Tag: M.W=100-200

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

Related Products of 172499-76-2,Some common heterocyclic compound, 172499-76-2, name is Ethyl 3-(1H-imidazol-2-yl)propanoate, molecular formula is C8H12N2O2, 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 suspension of tBuOK (1.1 equiv. or 2.2 equiv.) and the imidazole derivative (1.0 equiv.) in DMF (6 mL/mmol) was stirred at rt for 1 h. The reaction mixture was treated with the corresponding alkyl bromide or alkyl mesylate (1.3 equiv. or 2.0 equiv.) and the temperature was raised up to 60 C and stirred at this temperature for 72 h. The solution was then diluted with EtOAc (20 mL/mmol) and washed three times with brine and H2O. The organic layers were dried over MgSO4, filtered, and concentrated. The crude product was purified by CC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-(1H-imidazol-2-yl)propanoate, its application will become more common.

Reference:
Article; Kerscher-Hack, Silke; Renukappa-Gutke, Thejavathi; Hoefner, Georg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 852 – 880;,
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. 10394-38-4, name is 1-Methylbenzoimidazol-5-amine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methylbenzoimidazol-5-amine

Step 2 To the product from Step 1 (2.31 g, 15.7 mmol) in water (30 mL) at 0 C. was added conc. HCl (3.14 mL, 37.9 mmol). Sodium nitrite (1.16 g, 16.8 mmol) in water (5 mL) was added portionwise to the stirring solution of amine over a period of 30 minutes. The reaction was stirred at 0 C. for an additional 25 minutes and then added portionwise to a stirring 40-45 C. solution of potassium ethyl xanthate (2.93 g, 18.3 mmol) in water (10 mL). The reaction was stirred at 45 C. for an additional 30 minutes and then cooled to room temperature. The mixture was extracted with Et2O (2×75 mL). The organic extracts were concentrated in vacuo to give a yellow oil. The crude oil was purified by silica gel chromatography to give the desired xanthate ester as a yellow oil (1.68 g, 42%). 1H-NMR (400 MHz, CDCl3): delta 8.02 (s, 1H), 7.90 (s, 1H), 7.45 (m, 2H), 4.62 (q, 2H), 4.11 (s, 3H), 1.33 (t, 3H).

The synthetic route of 10394-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; US2007/27184; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 570-22-9, 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 570-22-9 as follows.

A mixture of Zn(NO3)2·6H2O (0.0291g, 0.1mmol), Hcptpy (0.0277g, 0.05mmol), and H3idc (0.0126g, 0.1mmol) in distilled water (10mL) that adjusted the pH value to 4.5 with 0.5molL-1 NaOH aqueous solution was placed in a Teflon-lined tainless steel vessel (25mL), heated to 180 for 72h and then cooled to room temperature at a rate of 5/h. The yellow sheet crystalline products of 2 were obtained, washed with distilled water (5mL), and dried in air to give 0.0321g (yield 61.8% based on Zn). Anal. Calc. for C49H31N8Zn2O11 (%): C, 56.67; H, 3.00; N, 10.79. Found: C, 56.52; H, 3.08; N, 10.32%. IR(KBr, cm-1): 3133(s), 1596(m), 1548(m), 1401(vs), 1251(w), 1132(w), 870(w), 829(m), 784(m), 707(m), 634(w), 517(w).

According to the analysis of related databases, 570-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yuan, Fei; Wang, Ting-Ting; Hu, Huai-Ming; Li, Chuan-Ti; Zhou, Chun-Sheng; Wang, Xiaofang; Xue, Ganglin; Journal of Solid State Chemistry; vol. 251; (2017); p. 79 – 89;,
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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. 16681-59-7, name is 2-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1-methyl-1H-imidazole

Compound 7a (100 mg, 268 mumol), 2-bromo-1-methyl-1H-imidazole (65 mg, 402 mumol), triethylamine (73 muL, 541 mumol), and dimethylformamide (2 mL) were combined in a sealed tube. The mixture was sparged for 2 minutes with nitrogen, and bis(triphenylphosphine) palladium dichloride (19 mg, 27 mumol) was added followed by copper iodide (10 mg, 53 mumol). The mixture was sparged again with nitrogen and stirred for 20 minutes at 70 C under microwave irradiation. The reaction was diluted with ethyl acetate (50 mL), washed with a saturated solution of ammonium chloride (50 mL). The organic phase was dried over sodium sulfate and concentrated under reduced pressure and purified by flash chromatography on silica gel (DCM/MeOH: 96/4) to give compound 83 (62 mg, 137 mumol, 51%).1H NMR (400 MHz, Acetone- d6) delta 9.51 (s, 1H), 8.35 (s, 1H), 7.99 (ddd, J = 13.2, 7.4, 2.6 Hz, 1H), 7.57- 7.48 (m, 1H), 7.34 (dt, J = 10.5, 9.0 Hz, 1H), 7.14 (d, J = 1.2 Hz, 1H), 6.92 (d, J = 1.2 Hz, 1H), 4.46 (d, J = 5.8 Hz, 2H), 3.75 (s, 3H), 3.70 (s, 3H), 2.46 (s, 3H), 2.32 (s, 3H). 19F NMR (377 MHz, Acetone-d6) delta -139.91- -140.01 (dt, J = 22.1, 11.6 Hz), -147.12- – 147.23 (dt, J = 20.5, 10.4 Hz). MS (ESI): m/z [M+H]+ calcd for C23H22F2N5O3 : 454.4, found: 454.4

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; EMORY UNIVERSITY; SCHINAZI, Raymond F.; BOUCLE, Sebastien; AMBLARD, Franck; SARI, Ozkan; BASSIT, Leda; (169 pag.)WO2017/156255; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1003-21-0, The chemical industry reduces the impact on the environment during synthesis 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, I believe this compound will play a more active role in future production and life.

A solution of 5-bromo-1-methyl-1H-imidazole (25.0 g, 155 mmol; dried over 3 A molecular sieves, then filtered) in DCM (310 mL) was stirred in an ice bath while iPrMgCl (72 mL, 2.01 M solution in THF, 145 mmol) was added rapidly dropwise under argon via pressure-equalizing addition funnel. Residual iPrMgCl was rinsed down with 50 mL THF, and the ice bath was removed and the reaction stirred for 25 minutes. A solution of tert-butyl 4-formylpiperidine-1-carboxylate (27.6 g, 130 mmol) in THF (65 mL) was added dropwise over ?5 minutes via pressure-equalizing addition funnel at room temperature. After stirring 1 hour at room temperature, the yellow mixture was quenched with 5 M aqueous NH4Cl (250 mL) in one portion. The organic layer was dried (Na2SO4), filtered, and concentrated to provide the crude title compound as a clear light amber oil.

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, 5-Bromo-1-methyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

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.; US2015/105404; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C10H10N2O, 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. name: 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one

Added to the reaction container 1-allyl benzimidazol-2-one (2) 0.19mol, glycol 140 ml, sodium sulfite 0.28mol, raising the temperature of the solution to 40 C, control the stirring speed 130rpm, dropwise 1-amino-3-bromo-propane 0.25mol, dropping time control in 3h, reaction 5h, the mass fraction of the reactants are poured into 25% sodium chloride solution, used for quality fraction of 65% cyclohexanol extracting 7 times, cyclohexanol extracted solution with calcium oxide drying, evaporate the solvent, get oily 1-allyl-3 – (3-chloro-propyl) benzimidazole-2-one

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 52099-72-6, its application will become more common.

Reference:
Patent; Chengdu Cardiff Science and Techn Co., Ltd; Liao, Ruer; (5 pag.)CN105439960; (2016); 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. 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 3314-30-5

A mixture of methyl phosphonoacetate(7.77 g, 0.037 mmol), potassium carbonate (9.38 g, 0.068 mmol) was dissolved100 mL of tetrahydrofuran, and the mixture was stirred at room temperature for half an hour and then slowly added dropwise to the above tetrahydrofuran solution. The temperature was raised to 66 CStir for 24 hours. After completion of the reaction, filtration was carried out, and most of the tetrahydrofuran was distilled off under reduced pressure. 300 mL of ethyl acetate was added, washed with waterTimes, saturated sodium chloride solution washed once, anhydrous sodium sulfate drying overnight. The solvent was concentrated under reduced pressure and the column chromatography gave pale yellowThe yield was 65%.

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; Shenyang Pharmaceutical University; Zhao Linxiang; Liu Dan; Li Kun; Ma Tianyi; Jing Yongkui; (13 pag.)CN107118249; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 6160-65-2, 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. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of thiocarbonyldiimidazoe (206 mg, 1.10 mmol) in DCM (3 mL) at 0C, a solution of tertbutyl 4(3aminophenyl)piperidine1carboxylate (160 mg, 0.58 mmo) in DCM (2 mL) was added dropwise and the mixture was stirred at rt for 3 h. The reaction mixture was cooled again to 0 00 and a solution of ammonia in MeOH 7N (2 mL) was added dropwise. The reaction mixture was stirred at rt for 16 h. Water was added andextracted with DCM. Purification by flash chromatography, silica gel, gradient hexane to 50% acetone afforded the desired product (180 mg, 93% yield) as white foam, 1H NMR (400MHz, ODd3) 6 ppm: 8,16 (bs, 1H), 7.39 (t, J=7.6Hz, 1H), 7.18 (d, J7.6Hz, 1H), 7.12 (d, J=76Hz, 1H), 7.09 (m, 1H), 6.17 (bs, 2H), 4.26 (m, 2H), 2.81 (m, 2H),2.68 (m, IH), 1.83 (m, 2H(, 1.62 (m, 2H), 1.50 (m, 9H).

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

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; CUEVAS CORDOBES, Felix; ALMANSA-ROSALES, Carmen; GARCIA LOPEZ, Monica; WO2015/91939; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 1632-83-3, name is 1-Methylbenzimidazole, 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. Application In Synthesis of 1-Methylbenzimidazole

General procedure: 4.3 General procedure for CuO-catalyzed arylation and alkenylation of 1,3-azole (0012) Under argon, 0.5mmol of the bromobenzene or bromoalkene was added to the reaction mixture containing 0.25mmol of the benzoxazole, 0.5mmol K2CO3, 0.025mmol CuO, and 0.075mmol PPh3, followed by the addition of 2mL dry diglyme. The sealed reaction tube was stirred at 160C for 5-24h. After cooling, the reaction mixture was centrifuged to remove solid and separated the organic phase. Then, organic phase was extracted and dried over anhydrous MgSO4, and concentrated under reduced pressure after filtered. The residue was purified by column chromatography on silica gel eluted to afford corresponding product.

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

Reference:
Article; Zhang, Wu; Tian, Yujie; Zhao, Na; Wang, Yuanyuan; Li, Jia; Wang, Zhenghua; Tetrahedron; vol. 70; 36; (2014); p. 6120 – 6126;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem