Month: June 2021

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. 1219741-19-1, name is 5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H6ClIN2O2S

Et3N (20.95 mL, 150 mmol) and 2-(trimethylsilyl)ethoxy methyl chloride (17.29 mL, 98 mmol) were added to a solution of Intermediate IA (26.8 g, 75 mmol) in THF (200 mL). The reaction was stirred at rt for 1 h. Volatiles were removed and the residue partitioned between EtOAc and water. The organic phase was washed with 2N aqueous HCl and brine, dried (MgSO4) and concentrated to afford the title compound as a white solid. LC-MS: calculated for C14H20ClIN2O3SSi 485.97, observed m/e 428.83 (M + H)+(Rt 2.30 min).

The synthetic route of 1219741-19-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; BOOKSER, Brett, C.; DANG, Qun; GIBSON, Tony, S.; JIANG, Hongjian; CHUNG, De Michael; BAO, Jianming; JIANG, Jinlong; KASSICK, Andy; KEKEC, Ahmet; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WILSON, David; WODKA, Dariusz; WO2010/47982; (2010); A1;,
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. 1074-59-5, name is 3-(1H-Imidazol-4-yl)propanoic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H8N2O2

3-(1-Triphenylmethyl-4-imidazolyl)propionic acid 3-(4-Imidazolyl)propionic acid (1.0 g, 7.1 mmol) was suspended in a mixture of dichloro-methane (5 ml) and acetonitrile (25 ml). Trimethylsilyl chloride (781 mg, 7.2 mmol) was added and the mixture refluxed for 4 hours. Triethylamine (1 ml) was added, and refluxing continued for 15 minutes. Cooled, triethylamine (1 ml) added followed by chlorotriphenylmethane (1.99 g, 7.1 mmol) in dichloromethane (10 ml), and the mixture stirred at ambient temperature for 2 hours. MeOH (20 ml) was added, the mixture stirred for 30 minutes, then evaporated to dryness. Water (50 ml) was added to the residue, and the pH adjusted to 8-8.5 with triethylamine. The precipitate was filtered off, washed with diethyl ether, and dried to give the desired product (2.25 g). MS (ESP): 383 (MH+) for C25H22N2O2 NMR (DMSO-d6) delta: 2.48 (t, 2H); 2.77 (t, 2H); 6.65 (s, 1H); 7.08 (d, 6H); 7.29 (s, 1H); 7.36 (m, 9H); 12.10 (br, 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 1074-59-5.

Reference:
Patent; Syngenta Limited; US2003/144263; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 36947-69-0, name is 2-(tert-Butyl)-1H-imidazole, molecular formula is C7H12N2, 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. Safety of 2-(tert-Butyl)-1H-imidazole

Step c: 2-tert-butyl-N,N-dimethyl- 1H- imidazole- 1 -sulfonamide[0465] 2-tert-Butyl-lH- imidazole (0.5 g, 4.03 mmol) was added to a suspension of 60% sodium hydride (0.5 g, 12.1 mmol) in DMF (6.0 mL) at 0C and the mixture was stirred for 0.5 h. Then N,N-dimethylsulfamoyl chloride (0.7 g, 4.84 mmol) was added dropwise and the reaction mixture was stirred at room temperature for 2 h. Saturated NH4CI solution was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography on silica gel (DCM/MeOH = 20: 1 to 5: 1) to afford 0.8 g of the title compound as a white solid (86%> yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36947-69-0, its application will become more common.

Reference:
Patent; ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III; WO2012/178015; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 870837-18-6, 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. 870837-18-6 name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, 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.

Aqueous hydrogen peroxide (30%, 18.9 mL) was added drop-wise over 20 minutes to a solution of 3-methoxy-4-(4-methyl-1/-/-imidazol-1-yl)benzaldehyde (5.0 g, 20.0 mmol) and potassium hydroxide (6.1 g, 92.5 mmol) in MeOH (38 mL) and water (6.6 mL) at 65 C. Following completion of the addition the reaction was stirred at room temperature for an additional 25 minutes. The reaction was then allowed to cool to room temperature and was acidified with cone. HCI. The resulting precipitate was filtered to provide the title compound as a white solid. Yield: 4.6 g, 17.1 mmol, 74%. MS (APCI) m/z 232.9 (M+1 ). 1H NMR (400 MHz, CD3OD) 2.45 (br s, 3H), 4.00 (s, 3H), 7.65 (br s, 1 H), 7.67 (d, J=8.4 Hz, 1 H), 7.82 (dd, J=8.3, 1.6 Hz, 1 H), 7.89 (d, J=1.6 Hz, 1 H), 9.24 (d, J=1.6 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; ALLEN, Martin, Patrick; AM ENDE, Christopher, William; BRODNEY, Michael, Aaron; DOUNAY, Amy, Beth; JOHNSON, Douglas, Scott; PETTERSSON, Martin, Youngjin; SCHWARZ, Jacob, Bradley; TRAN, Tuan, Phong; WO2010/100606; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 144689-93-0, These common heterocyclic compound, 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, 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.

EXAMPLE 15 Ethyl 1-[(2′-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (Compound No. 1-119) Following a procedure similar to that described in Example 1(a), but using 0.845 g of ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (prepared as described in Preparation 9) and 1.22 g of t-butyl 4′-bromomethylbiphenyl-2-carboxylate, 1.31 g of the title compound were obtained as a gum. This compound was allowed to stand at room temperature, which caused it to crystallize. It was then recrystallized from a mixture of diisopropyl ether and hexane, to give pure title compound, melting at 90-91 C. Nuclear Magnetic Resonance Spectrum (CDCl3) delta ppm: 0.97 (3H, triplet, J=7 Hz); 1.23 (3H, triplet, J=7 Hz); 1.25 (9H, singlet); 1.60 (6H, singlet); 1.82 (2H, sextet, J=7 Hz); 2.67 (2H, triplet, J=7 Hz); 4.24 (2H, quartet, J=7 Hz); 5.51 (2H, singlet); 5.72 (1H, singlet); 6.87-7.85 (8H, multiplet).

Statistics shows that Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 144689-93-0.

Reference:
Patent; Sankyo Company, Limited; US5616599; (1997); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 144690-33-5, The chemical industry reduces the impact on the environment during synthesis 144690-33-5, name is Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate, I believe this compound will play a more active role in future production and life.

In the equipped with electric stirrer, condenser and a thermometer of the 500 ml three-necked flask, add 20.00g (27.93mmol) intermediate I, 3.13g (55.87mmol) KOH and 80g acetone, for 55 C stirring for 3 hours (TLC monitoring), after the stop of the reaction, to cool down to 20 – 30 C, concentrated to no longer under the dripped, for 1M hydrochloric acid to adjust the pH=3, a large number of white solid precipitated, stirring at the room temperature 1 – 2h, filtering, the filter cake drying added 60 ml ethyl acetate at room temperature beating, filtering, the filter cake is dried to obtain the 11.50g impurities (see Figure 3) F, HPLC: 98.55%, yield: 59.77%.

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, Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tsingtao Yellow Sea Pharmaceutical Co., Ltd.; Liu Chuanfei; Chen Xiaotao; Li Yanshun; Wang Jiahui; Liu Ningning; Yang Kebao; (15 pag.)CN106831727; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 930-62-1, The chemical industry reduces the impact on the environment during synthesis 930-62-1, name is 2,4-Dimethylimidazole, I believe this compound will play a more active role in future production and life.

Compound 5.5. 5-Iodo-2,4-dimethyl-lH-imidazole. NIS (14.0g, 62.4mmol) was added portion-wise to a solution of 2,4-dimethyl- lH-imidazole (5.00 g, 52.0 mmol) in acetonitrile (100 mL). The mixture was heated at 80 C for 16 hours, then cooled to room temperature. The solvent was removed under reduced pressure and the residue was partitioned between EtOAc (300 mL) and water (80 mL). The organic layer was washed with saturated sodium thiosulfate (50 mL), brine (50 mL), dried (MgS04) and concentrated under reduced pressure. The residue was purified with by silica gel column chromatography (hexanes:EtOAc 1 : 1 to 10% MeOH in EtOAc) to yield the title compound as a light yellow solid (8.56 g, 74%). m/z (ES+) 223(M+H)+. NMR (400 MHz, CDC13) delta 9.69 (br s, 1H), 2.38 (s, 3H), 2.19 (s, 3H)

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, 2,4-Dimethylimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3-V BIOSCIENCES, INC.; HEUER, Timothy Sean; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2015/95767; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 492-98-8, 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. 492-98-8, name is 1H,1’H-2,2′-Biimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Compound 2 was synthesized hydrothermally by reaction of H3PW12O40 xH2O (0.075g, 0.026 mmol), AgNO3 (0.051g, 0.3 mmol), H2biim (0.008g, 0.06 mmol) and 10 mL distilled water in a 25 ml Teflon-lined autoclave. The pH was adjusted to 2 with 1.0 mol L-1 HNO3. The mixture was heated under autogenous pressure at 160 C for 5 days and then was left to cool to room temperature. Red crystals could be isolated in about 60% yield and dried at room temperature for the further characterization. Anal.Calcd for 2: C7.13,H0.50, N6.23. Found: C7.02,H0.45,N6.42%. IR(ITR mode,cm1): 1502(s),1412(w),1352(s),1243(w),1153(s),1075(s),968(s),890(s),793(s).The IR spectrum of compound 2 is shown in the Supporting information (Fig. S6).

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, 1H,1’H-2,2′-Biimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lu, Xin-Xin; Luo, Yu-Hui; Lu, Chen; Chen, Xin; Zhang, Hong; Journal of Solid State Chemistry; vol. 232; (2015); p. 123 – 130;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 96797-15-8, 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. 96797-15-8 name is 4-Iodo-1-trityl-1H-imidazole, 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.

[270] To a solution of (2-forrnylphenyl)boronic acid (2.0 g, 13.3 rnrnol) in a rnixed solvent of N,N- dirnethylforrnarnide (DMF) (60 rnL) and water (12 rnL) was successively added 4-iodo-1- trityl-1H-irnidazole (6.1 g, 14.0 rnrnol), and potassiurn phosphate (5.6 g, 26.6 rnrnol). After degassing with nitrogen, the resulted rnixture was added tetrakis(triphenylphosphine)palladiurn(0) (Pd(PPh3)4) (300 rng, 0.26 rnrnol). The resulted rnixture was degassed with nitrogen and stirred at 90C for overnight under nitrogen. And then the rnixture was cooled down to roorn ternperature and filtered, the filtrate was added water (60 rnL), extracted with ethyl acetate (100 rnLx2). The cornbined organic phase was washed with brine (25 rnL), dried over sodiurn sulfate, filtered and concentrated. The residue was purifiedby colurnn chrornatography on silica gel (petroleurn ether: ethyl acetate= 6:1) to afford cornpound 1.1 (3.3 g, yield: 60%) as a white solid.[271] rn/z: [M+H]415

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-1-trityl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI DE NOVO PHARMATECH CO.,LTD.; LI, Qun; GAO, Daxin; (158 pag.)WO2016/131380; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 68282-47-3, These common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-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.

COMPOUND 12.1. 36: 1-{4-[(DIETHYLAMINO)CARBONYL]PHENYL}-2-[(2- PHENYL-1N-IMIDAZOL-5-Y ; L) METHYL1-L23, 4- TETRAHYDROISOQUINOLIN-6-YL DIMETHYLSULFAMATE; INTERMEDIATE 6.4. 2 (12 mg, 0.028 mmol) and 2-phenyl-4 (5)- imidazolecarbaldehyde (10 mg, 0.056 mmol) were dissolved in 1,2-dichloroethane (3 mL) and sodium triacetoxyboronhydride (18 mg, 0. 084 mmol) was added. The mixture was stirred for 18 h after which ethyl acetate and 1 M aqueous sodium hydroxide solution were added. After phase separation the aqueous phase was extracted with more ethyl acetate and the combined organic phases were washed with water and brine. Resin-bound tosylhydrazine (147 mg, 1.5 mmol/g) was added and the mixture was stirred for 2 h. After filtration and thorough washing of the resin, the filtrate was evaporated and the residue was purified by flash chromatography to yield the product (11 mg, 0.019 mmol, 67%). 1H NMR (500 MHz, CDCl3) : 1.14, 1.27 (2 brs, 6H), 2.67, 2.86, 3.05, 3.17 (4 m, 4H), 2.97 (s, 6H), 3.18, 3.60 (2 brs, 4H), 3. 51, 3.60 (2 d, J 12.0 Hz, 2H), 4.72 (s, 1H), 6.69 (d, 8.5 Hz, 1H), 6.92 (s, 1H), 6.94 (dd, J 8. 5,2. 0 Hz, 1H), 7.08 (d, J 2.0 Hz, 1H), 7.34 (m, 7H), 7.86 (d, J 7.5 Hz, 2H). (+) LRESIMS m/z 559 (100) [M+H] +.

The synthetic route of 68282-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem