Category: 5465-29-2

Synthetic Route of 5465-29-2, These common heterocyclic compound, 5465-29-2, name is 2-Propylbenzimidazole, 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.

To 50 ml of water, 450 ml of concentrated sulfuric acid (i.e., 90% concentration) was added dropwise, 50.0 g of 2-propylbenzimidazole was added, and 300 ml of a 30% aqueous solution of hydrogen peroxide was added dropwise. The reaction was exothermic to reflux and the dropping speed was maintained to keep the reaction solution boiling.After completion, the reaction was continued for 3 hours.Add water 400ml, cold to room temperature.The solid was precipitated and stirred at 0-5 C for 3 hours, filtered, washed with water, washed with 100% of 5% sodium sulfite aqueous solution and dried to constant weight to give 2-propylimidazole-4,5-dicarboxylic acid as a white solid (21.7 g, 35%), HPLC purity 89.4%,

The synthetic route of 5465-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huanggang LUBAN Pharmaceutical Co.,Ltd. (LUBAN); YANG, XIAOLONG; LIU, XIANGQUN; LI, QIANG; CHEN, QIAN; YANG, TIEBO; (17 pag.)CN104262260; (2016); B;,
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. 5465-29-2, name is 2-Propylbenzimidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Propylbenzimidazole

The 1H-benzo[d]imidazole 5a(2.50 mmol) was dissolved in 10 ml of abs. DMF. Sodium hydride(60% dispersion in mineral oil) (0.2 g, 5 mmol) was added withcooling. After the gas formation stopped, 40-bromomethyl-[1,10-biphenyl]-2-carbonitrile dissolved in 2 ml of abs. DMF was addeddropwise and the solutionwas stirred for 1 h under cooling in an icebath and further 2 h at RT. Water was added and after the solutionwas acidified with HCl, the product was extracted three times withmethylene chloride. The combined organic layers were dried overNa2SO4 and evaporated to dryness in vacuo. The crude product waspurified by column chromatography on silica gel with methylenechloride/methanol (95:5) and recrystallized from diethyl ether/methanol.

The synthetic route of 5465-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Obermoser, Victoria; Urban, Margarethe E.; Murgueitio, Manuela S.; Wolber, Gerhard; Kintscher, Ulrich; Gust, Ronald; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 138 – 152;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 5465-29-2, name is 2-Propylbenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 5465-29-2

[Example 1] (E)-[2-(2-Propylbenzimidazol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile (compound 1) (E)-2-(2-Bromomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)acetonitrile (648 mg, 2.00 mmol) obtained in Reference Example B1 and 2-propylbenzimidazole (385 mg, 2.40 mmol) were dissolved in DMA (2 mL), potassium carbonate (553 mg, 4.00 mmol) was added, and the mixture was stirred at room temperature for 14 hr. Water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=97/3) to give the title compound (compound 1) (778 mg, 96%). ESI-MS m/z: 404 (M + H)+; 1H-NMR (CDCl3, delta): 1.01 (t, J = 7.4 Hz, 3H), 1.85-1.90 (m, 2H), 2.79 (t, J= 7.6 Hz, 2H), 3.06 (br s, 4H), 5.29 (s, 2H), 5.67 (s, 1H), 6.79-6.88 (m, 2H), 7.11-7.35 (m, 7H), 7.43 (dd, J = 7.3, 1.7 Hz, 1H), 7.76 (d, J = 7.3 Hz, 1H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5465-29-2.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2327690; (2011); A1;,
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. 5465-29-2, name is 2-Propylbenzimidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Propylbenzimidazole

Step A: 2-Propyl-1-(4-(2–t-butoxycarbonylbenzoyl)phenyl)methylbenzimidazole To a suspension of NaH (0.013 mg) in dry DMF (3 ml), 2-propyl benzimidazole (0.052 g, 0.325 mmol) was added, and the mixture was stirred at room temperature for 30 minutes to give a clear solution. To the solution was added t-butyl-2-[4–(bromomethyl)benzoyl]benzoate (0.125 g, 0.33 mmol) [prepared according to the procedure described in European Patent Application 0,253,310]. The mixture, after stirring at room temperature for 3 hours, was poured into ice-water (50 ml) and extracted with ethyl acetate (3 x 20 ml). The combined organic phase was washed with brine, then dried (MgSO4), and evaporated. The crude product was then purified by flash chromatography on silica-gel using ethyl acetate-hexane (1:6). Yield 0.12 g (81%, as amorphous solid). NMR(CDCl3): delta 1.0 (t, J=7Hz, 3H), 1.26 (s, 9H), 1.88 (m, 2H), 2.86 (t, J=7Hz, 2H), 5.4 (s, 2H), 7.05-7.8 (m, 12H); FAB-MS: m/e 455 (M+H).

The synthetic route of 5465-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; EP400835; (1990); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 5465-29-2, These common heterocyclic compound, 5465-29-2, name is 2-Propylbenzimidazole, 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.

General procedure: A solution of 10.0 mmol of compound 1a-1d in 14 mL of concentrated sulfuric acid was heated to 100-105C, 14 mL (0.26 mol) of 30% aqueous hydrogen peroxide was added dropwise with stirring,and the mixture was stirred for 1 h at 130C. After cooling, the mixture was poured into water and adjusted to pH 4, and the precipitate was filtered off.

Statistics shows that 2-Propylbenzimidazole is playing an increasingly important role. we look forward to future research findings about 5465-29-2.

Reference:
Article; Brusina; Nikolaev; Ramsh; Piotrovskii; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1528 – 1530; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1533 – 1535,3;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 5465-29-2, These common heterocyclic compound, 5465-29-2, name is 2-Propylbenzimidazole, 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.

General procedure: A solution of 10.0 mmol of compound 1a-1d in 14 mL of concentrated sulfuric acid was heated to 100-105C, 14 mL (0.26 mol) of 30% aqueous hydrogen peroxide was added dropwise with stirring,and the mixture was stirred for 1 h at 130C. After cooling, the mixture was poured into water and adjusted to pH 4, and the precipitate was filtered off.

Statistics shows that 2-Propylbenzimidazole is playing an increasingly important role. we look forward to future research findings about 5465-29-2.

Reference:
Article; Brusina; Nikolaev; Ramsh; Piotrovskii; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1528 – 1530; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1533 – 1535,3;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 5465-29-2, 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. 5465-29-2 name is 2-Propylbenzimidazole, 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.

in 200 ml of water800 ml of concentrated sulfuric acid (i.e., 80% concentration), and 50.0 g of 2-propylbenzimidazole was added dropwise30% hydrogen peroxide 500ml, the reaction exothermic reflux, control the rate of dropping to keep the reaction solution has been boiling. After completion, the reaction was continued for 3 hours. Add water 1000ml, cold to room temperature. The solid was precipitated, and the mixture was stirred at 0 to 5 C for 3 hours, filtered, washed with water, and washed with 5% aqueous sodium sulfite solution (100 ml). The resulting solid column chromatography (eluent: water: methanol = 2: 1, ) Was imidazole-4,5-dicarboxylic acid 3 · lg, mp 267.3 C melting at the same time decomposition.

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

Reference:
Patent; Huanggang LUBAN Pharmaceutical Co.,Ltd. (LUBAN); YANG, XIAOLONG; LIU, XIANGQUN; LI, QIANG; CHEN, QIAN; YANG, TIEBO; (17 pag.)CN104262260; (2016); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 5465-29-2, name is 2-Propylbenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H12N2

General procedure: To a stirred solution of 10.0 mmol of compound 1a-1i in 10 mL of conc. H2SO4 we added dropwise 10 mL (0.11 mmol) of 33% aqueous hydrogen peroxide at 100-105C. The mixture was stirred for 0.5 h at 120C, let to cool down, and poured in water. The pH of the solution was adjusted to ~2 with sodium carbonate, and the precipitate of 2-alkylimidazole-4,5-dicarboxylic acid 2a-2i was filtered off and recrystallized from water.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5465-29-2.

Reference:
Article; Brusina; Gubina, Yu. A.; Nikolaev; Ramsh; Piotrovskii; Russian Journal of General Chemistry; vol. 88; 5; (2018); p. 874 – 878; Zh. Obshch. Khim.; vol. 88; 5; (2018); p. 729 – 733,5;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

5465-29-2, name is 2-Propylbenzimidazole, 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 5465-29-2

[step 2] (Z)-2-(2-Hydroxymethyl-5,11-dihydrobenzooxepino[3,4-b]pyridine)propiononitrile (0.111 g, 0.396 mmol) obtained in step 1 was dissolved in THF (2 mL), 2,6-lutidine (0.276 mL, 2.37 mmol), lithium bromide (0.206 g, 2.37 mmol) and methanesulfonic anhydride (0.172 g, 0.989 mmol) were added and the mixture was stirred at room temperature for 16 hr. Water was added to the mixture and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a residue. 2-Propylbenzimidazole (0.053 g, 0.333 mmol) was dissolved in DMF (2 mL), potassium carbonate (0.218 g, 1.58 mmol) was added and the mixture was stirred for 15 min. To this mixture was added the residue obtained above, and the mixture was stirred at 60C for 2 hr. Water was added to the mixture and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated Under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/3) to give (Z)-2-[2-(2-propylbenzimidazol-1-yl)methyl-5,11-dihydrobenzooxepino[3,4-b]pyridine]propiononitrile (0.094 g, 56%).

The synthetic route of 5465-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2327690; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 5465-29-2, 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. 5465-29-2 name is 2-Propylbenzimidazole, 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.

To a stirred solution of 22 (65 mg, 0.18 mmol) and 2-propylbenzo[d]imidazole (32 mg, 0.20 mmol) in DMF (1.5 mL) was added potassiumcarbonate (125 mg, 0.908 mmol), and the solution was stirredfor 4 h at 60 C. After the consumption of the starting material, thereaction mixture was poured into water and extracted twice with ethylacetate. The combined organic layers were washed with brine, driedover sodium sulfate, and filtered. The organic layer was concentrated togive the residue. The obtained residue was then purified by flashcolumn chromatography on silica gel (100:0 to 50:50 hexane/ethylacetate) to give 25 (63 mg, 79%) as an amorphous. 1H NMR (300 MHz,CDCl3): delta 0.98 (t, J=7.4 Hz, 3H), 1.71-1.93 (m, 2H), 2.23 (s, 3H),2.74-2.91 (m, 2H), 4.73 (d, J=12.4 Hz, 1H), 5.23-5.38 (m, 3H),6.72-6.85 (m, 2H), 6.90-7.18 (m, 7H), 7.39-7.47 (m, 1H). LC/MS (ESI,[M+H]+, m/z) 438.

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

Reference:
Article; Yamamoto, Keisuke; Tamura, Tomohiro; Nakamura, Rina; Hosoe, Shintaro; Matsubara, Masahiro; Nagata, Keiko; Kodaira, Hiroshi; Uemori, Takeshi; Takahashi, Yuichi; Suzuki, Michihiko; Saito, Jun-ichi; Ueno, Kimihisa; Shuto, Satoshi; Bioorganic and Medicinal Chemistry; vol. 27; 22; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem