-chloroethanol. The mixture was stirred for 5 minutes at room temperature and the reaction mass was heated to 65-70 C. and maintained for 8-12 hours. The mass was cooled to room temperature and pH adjusted to 1.0 using 6N HCl. The aqueous layer was extracted with ethyl acetate and the aqueous layer pH is adjusted to 8 to 9 using sodium carbonate solution. The Aqueous layer is extracted with dichloromethane and is distilled out completely and the solid obtained which is then purified in ethyl acetate to give 10 g of the title compound.

The synthetic route of Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOPHORE INDIA PHARMACEUTICALS PVT. LTD; Pullagurla, Manik Reddy; Rangisetty, Jagadeesh Babu; Presley, S. I. Davis; Nagarapu, Radha; US2013/317234; (2013); A1;,
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Imidazole | C3H4N2 – PubChem

Electric Literature of 641571-11-1, 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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Dimethyl sulfoxide (10 mE), 3-(4-methyl-1H-imi- dazole-1 -yl)-5-(trifluoromethyl) aniline (aromatic amine, 4.5 mmol), N-5-bromo-2-methylphenyl(4-(pyridine-3-yl) pyrimidine-2-amine (5.4 mmol), 1, 1?-bis(diphenylphos- phino)ferrocene-palladium (II) dichloride dichioromethane complex (0.135 mmol), triphenylphosphine (0.27 mmol), phenol (0.225 mmol), triethylamine (13.5 mmol) and a 4 A molecular sieve (1 g) are added into an autoclave for uniform stirring. Nitrogen is introduced to displace air, and then a carbon monoxide is introduced to displace the nitrogen to and the pressure in the autoclave is increased to 0.8 MPa. A temperature is increased by heating to 90-105 C. for reaction. Afier 72 h reaction, a product system containing an amination product is obtained. The product system is cooled to be below 50 C., and the carbon monoxide is evacuated and displaced with the nitrogen.

The synthetic route of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASYMCHEM LABORATORIES (TIANJIN) CO., LTD; ASYMCHEM LIFE SCIENCE (TIANJIN) CO., LTD; TIANJIN ASYMCHEM PHARMACEUTICAL CO., LTD; ASYMCHEM LABORATORIES (FUXIN) CO., LTD; JILIN ASYMCHEM LABORATORIES CO., LTD; HONG, Hao; JAMES, Gage; LI, Jiuyuan; LI, Changfeng; HUANG, Gaochao; (16 pag.)US2018/148430; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, molecular formula is C11H12N2O3, 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. Recommanded Product: Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

To 80.0 grams (0.363 moles) of methyl 2-ethoxybenzimidazole-7-carboxylate were added 400 ml of methanol, 99 grams of potassium carbonateand 94 grams of 4-bromomethyl-2′-cyanobiphenyl, and the resulting mixture wasstirred at ambient temperature for 24 hours. The reaction mass was quenchedwith chilled 2400 ml of water, filtered and washed with 160ml of water. The wetsolid was washed with 370 ml of hot ethyl acetate, and then dried at 50-60°C toget 105.0 grams of methyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate, substantially free from methyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-4-carboxylate.;150 g of 2-ethoxy-3H-benzoimidazole-4-carboxylic acid methyl ester, 750 ml.of methanol, 231.8 g of 4′-Bromomethyl-biphenyl-2-carbonitrile and 235.2 g ofpotassium carbonate were charged in a four neck round bottom flask equippedwith a half moon shaped Teflon type blade. The reaction mixture was heated toabout 50-55°C and was maintained under stirring for about 3-4 hours. Cooled thereaction mixture to about 25-35°C. Charged 6 liters of water in a four neck roundflask followed by cooling to about 0-5°C.The reaction mass was added to thewater under stirring over about 10-30 minutes under stirring and was stirredfurther for about 1-2 hours. Separated solid was filtered and washed with 300 ml.of water. The wet compound was charged in a four neck round bottom flask followed by charging 2250 ml of ethyl acetate. Reaction suspension was heated toabout 70-75°C and was stirred for about 30-45 minutes. Reaction suspension wascooled to about 0-5°C and was stirred for about 1-2 hours. Separated solid wasfiltered and washed with 150 ml of ethyl acetate. Solid obtained was dried at about60-65°C for about 3-5 hours to yield 177 g of title compound of Formula (V);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150058-27-8, its application will become more common.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2006/15134; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 305790-48-1, 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. 305790-48-1, name is 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

[000822j A stirred solution of compound 2 (0.1 g, 1 eq) in POC13 (3 mL) was heated at 110C for 18 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was slowly basified to pH 8 using saturated sodium bicarbonate solution and extracted with ethyl acetate (2 X 25 mL). Combined organic extracts were washed with brine and dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel 100-200 mesh using 50% EtOAc-hexane to afford the title compound 3. LCMS (mlz): 244.95 (M + 1).

The synthetic route of 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1450-93-7, 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. 1450-93-7, name is 1H-imidazol-2-amine sulfate(2:1) belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-Aminoimidazole sulfate (659 mg) is dissolved in 0.42 mL of concentrated HCl, 1 mL of water, and 3 mL of acetic acid. The resulting solution is cooled to 0 C. To the solution is added 345 mg of NaNO2 in 1 mL of water dropwise so the internal temperature is maintained below 5 C. The resulting yellow-brown solution is stirred for 30 minutes at 0 C. In a separate flask equipped with a mechanical stirrer a mixture of 1.0 g of 2,2,2-trifluoro-1-(4-pentyl-3,4-dihydroquinoxalin-1(2H)-yl)ethan-1-one, 0.82 g of sodium acetate and 3 mL of acetic acid is cooled to 0 C. To this slurry is added the diazonium solution slowly while stirring. After the addition is complete, the resulting red suspension is stirred for 1 hour at 0 C. The dark reaction mixture is poured into a beaker containing 10 g of ice. Aqueous NaOH (20%) is added to the suspension slowly until pH 6.5 is reached. The mixture is filtered and brick red solid is collected. The crude (E)-1-(7-((1H-imidazol-2-yl)diazenyl)-4-pentyl-3,4-dihydroquinoxalin-1(2H)-yl)-2,2,2-trifluoroethan-1-one is dried and used in the next step without further purification (0.94 g).

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-imidazol-2-amine sulfate(2:1), other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Procter & Gamble Company; MURPHY, Bryan Patrick; ZHANG, Guiru; ZHAO, Jielu; (32 pag.)US2018/72970; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem