Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, 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 52099-72-6, HPLC of Formula: C10H10N2O

93.8 ml (150 mmol) of a n-butyllithium solution (about 1.6M in hexane) are added dropwise at 0-5 to 24.8 g (150 mmol) of 2-(N-benzyl-N-methylamino)ethanol dissolved in 250 ml of absolute tetrahydrofuran. After stirring at 0 for 15 minutes 11.7 ml (150 mmol) of methanesulphochloride in 50 ml of tetrahydrofuran are added dropwise at a temperature between 0 and 5 and the reaction mixture is stirred at 0 for 30 minutes. 5.8 g (133 mmol) of a 55% sodium hydride dispersion in mineral oil are washed oil-free with hexane and suspended in 40 ml of dimethylformamide. 23.1 g (132.5 mmol) of 1-(1-methylvinyl)benzimidazolin-2-one in 90 ml of dimethylformamide are subsequently added dropwise at room temperature and the reaction mixture is stirred for a further 15 minutes. This reaction mixture is added dropwise at 0 to the reaction solution described above. Thereafter, the mixture is heated to 70 and stirred for 3 hours. The reaction mixture is subsequently poured into 1 l of ice-water and extracted with 600 ml of methylene chloride. The extract is washed with water, dried over potassium carbonate and evaporated. The thus-obtained product is chromatographed on 500 g of silica gel with methylene chloride and 0-5% isopropanol as the elution agent, whereby there are obtained 26.8 g (63%) of 1-(1-methylvinyl)-3-[2-(N-benzyl-N-methylamino)ethyl]-2-benzimidazolinone as an oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; US4808605; (1989); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1849-02-1, The chemical industry reduces the impact on the environment during synthesis 1849-02-1, name is 2-Chloro-1-methyl-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life.

b. 1-methyl-2-(Piperazin-1-yl)-benzimidazole A mixture of 1 g (6.02 mmol) of 2-chloro-1-methyl-benzimidazole and 2.58 g (30 mmol) of piperazine is heated to 150C. without a solvent. The cooled melt is combined successively with water and dilute hydrochloric acid and extracted with dichloromethane. Then the aqueous phase is made alkaline with dilute sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulphate and concentrated by evaporation. The product is purified by column chromatography on silica gel (eluant: dichloromethane/ethanol/ammonia=5:1:0.1). Yield: 0.4 g (30.8% of theory), Melting point: 99 C.

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-Chloro-1-methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lehmann-Lintz, Thorsten; Heckel, Armin; Thomas, Leo; Mark, Michael; US2003/166637; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1402838-08-7, 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. 1402838-08-7 name is 2-(1-Trityl-4-imidazolyl)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.

To a three-necked flask was added 2- (1-trityl-1H-imidazole-4-) benzaldehyde (400 mg, 0.97 mmol)Acetylcyclohexane (122 mg, 0.97 mmol)And anhydrous tetrahydrofuran (5 ml)Under nitrogen protection,A solution of sodium ethoxide (85 mg, 1.25 mmol) in ethanol was added at room temperature,Stir at room temperature for 3 h, spin dry solvent,Saturated ammonium chloride (10 ml) was added,The organic layer was extracted with ethyl acetate and dried over anhydrous sodium sulfate. The solvent was dried, acetic acid (1 ml) and ethanol (5 ml) were added, stirred at 90 C for 3 h, cooled to room temperature, and saturated sodium carbonate was added to adjust pH = 10 , Extracted with ethyl acetate, the combined organic layers were dried over anhydrous sodium sulfate,Concentrated solvent,Purification by column chromatography on silica gel afforded compound 9 (210 mg, yield 77%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(1-Trityl-4-imidazolyl)benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Hinova Pharmaceuticals Inc.; Fan, Lei; Chen, Ke; Li, Xinghai; Chen, Yuanwei; (24 pag.)CN106256830; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 139481-44-0, 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 139481-44-0 as follows.

Example 9Ethyl 2-ethoxy-l -((2′-((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)-lH-benzo[c ]- imidazole-7-carboxylate (lb) – modification of the process (J Med. Chem. 1996, 39(26), 5228-5235)Triethylamine (3.4 ml = 2.48 g) was added to a suspension of hydroxylamine hydrochloride (1.7 g, 25 mmol) in DMSO (8 ml) and the mixture was stirred at the laboratory temperature for 15 minutes. The thick slurry was then aspirated and washed with tetrahydrofuran (10 ml). The filtrate was concentrated in vacuo (most tetrahydrofuran evaporated). The nitrile (IVa; 2.06 g, 5 mmol) was added to this solution and the mixture was stirred at the laboratory temperature for 15 minutes. Then, the mixture was partitioned into 4 reaction vials and these were stirred at the laboratory temperature (A), at the temperature of 50 C (B), 75 C (C) and 100 C (D) for 48 hours. Then the reaction mixtures were analyzed using HPLC.

According to the analysis of related databases, 139481-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZENTIVA, K.S.; RADL, Stanislav; WO2012/119573; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 641571-11-1, These common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 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 a solution of 15a (80 mg, 0.35 mmol) in NMP (2 mL) was added SOd2 (62 mg, 0.52 mmol). The reaction was heated at 90 C for 1 hour before 3 (84 mg, 0.35 mmol) was added. The resulting mixture was stirred at 90 C for 3 hours. The reactionwas quenched with water and basified with aqueous NaOH. The mixture was extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by reverse prep-HPLC and then silica gel prep-TLC to give 4-methyl-N-(3-(4-methyl-1 H-imidazol-1 -yl)-5- (trifluoromethyl)phenyl)-3-(pyrimidin-2-ylamino)benzamide (12 mg, 7.6%) as a slightlyyellow solid.

Statistics shows that 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 641571-11-1.

Reference:
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 3314-30-5 as follows. Formula: C8H6N2O

General procedure: The equimolar aldehyde 3a?3d (1 mmol) and substituted phenylhydrazine 5a?5s (1 mmol) weremixed in CH3OH (10 mL) and stirred at room temperature [18]. After about 2 h, the reaction wascompleted (monitored by TLC). The residual crude was purified via silica gel column chromatogramusing a gradient mixture of petroleum ether and ethyl acetate to obtain the pure target compounds6a?6ai (in 45?80percent yield).

According to the analysis of related databases, 3314-30-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Xing; Chen, Yong-Fei; Yan, Wei; Cao, Ling-Ling; Ye, Yong-Hao; Molecules; vol. 21; 11; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 56248-10-3, name is 5-Phenyl-1H-imidazole-2-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. Recommanded Product: 56248-10-3

One example of a synthetic route for the synthesis of the PET-preursor compound of formula IIa is shown in scheme 4: The (5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylmethyl)-triphenyl-phosphonium salt 1 is coupled under basic conditions with commercially available 4-phenyl-1H-imidazole-2-carbaldehyde 2 (Anichem Inc. catalog number FH10994) to form the 5,8-Dimethyl-2-[2-(4-phenyl-1H-imidazol-2-yl)-vinyl]-[1,2,4]triazolo[1,5-a]pyridine, compound 3. The basic conditions are necessary in order to convert the phosphonium salt 1 into the corresponding Wittig-ylide compound 1A, which is the active nucleofile that condense with the aldehyde compound 2. Different bases can be used and DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene) were found to give the best result. The product of the wittig reaction is the alkene compound 3, which is conveniently isolated in high yield and purity by precipitation from aqueous ethanol and can be used directly without further purification in the next step.

The synthetic route of 5-Phenyl-1H-imidazole-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; Kehler, Jan; Bang-Andersen, Benny; US2013/303770; (2013); 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. 7098-07-9, name is 1-Ethyl-1H-imidazole, A new synthetic method of this compound is introduced below., Product Details of 7098-07-9

1,4-butane sultone(14. 98 g, 0.1 mol) was slowly added to a solution of N-ethylimidazole (9. 61 g,0. 1 mol) for 28 h stirring, temperature control 30 ° C, the reactants into solid,Washed thoroughly with ether and dried in an infrared oven. Take the above solid 7. 88g in a three-necked flask,The aqueous solution of periodic acid (9.12 g, 0.04 mol) was slowly added and stirred at 90 ° C for 18 h,Vacuum steam separation to obtain [HSO3-BEIM] IO4 | ionic liquid oxidant.

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; China Petroleum and Chemical Corporation; China Petroleum and Chemical Corporation,Petrochemical Research Institute; ZHAO, JUNQI; CHENG, SHIBIAO; MU, XUHONG; ZONG, BAONING; DING, JING; DAI, WEILIN; (17 pag.)CN106279035; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 2034-22-2, 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. 2034-22-2, name is 2,4,5-Tribromoimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a reaction flask were added 2,4,5-tribromo-1H-imidazole 9(3 g,10 mmol), sodium sulfite (6.3 g, 50 mmol) and 30 mLwater andthen heated at 110 C for 6 h. After cooling to room temperature, theproduct precipitated as a yellowish solid was filtered and theaqueous phase was extracted by ethyl acetate (3 30 mL). Thecombined organic extracts were washed with water (3 30 mL)and dried over anhydrous magnesium sulfate. Ethyl acetate wasremoved by rotary evaporator and yellowish solid 10 was obtained(1.25 g, 85% yield); mp: 131-132.5 C (lit. mp 130-131 C) [43].

The synthetic route of 2,4,5-Tribromoimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shirvani, Pouria; Fassihi, Afshin; Saghaie, Lotfollah; Van Belle, Siska; Debyser, Zeger; Christ, Frauke; Journal of Molecular Structure; vol. 1202; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 2034-23-3, name is 5-Chloro-1H-benzo[d]imidazol-2(3H)-one, 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. Product Details of 2034-23-3

Example 7 5-(3-Chloro-1-oxopropyl)-6-chloro-2,3-dihydrobenzimidazol-2-one 44.68 g of aluminium chloride (0.335 mol) are initially introduced into a reaction flask. 4.9 ml of DMF are slowly added dropwise with stirring, the temperature rising to approximately 56 C. 6.9 ml of 3-chloropropionyl chloride (0.072 mol) are added to this mixture. 8.07 g of 6-chloro-2,3-dihydrobenzimidazol-2-one (0.048 mol) are then slowly added in portions and the mixture is stirred at 80 C. for one hour. After completion of the reaction the reaction mixture obtained is stirred into 400 g of ice, and the precipitate is filtered off with suction and washed with plenty of water and small amounts of acetone. The reaction leads to a slightly more non-polar product which can be separated by thin-layer chromatography using an eluent consisting of-chloroform and methanol in the mixture ratio 9:1. Yield: 9.72 g of 5-(3-chloro-1-oxopropyl)-6-chloro-2,3-dihydrobenzimidazol-2-one (78.2% of theory); m.p.: 201-204 C.

The synthetic route of 5-Chloro-1H-benzo[d]imidazol-2(3H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent Gesellschaft Mit Beschrankter Haftung; US5698553; (1997); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem