Tag: M.W=100-200

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. 5955-72-6, name is 2-Chloro-6-nitro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H4ClN3O2

PROCEDURE: 2-chloro-5-nitro-1H-benzo[d]imidazole (200 mg, 1.012 mmol) is slurried with ethanol (6 mL), water (2 mL), and dimethylformamide (0.5 mL). Iron (283 mg, 5.06 mmol), and ammoniumchloride (271 mg, 5.06 mmol) were added and the reaction mixture was heated to reflux for 30 mm. The crude mixture was filtered and the resulting filtrate was concentrated and compound was purified by flash column chromatography (2% CH3OH/CH2C12) afforded the title compound 2-chloro-1H-benzo[d]imidazol-5-amine (150 mg, 0.877 mmol, 87 % yield) as a solid. Proton nuclear magnetic resonance (?1HNMR?) (400 MHz, DMSO-d6): oe 7.14 (d, 1H, J = 8.4 Hz), 6.56 (s, 1H), 6.49 (d, 1H, J = 8.8 Hz), 4.92 (bs, 2H).

The synthetic route of 5955-72-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF UTAH; VANKAYALAPATI, Hairprasad; SHARMA, Sunil; SORNA, Venkataswamy; WO2015/31564; (2015); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 615-15-6,Some common heterocyclic compound, 615-15-6, name is 2-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.

EXAMPLE 8; Synthesis of N-4-lH-benzimidazol-2-yl-N-5-(2,4-dimethylphenyl)-2-methyl-lH-imidazole-4,5-dicarboxamide; Synthesis of 2-Methyl-4,5-imidazoledicarboxylic acid; [00177] 2-Methylbenzimidazole (5 g, commercially available from Aldrich) was added to a mixture of concentrated sulfuric acid (55 mL) and water (55 mL) at 90 0C. This was followed by the addition of potassium dichromate (37 g). After 15 – 20 minutes, the mixture was cooled to room temperature and diluted with 1 L of water, which was then kept overnight at room temperature. The resulting solid was filtered off, washed with cold water and air dried to give 4 g of 2-methyl-4,5- imidazoledicarboxylic acid which was used without any further purification. 1H-NMR (DMSO-rfd): delta 2.46 (s, 3H). MS (EI): 171 (MH+).

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

Reference:
Patent; EXELIXIS, INC.; WO2008/42282; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 52099-72-6, 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. 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1) added to the three-opening bottle -1 – 1, 3 – dihydro – 2H – (1 – methyl vinyl) benzimidazolone (10 g, 0.06 muM), N, N – dimethyl formamide (50 ml) and NaOH (4.6 g, 0 . 11 muM); dropwise 1, 2 – Dibromoethane (21.5 g, 0 . 11 muM), in the 25 – 30 C under stirring 4 hours; after the reaction is completed, water and ethyl acetate, separating the organic phase; the aqueous phase is extracted with ethyl acetate. The combined organic phase washing, drying, filtering, the concentrated oil of 1, 3 – dihydro -1 – (2 – bromomethyl) -3 – (isopropenyl) – 2H – benzimidazolone 13.9 g (purity 90.8%, yield is 86.2%)

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-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhou Kelun Pharmaceutical Co., Ltd.; Sichuan Kelun Pharmaceutical Institute Co., Ltd.; Zhao Fulu; Zhang Yong; Cui Hua; Ma Changpeng; Wang Lichun; Wang Jingyi; (16 pag.)CN107235913; (2017); 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. 934-32-7, name is 1H-Benzo[d]imidazol-2-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Benzo[d]imidazol-2-amine

General procedure: A mixture of aldehyde (1 mmol), 2-aminobenzimidazole (1 mmol), malononitrile (1.1 mmol), RHA-[pmim]HSO4 (10 mg, 0.8 mol %) was heated in an oil bath at 100 C under solvent-free conditions for the appropriate time. After completion of the reaction (monitored by TLC), EtOH was added and the catalyst was separated by filtration. Then water was added, and the precipitated product was separated by filtration in high purity. The spectral data of the new compound are as follows:

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; Shirini, Farhad; Seddighi, Mohadeseh; Goli-Jolodar, Omid; Journal of the Iranian Chemical Society; vol. 13; 11; (2016); p. 2013 – 2018;,
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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

Intermediate 55: step b bis(1-methyl-1H-imidazol-5-yl)methanone To a solution of 5-bromo-l -methyl- IH-imidazole (1.2 g, 7.45 mmol) in DCM (10 mL) was added ethyl magnesium, bromide (2.5 mL, 7.45 mmol, 3.0 M in diethyl ether) dropwise over a 10 minute period. The resulting pale yellow solution was stirred at room temperature for 15 minutes, cooled in an ice bath to 0 C and then N-methoxy-N, 1 -dimethyl- lH-imidazole-5- earboxamide (1.0 g, 6.21 mmol, Intermediate 55: step a) dissolved in DCM (3 mL) was added dropwise. The cold bath was removed and the reaction mixture stirred at room temperature for 48 hours. To the resulting yellow suspension was added water followed by 6 M aqueous HCl to a neutral pH (pH = 6 – 7). The aqueous mixture was extracted with DCM (2 x). The combined DCM extracts were dried over MgS0 , filtered and concentrated under reduced pressure. The product was precipitated with Et20, filtered and dried to provide the title compound as a tan solid.

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; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, molecular formula is C4H6N2S, 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: 1-Methyl-1H-imidazole-2(3H)-thione

Dithiafulvalenyl compound 1 (0.2 mmol), mercapto-thiazole 2 (2 mmol, 10 equiv.), and I2 (0.6 mmol, 3 equiv., 152.4 mg) were dissolved in DMSO (3 mL). The reaction mixture was stirred at 25 C for 12 h under N2 atomsphere. Then quenched with a saturated solution of Na2S2O3 and stirred for half an hour, the solution was extracted with dichloromethane (CH2Cl2). The organic layer was separated, and dried over Na2SO4. Then the organic solvent was removed in vacuo to afford the respective thiadiazole-based dithiafulvalene (DTF) derivatives (3), which were purified by column chromatography (silica gel, PE / CH2Cl2) to afford pure substances.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60-56-0, its application will become more common.

Reference:
Article; Fu, Huimin; Zhao, Bangtun; Zhu, Weimin; Tetrahedron Letters; vol. 60; 2; (2019); p. 124 – 128;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, 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. Product Details of 3012-80-4

1.00 Mmol of n-methyl benzimidazole-2-formaldehyde (a,0.1700g) adding into a reaction kettle of 15 ml of polytetrafluoroethylene, adding 10 ml of methanol to dissolve, and then adding 0.5 mmol of ferrous chloride (0.0811g), wherein 0.25 mmol of 2-aminomethyl pyridine (b and 26 mu l) is added under the condition of stirring), continuously stirring for 3 minutes, sealing, and putting into a baking oven at the temperature of 140 DEG c for heat preservation for 48 hours, and then slowly cooling to obtain a red blocky crystal (about 10 hours to be reduced to the room temperature)), wherein the yield is 71percent (based on b).

The synthetic route of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangxi Normal University; Zeng Minghua; Zhu Zhonghong; (18 pag.)CN108164566; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 52099-72-6, These common heterocyclic compound, 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, 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.

(3-Isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-acetic acid methyl ester N-isopropenyl-2-benzimidazolone (15.0 g, 86.10 mmol), methyl bromoacetate (13.2 g, 86.1 mmol) and potassium carbonate (14.25 g, 103.26 mmol) were stirred in acetonitrile (300 ml) at room temperature overnight. The next day the reaction mixture was filtered and concentrated to give 21.0 g (99% yield) of (3-isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-acetic acid methyl ester as a clear oil: 1H NMR (DMSO-d6) delta 2.13 (s, 3H), 3.69 (s, 3H), 4.74 (s, 2H), 5.17 (s, 1H), 5.38 (s, 1H), 7.05-7.23 (m, 4H); IR (KBr, cm-1) 2955, 1755, 1714, 1493, 757; MS m/e 247 (MH+).

Statistics shows that 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one is playing an increasingly important role. we look forward to future research findings about 52099-72-6.

Reference:
Patent; Yu, Kuo-Long; Wang, Xiangdong; Sun, Yaxiong; Cianci, Christopher; Thuring, Jan Willem; Combrink, Keith; Meanwell, Nicholas; Zhang, Yi; Civiello, Rita L.; US2003/207868; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 33543-78-1, 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. 33543-78-1 name is Ethyl 1H-imidazole-2-carboxylate, 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.

a mixture of 3.92 g of ethyl imidazole-2-carboxylate and 3.4 g of 2-bromo-4-cyano-1-indanone is heated at 130¡ã C. for 20 minutes, cooled to 20¡ã C. and dissolved in 20 ml of dichloromethane. The mixture is then concentrated to dryness under reduced pressure (15 mm Hg; 2 kPa) at 40¡ã C. The residue thus obtained is purified by flash chromatography on a silica column, under a nitrogen stream at medium pressure (0.5 bar), with a dichloromethane/methanol (95/5 by volume) mixture as eluent. 1.5 g of ethyl 1-[(4-cyano-1-oxoindan-2-yl)]imidazole-2-carboxylate are thus obtained, which product melts at 159¡ã C. 2-Bromo-4-cyano-1-indanone can be obtained in the following way:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-imidazole-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Rhone-Poulenc Rorer S.A.; US5902803; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 934-22-5, name is 6-Aminobenzimidazole, molecular formula is C7H7N3, 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. Formula: C7H7N3

To a solution of 2,4-dichloropyrimidine (1 mmol) and 5-Aminobenzimidazole (1 mmol) in 5 ml EtOH, was added Et3N(1 mmol). The reaction mixture was refluxed for 5 hours. After removal of the solvent in vacuo and addition of H2O, the mixture was extracted with EtOAc. The organic layers were combined, washed with a saturated NaCl aqueous solution, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography to give N-(2-chloropyrimidin-4-yl)-1H-benzo[d]imidazol-5-amine in a yield of 80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 934-22-5, its application will become more common.

Reference:
Patent; Hutchison MediPharma Enterprises Limeted; US2008/255172; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem