Category: 50995-95-4

Application of 50995-95-4,Some common heterocyclic compound, 50995-95-4, name is 2-Propylimidazole, molecular formula is C6H10N2, 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 vessel with a magnetic stirrer bar was charged with imidazole derivative (0.5 mmol), CuI (10 mg, 0.05 mmol), Cs2CO3 (0.33 g, 1 mmol), PPh3 (26 mg, 0.1 mmol) and tetrabutylammonium bromide (TBAB) (0.2 g, 0.6 mmol) under a nitrogen atmosphere. The reaction vessel was evacuated and backfilled with nitrogen three times. In a separate flask, a solution of dry dioxane (2 mL) containing the 1,1-dihalo-1-alkenes (1 mmol) was evacuated and back-filled with nitrogen gas three times. The dioxane solution was then added to the reaction flask via a syringe and the reaction mixture heated to 100 C for 30 hours. The reaction mixture was cooled to room temperature, quenched with 5 mL of a saturated NH4Cl solution, and extracted with ethyl acetate (3 x 10 mL). The combined organic phases were dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by flash column chromatography with ethyl acetate (EA) and petroleum ether (Pet) as the eluent to afford the corresponding products:

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

Reference:
Article; Wang, Man-Gang; Yu, Hua; Wu, Jun; Shang, Zhi-Cai; Journal of Chemical Research; vol. 37; 9; (2013); p. 570 – 573;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 50995-95-4,Some common heterocyclic compound, 50995-95-4, name is 2-Propylimidazole, molecular formula is C6H10N2, 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.

Method B: A mixture of 9-(2,3,5-tri-(9-acetyl-beta-D-ribofuranosyl)-2,6-dichloropurine (1.12 g, 2.5 mmol) and 2-propylimidazole (2.20 g, 20 mmol) was dissolved in CH3CN (30 mL) and stirred at 65 C under N2 for 2 h (reaction complete, TLC). After removal of volatiles, the residue was dissolved in CH2Cl2 (200 mL) and washed (H2O, 3 x 50 mL). The aqueous phase was extracted with CH2Cl2, and the combined organic phase was dried (Na2SO4) and evaporated to dryness. The residue was chromatographed (MeOH/CH2Cl2, 1 :95) to give 9-(2,3,5-tri-O-acetyl-beta-D- ribofuranosyl)-2-chloro-6-(2-propylimidazol-l-yl)purine (977 mg, 93%).

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

Reference:
Patent; BRIGHAM YOUNG UNIVERSITY, TRANSFER TECHNOLOGY OFFICE; WO2006/138396; (2006); A2;,
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. 50995-95-4, name is 2-Propylimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 50995-95-4

Preparation of 6-(2-propylimidazol-l -vDpurine. A suspension of 2′,3′,5′-tri-O-acetylinosine (1.58 g, 4.0 mmol), 2- propylimidazole (1.60 g, 14.4 mmol), Ph3P (2.58 g, 9.6 mmol), I2 (2.14 g, 8.32 mmol), and EtN(Z-Pr)2 (3.6 mL, 2.67 g, 20.2 mmol) in dried toluene (40 mL) was stirred at 95 C for 4 h. Volatiles were evaporated in vacuo, and the residue was extracted with boiling EtOAc. The combined extracts were evaporated to dryness, and the residue was chromatographed (CH2Cl2ZMeOH, 1 :40) to give a solid contaminated with Ph3PO. This material was dissolved in AcOH (160 mL), and AcCl (2.2 mL, 2.43 g, 31 mmol) was added. The solution was stirred at 65 C overnight, and volatiles were evaporated in vacuo. The residue was dissolved in CH2Cl2 and extracted with 0.1 N NaOHZH2O. The aqueous layer was washed (CH2Cl2), and precipitation with CO2 followed by filtration and thorough washing (H2O) gave a solid (0.66 g, 72%). This material was dissolved in MeOH and decolorized with charcoal. Recrystallization (MeOH) gave 6-(2-propylimidazol-l- yl)purine as a colorless solid: mp 242.5-243.5 C; UV (MeOH) max 278 nm (epsilon 13 700), min 235 nm (epsilon 5000); 1H NMR (300 MHz5 DMSO-^6) delta 13.90 (br s, IH), 8.86 (s, IH), 8.69 (s, IH), 8.36 (s, IH), 7.07 (d, J= 1.5 Hz, IH), 3.18 (t, J= 7.3 Hz, 2H), 1.72 (sext, J= 7.3 Hz, 2H), 0.93 (t, J= 7.3 Hz, 3H); 13C NMR (75 MHz, CDCl3) delta 155.5, 152.0, 149.8, 146.9, 145.8, 128.5, 123.6, 121.4, 32.2, 21.5, 14.5; HRMS m/z 228.1109 (M+ [C11H12N6] = 228.1123). Anal. Calcd for CnH12N6: C, 57.88; H, 5.30; N, 36.82. Found: C, 58.09; H, 5.19; N, 37.00.

The synthetic route of 50995-95-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRIGHAM YOUNG UNIVERSITY, TRANSFER TECHNOLOGY OFFICE; WO2006/138396; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 50995-95-4, name is 2-Propylimidazole, 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 50995-95-4, Application In Synthesis of 2-Propylimidazole

Example 30 Methyl 2-chloro-4-(4-chlorophenyl)-5-oxazolepropionate (1.50 g) and 2-propylimidazole (0.66 g) were dissolved in N,N-dimethylformamide (10 ml), and sodium hydride (60% dispersion in oil, 0.30 g) was gradually added to the resulting solution at room temperature. After this was stirred at room temperature for 3.5 hours, an aqueous solution of 2 N sodium hydroxide (50 ml) was added thereto and stirred for an additional 30 minutes. Water was added to the reaction mixture, and the pH was then adjusted to 6 with 2 N hydrochloric acid. The crystals thus precipitated were collected by filtration, and recrystallized from ethanol to obtain 4-(4-chlorophenyl)-2-(2-propyl-1-imidazolyl)-5-oxazolepropionic acid (1.25 g, 69%) as pale brown needles. mp 174-175 C.

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

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6177452; (2001); B1;,
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. 50995-95-4, name is 2-Propylimidazole, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

STAGE 1: 1-((6-chloro 1,3-benzodioxol-5-yl)methyl)-2-n-propyl1H-imidazole 12 g of 2-n-propyl-1H-imidazole is introduced into 125 ml of anhydrous dimethylformamide, 5.28 g of sodium hydride at 50% in oil is added slowly in fractions, agitation is carried out for 20 minutes then 22.55 g of 6-chloro-piperonyl chloride is added in fractions and agitation is continued for one hour at ambient temperature. The dimethylformamide is evaporated off with a rotary evaporator then the residue is acidified then hydrolyzed using saturated ammonium chloride. Extraction is carried out 3 times with methylene chloride. The organic phase is washed with distilled water, dried, then impasted in ethyl ether and dried. In this way 22.2 g of expected product (white powder) is obtained.

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; Hoechst Marion Roussel; US5986103; (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. 50995-95-4, name is 2-Propylimidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Propylimidazole

General procedure: A solution of imidazole 4-13, benzimidazole 40, 41, pyridoimidazole 42 or benzotriazole 43 (23 mmol) in dry DMF (15 mL) and K2CO3 (11.5 mmol) was stirred for 10 min at 0-5 C, under nitrogen atmosphere. After this time, appropriate 1-aryl-2-bromo-ethanone 18-21 (23 mmol) was added and the mixture was stirred for 1.5 h then poured into ice water. The resulting crude material was extracted with dichloromethane (3 × 50 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure; the obtained residue were purified by means of flash chromatography performed using silica gel 60 (230-400 mesh) and a mixture of ethyl acetate/methanol 8:2 v/v or dichloromethane/methanol 9.5/0.5 v/v (only for purification of 25 and 26, 49 and 51, 50 and 52, respectively) as eluent.

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; Salerno, Loredana; Modica, Maria N.; Romeo, Giuseppe; Pittala, Valeria; Siracusa, Maria A.; Amato, Maria E.; Acquaviva, Rosaria; Di Giacomo, Claudia; Sorrenti, Valeria; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 118 – 126;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 50995-95-4, A common heterocyclic compound, 50995-95-4, name is 2-Propylimidazole, molecular formula is C6H10N2, 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.

In a 1-L round-bottomed flask, 2-propylimidazole (15.0 g, 136 mmol) and I2 (110 g, 435mmol) were suspended in a mixture of CHCl3 (350 mL) and 2 M NaOH aqueous solution (350mL), and the mixture was stirred at room temperature of 45 h. To this mixture, a saturatedNa2S2O3 aqueous solution until the excess amount of I2 was quenched, the mixture was leftstand until the mixture separate to aqueous and CHCl3 layers. The CHCl3 layer was removedby using dropping funnel, then the aqueous layer was neutralized with acetic acid and asaturated NaHCO3 aqueous solution. The resulting precipitate was collected by filtration andwashed with water, then dried in vacuo at 60 C, to give 11 (43.7 g, 85%) as a soft yellowpowder;

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; Murata, Tsuyoshi; Yamamoto, Yosuke; Yakiyama, Yumi; Nakasuji, Kazuhiro; Morita, Yasushi; Bulletin of the Chemical Society of Japan; vol. 86; 8; (2013); p. 927 – 939;,
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. 50995-95-4, name is 2-Propylimidazole, A new synthetic method of this compound is introduced below., COA of Formula: C6H10N2

EXAMPLE 83 A mixture of 2-chloro-4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]oxazole (500 mg), 2-propylimidazole (1.10 g), potassium carbonate (1.38 g) and N,N-dimethylformamide (10 ml) was stirred at 120-130 C. for 4 hours. The reaction mixture was poured into water (100 ml), the resulting solid precipitate was filtered, air-dried and recrystallized from acetone-hexane to give 4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-(2-propyl-1-imidazolyl)oxazole as pale yellow prisms (233 mg, 39%). Melting point 89-90 C.

The synthetic route of 50995-95-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6605629; (2003); B1;,
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. 50995-95-4, name is 2-Propylimidazole, A new synthetic method of this compound is introduced below., COA of Formula: C6H10N2

EXAMPLE 83 A mixture of 2-chloro-4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]oxazole (500 mg), 2-propylimidazole (1.10 g), potassium carbonate (1.38 g) and N,N-dimethylformamide (10 ml) was stirred at 120-130 C. for 4 hours. The reaction mixture was poured into water (100 ml), the resulting solid precipitate was filtered, air-dried and recrystallized from acetone-hexane to give 4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-(2-propyl-1-imidazolyl)oxazole as pale yellow prisms (233 mg, 39%). Melting point 89-90 C.

The synthetic route of 50995-95-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6605629; (2003); B1;,
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. 50995-95-4, name is 2-Propylimidazole, A new synthetic method of this compound is introduced below., Safety of 2-Propylimidazole

Add 2,4-dichloropyrimidine (3.000 g, 20.2 mmol), 2-propylimidazole (2.662 g, 24.2 mmol) and potassium carbonate (4.168 g, 30.3 mmol)Add it to a round bottom flask (100 mL), using acetonitrile (40 mL) as a solvent,The reaction was carried out at 50 C for 11 hours. TLC was followed until the reaction was complete,Cooled to room temperature, distilled under reduced pressure,Purification by column chromatography to obtain white solid intermediate III-7(1.453 g), yield: 32.4%.

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; Southwest University; Zhou Chenghe; Wang Ya; Li Ruixue; Wang Jie; Geng Rongxia; (21 pag.)CN110452224; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem