Month: July 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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 152628-03-0

4-Methyl-2-n-propyl-lH-benzimidazole-6-carboxylic acid (50 gms) is suspended in Poly phosphoric acid (300 gms), temperature is raised and maintained for 30 min at 70 – 750C, N-Methyl-o-phenylenediamine dihydrochloride. (45 gms) is added lot wise over 2 hrs and maintained at temperature of 70 – 750C for lhr. The temperature of the reaction mass is raised and maintained for 10 hrs at 130 – 1350C. Mass temperature is cooled to 7O0C, water (600 ml) is added slowly at temperature of 60 – 9O0C. Temperature of the reaction mass is cooled to 3O0C, pH is adjusted to 8.0 – 8.5 with aqueous ammonia solution. EPO Temperature of the reaction mass is raised, maintained at 50- 550C for 1 hr, filter the solid, wet cake is washed with hot water (200 ml) and unload the wet cake. The above wet cake suspended in water (900 ml), temperature is raised and mixed for 1 hr at 50 – 550C. Filtered the solid, washed with hot water (100 ml) and dried the wet cake at temperature of 70 – 750C till constant weight. The above dry material is suspended in methanol (260 ml), and temperature is raised to 45 – 5O0C, charcoal (6.5 gms) is added and mixed for about 30 min. Insolubles are filtered through hyflow bed, washed the bed with hot methanol (60 ml), collect and cooled the filtrate to 250C. Water (160 ml) is added slowly to the filtrate at temperature of 25 – 350C, Mass temperature is raised, maintained for 1 hr at reflux temperature. Reaction mass temperature is cooled, maintained for 2 hrs at 0 – 50C. The solid obtained is filtered, wet cake is washed with methanol (60 ml), the wet cake is dried at temperature of 70 – 750C till becomes constant weight. The dry weight of 4-Methyl-6(l -methyl benzimidazol-2-yl)-2-n-propyl IH- benzimidazole is 54 gms (Yield 77.4%). Water content by KF is 5.85%.

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; MATRIX LABORATORIES LIMITED; WO2007/10558; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 26663-77-4,Some common heterocyclic compound, 26663-77-4, name is Methyl benzimidazole-5-carboxylate, molecular formula is C9H8N2O2, 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.

Preparation Example 6 To a solution ofmethyl 1H-benzimidazole-5-carboxylate (8.5 g) in THF (85 ml) were added 3,4-dihydro-2H-pyran (5.3 ml) and (1S)-(+)-10-camphorsulfonic acid (1.1 g), followed by heating and refluxing for 24 hours. To the mixed reaction liquid were added 3,4-dihydro-2H-pyran (4.4 ml) and (1S)-(+)-10-camphorsulfonic acid (10.1 g), followed by heating and refluxing for additional 12 hours. The mixed reaction liquid was poured into a mixed liquid of EtOAc and water, and the organic layer was collected by separation. The organic layer was sequentially washed with water and saturated brine, and dried over anhydrous sodium sulfate. After the desiccant was removed, the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel flash column chromatography (hexane-EtOAc) to obtain a mixture (7.46 g) of methyl 1-(tetrahydro-2H-pyran-2-yl)-1H-benzimidazole-5-carboxylate and methyl 1-(tetrahydro-2H-pyran-2-y1)-1H-benzimidazole-6-carboxylate.

The synthetic route of 26663-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; EP2325175; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3273-68-5, name is 4-(2-Oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)butanoic acid, 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. Application In Synthesis of 4-(2-Oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)butanoic acid

To a solution of the compound of Preparation 5 (45.0 g, 0.2 mol) in dichloromethane (150 ml) was added thionyl chloride (30 ml, 0.4 mol) and the reaction mixture was stirred at room temperature for 2 h.

The synthetic route of 3273-68-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; US2008/103130; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 1467-16-9, name is 1H-Imidazole hydrochloride, 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. COA of Formula: C3H5ClN2

A mixture of lithium(1+) ion 3-amino-7-chloro-5/-/-pyrrolo[2,3- 5]pyrazine-2-carboxylate, Intermediate 15 (190 mg, 0.869 mmol), CDI (21 1 g, 1.30 mmol) and 1 /-/-imidazole hydrochloride (1 :1) (100 mg, 0.956 mmol) in DMF (4 ml) was stirred at RT for 0.5 h. Additional CDI (50 mg, 0.31 mmol) was added and the reaction was left to stir at RT for a further 0.5 h. The reaction mixture was diluted with water (6 ml) then left to stir at RT for 20 min. The resulting suspension was filtered then the collected solid was washed with water then dried under vacuum to afford the product as a yellow/orange solid (164 mg, 72%). 1 H NMR (500 MHz, DMSO-cfe) delta 11.98 (s, 1 H), 8.80 (s, 1 H), 7.99 (t, J (s, 1 H), 7.58 (s, 2H), 7.12 (dd, J = 1.5, 0.8 Hz, 1 H). LC/MS (System A): m/z (ESI+) = 263 [MH+], Rt = 0.82 min, ELS purity = 100%.

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

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 150058-27-8, 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. 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

60 g of 2-ethoxy-1H-benzimidazole-7-carboxylic acid methyl ester and 500 ml of ethanol were added to the clean reaction flask, Stirred at room temperature for 10 minutes, 75.5 g of potassium carbonate was added, 60.3g 3-(4′-(bromomethyl)-[1,1′-biphenyl]-2-yl)-1,2,4-oxadiazol-5(4H)-one , and 4.8 g of tetrabutylammonium bromide, heated to reflux 10h, the ethanol was evaporated to dryness under reduced pressure, and the mixture was stirred for half an hour in 1800 ml of water, 120ml water washing, filter to dry, solid with 400ml ethanol temperature reflux solution dissolved, cooling to 0-5 , 2 hours of crystallization temperature.Filtered, washed with 20 ml of ethanol, suction filtered to dryness, in 50 to 60 vacuum drying, 2-ethoxy-1-((2′-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)benzimidazole-7-carboxylic acid methyl ester was obtained 66.8 g, yield: 78.0percent, purity: 98.9percent)

The synthetic route of Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chongqing Langtian Pharmacy Co., Ltd.; Meng, Wenxue; Long, Daobing; Sun, Wenjing; (11 pag.)CN105669495; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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. Product Details of 1849-01-0

EXAMPLE V A mixture of 25 parts of 1,3-dihydro-1-methyl-2H-benzimidazol-2-one, 64 parts of sodium methanolate solution 30% and 240 parts of methanol is stirred for one hour at room temperature. Then there are added 27.88 parts of 3-(chloromethyl)pyridine hydrochloride and stirring is continued for 3 hours at reflux temperature. The reaction mixture is cooled and the formed precipitate (sodium chloride) is filtered off. The filtrate is evaporated. The residue is crystallized from a mixture of 4-methyl-2-pentanone and 2,2′-oxybispropane. The product is filtered off and dried, yielding 16 parts (39.3%) of 1,3-dihydro-1-methyl-3-(3-pyridinylmethyl)-2H-benzimidazol-2-one; mp. 90 C.

The synthetic route of 1849-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica N.V.; US4181802; (1980); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 103057-10-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 103057-10-9 as follows.

EXAMPLE 1 STR49 To a solution of diisopropylamine (1.078 mL) in anhydrous THF (7 mL) was added n-butyllithium (3.08 mL; 2.5M) dropwise at 0 C. The resulting solution was stirred at 0 C. for 40 minutes and then was cooled to -23 C. To this mixture was added N-methyl-2-piperidinone (0.80 mL) (1), the mixture was stirred at -23 C. for 0.5 hour, and then at -78 C. for 1 hour. To the above mixture was added dropwise a solution of 4-chloromethyl-N-trityl-imidazole (2.70 g) STR50 in anhydrous THF (14 mL). The mixture was stirred at -78 C. for 4 hours and then was allowed to warm up to room temperature slowly overnight (16 hours). Water and ethyl acetate were added to the mixture, the resulting mixture was shaken vigorously, the layers separated, and the aqueous layer was extracted with ethyl acetate several times. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated to give the crude product, which was purified by flash chromatography (1% to 2% of ammonia saturated methanol in CH2 Cl2) to give 2 (1.58 g; 52% yield).

According to the analysis of related databases, 103057-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schering Corporation; US5932596; (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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Safety of 2-Isopropyl-1H-imidazole

General procedure: Using the synthetic procedure of 2-phenyl-1H-imidazole-5-carbaldehyde (17j) as an example. 2-Phenyl-1H-imidazole (2.8 g, 19.42 mmol) was added to a suspension of 60% NaH (2.33 g, 58.26 mmol) in DMF 20 ml at 0 deg. C and the mixture was stirred for 0.5 h. Then N,N-dimethylsulfamoylchloride (3.34 g, 23.3 mmol) were added dropwise and the reaction mixture was stirred for 2 h at room temperature. Saturated NH4Cl solution was added and the resulting mixture as extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum.The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:4) as eluent to furnish (2.4 g,49.2%) of the title compound as a dark yellow solid. 1H NMR(400 MHz, CDCl3) d: 7.72e7.66 (m, 2H), 7.48e7.40 (m, 4H), 7.10 (d,J 1.6 Hz, 1H), 2.48 (s, 6H). 13C NMR (126 MHz, CDCl3) d: 147.63,130.39, 130.12, 129.87, 127.94, 127.74, 122.08, 37.52. In a 250 ml three neck round-bottomed flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide(2.3 g, 9.16 mmol) in THF 30 ml. This was followed by the addition of n-butyllithium (4.4 mL, 10.99 mmol) dropwise at -78 deg.C over a period of 30 min. To this mixture was added DMF (4.58 mL,59.54 mmol). The resulting solution was stirred at -50 deg. C for30 min, then hydrogen chloride (23 mL, 22.9 mmol, 1M) was added.The reaction mixture was stirred for 2 h at room temperature.The pH of the solution was adjusted to 7-8 with saturated sodium bicarbonate solution. The resulting solution was extracted with 3 x15 ml of ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether =1:4) to furnish the title compound (1.37 g, 87.3%) as yellow solid. Total yield: 43.0%. 1H NMR(400 MHz, CDCl3) d: 11.34 (s, 1H), 9.76 (s, 1H), 8.02 (s, 2H), 7.93 (s,1H), 7.46 (s, 3H). LC/MS (ESI) m/z: [M 1] calcd for C10H8N2O,173.06; found, 173.1. Other imidazolecarbaldehydes were prepared as described in the procedure for synthesizing 17j.

The synthetic route of 36947-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dong, Jianghong; Chen, Shengwei; Li, Runfeng; Cui, Wei; Jiang, Haiming; Ling, Yixia; Yang, Zifeng; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 605 – 615;,
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. 32673-41-9, name is 4-Imidazolemethanol hydrochloride belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C4H7ClN2O

(a) Triphenylmethyl chloride (2.78 g) was added to 4-hydroxymethylimidazole hydrochloride (1.34 g) and triethylamine (2.8 ml) in dichloromethane (20 ml) stirred at 0 C. under an atmosphere of argon. The mixture was stirred for 18 hours and the insoluble solid was collected by filtration. The solid was washed well with water and dried under high vacuum to give 4-hydroxymethyl-1-triphenylmethyl-imidazole (B) as a white solid (2.4 g); NMR (90 MHz, d6 -DMSO): 4.3 (d, 2H), 4.8 (br t, 1H), 6.7 (S, 1H), 7.0-7.5 (complex m, 16H).

The synthetic route of 32673-41-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Imperial Chemical Industries plc; US5091425; (1992); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 219814-29-6, name is 2,5-Dibromo-4-methylimidazole, molecular formula is C4H4Br2N2, 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. Computed Properties of C4H4Br2N2

[0304] To a solution of 18-1 (3.6 g, 15 mmol) and K2C03 (4.1 g, 30 mmol) in DMF ( 18 mL) was added iodomethane ( 1 .4 mL, 23 mmol) at 25C. The solution was stirred for 1 5 h. The mixture was poured into water and extracted with EA The combined organic phase was dried over anhydrous Na?S04, and the residue was purified by chromatography on silica gel (EA/hexane) to giv e 18-2 (1 .6 g, 41 %). NMR (400 MHz, CDC13): delta 3.52 (s. 3H). 2.21 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 219814-29-6, its application will become more common.

Reference:
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; STEIN, Karin, Ann; WO2015/26792; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem