Month: January 2021

Related Products of 4887-83-6, 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. 4887-83-6 name is 7-Methyl-1H-benzo[d]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.

To a solution of 1 -chloro-5-fluoro-3,3,4,4-tetramethyl-isoquinoline (1 .67 mmol, 0.430 g) in pyridine (0.20 M, 9.0 mL) at room temperature was added 4-methyl-1 H-benzimidazole (1 .5 equiv., 2.69 mmol, 0.356 g) and the mixture was stirred at 90 C for 15 hours. The reaction mixture was allowed to cool down to room temperature and then concentrated under vacuo. The residue obtained was purified by flash chromatography to give 5-fluoro-3,3,4,4- tetramethyl-1 -(4-methylbenzimidazol-1 -yl)isoquinoline (0.525 g, 87% yield) as a beige solid : mp= 1 18-120C, LC-MS (Method G) UV Detection: 220 nm, Rt = 1 .19, MS: (M+1 ) = 336; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .32 (s, 6 H) 1 .47 (s, 6 H) 2.71 (s, 3H) 6.91 -6.95 (m, 1 H) 7.10 – 7.25 (m, 5 H) 8.18 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Methyl-1H-benzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; BOU HAMDAN, Farhan; QUARANTA, Laura; TRAH, Stephan; WEISS, Matthias; (101 pag.)WO2016/156085; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 3034-38-6, name is 5-Nitro-1H-imidazole, molecular formula is C3H3N3O2, 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 3034-38-6

Nitroimidazole (4.52 g, 40 mmol) was dissolved in conc. aq NH3 (70 mL) to give a clear yellow solution. A solution of silver nitrate (6.8 g, 40 mmol) in water (40 mL) was added dropwise(20 min) with moderate stirring at rt. After further stirring (10 min) the resultant pale yellow precipitate was filtered off, washed well with ethanol and dried under high vacuum to give the product 11 (8.16 g, 93%) as apale yellow/white chalky powder. mp >300 C (lit.17, > 300 C). 1H NMR (250.1 MHz, DMSO-d6): d 7.34 (s, 1H,CH), 7.89 (s, 1H, CH), not observed (CNO2). MS (CI) m/z (%) 112 (M-, 100).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3034-38-6, its application will become more common.

Reference:
Article; Clayton, Russell; Davis, Michael L.; Li, Wei; Fraser, William; Ramsden, Christopher A.; Arkivoc; vol. 2017; 3; (2017); p. 87 – 104;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1546-79-8, 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. 1546-79-8, name is 2,2,2-Trifluoro-1-(1H-imidazol-1-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows.

A small sample of the free base (50mg) was derivatized as its trifluoroacetyl analogue for chiral HPLC analysis. The sample was dissolved in acetonitrile (4ml) and treated with 1- (trifluoroacetyl)imidazole (0.4ml). The solution was stirred at 65 for 1 h, concentrated in vacuo and the residue dissolved in dichloromethane (5ml). The organic layer was washed with dilute sulphuric acid(2ml), then the organic layer concentrated and disssolved in hexane-isoproplyalcohol (98:2) for injection onto the HPLC column. Chiral HPLC (Chiracel-OD-H column, lot no. 09-02-20709, eluent hexane-isopropylalcohol 98:2, flow rate 1 ml/min, detection uv 230nm, temperature 40) retention time 12.93 mins.

The chemical industry reduces the impact on the environment during synthesis 2,2,2-Trifluoro-1-(1H-imidazol-1-yl)ethanone. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/90114; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3034-50-2, These common heterocyclic compound, 3034-50-2, name is 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.

Step 1: preparation of tert-butyl 4-formyl-1 H-imidazole-1-carboxylateTo di-tert-butyl dicarbonate (23.25 g, 107 mmol) and 1H-imidazole-4-carbaldehyde (9.75 g,101 mmol) in THF (200mL) was added DMAP (100 mg, 0.819 mmol). The reaction was stirredfor two hours. The reaction mixture was then diluted with saturated NaHCO3 solutuion/EtOAc(100 mL/100 mL). The aqueous was then extracted with EtOAc (2 x 100 mL) and thecombined organic was dried (Na2504) and concentrated to give crude product (19.9 g). m/z197.2 (M + H)

Statistics shows that Imidazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 3034-50-2.

Reference:
Patent; NOVARTIS AG; CHO, Young Shin; LEVELL, Julian Roy; LIU, Gang; SHULTZ, Michael David; VAN DER PLAS, Simon Cornelis; WO2014/141153; (2014); A1;,
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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(1-Trityl-4-imidazolyl)benzaldehyde

2-(1-triphenylmethyl-1H-imidazol-4-yl)benzaldehyde (0105-1) (263 mg, 0.635 mmol, 1 eq),Compound (2-(6-Fluoro-2,3-dihydrobenzofuran-5-yl)-2-oxoethyl)phosphoric acid dimethyl ester (0403-42) (377 mg, 1.3 mmol, 1.3 eq. )And cesium carbonate (412 mg, 1.27 mmol, 2 eq.)Mixed in isopropanol (10 ml),The mixture was stirred at room temperature for 16 hours.After the reaction is completed, quench with water and filter to obtain the target product 1-(6-fluoro-2,3-dihydrobenzofuran-5-yl)-3-(2-(1-triphenylmethyl-1H-) Imidazol-5-yl)phenyl)prop-2-en-1-one (280 mg, crude) was a yellow solid.

The synthetic route of 1402838-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 103057-10-9, 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 103057-10-9 as follows.

4.1. 1,1-dimethylethyl (S)-2-[[(phenylmethoxy)carbonyl]amino]-4-[[[1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]thio]butanoate 6 g of potassium thioacetate is added to a solution of 3.58 g (10 mmoles) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in 40 ml of ethanol under nitrogen. The reaction mixture is agitated by sonification for 15 minutes before being poured onto ether. The organic phase is washed successively with water, a saturated solution of sodium hydrogen carbonate, a saturated solution of sodium chloride, before being dried over magnesium sulphate and evaporated under reduced pressure. The residue is dissolved in 100 ml of methanol degassed with nitrogen and containing 1.9 ml (10 mmoles) of a 5.3N solution of sodium methoxide. After stirring for 15 minutes, a solution of 4.63 g (10 mmoles) of 1,1-dimethylethyl (S)-4[[4-methylphenyl)sulphonyl]-2[[(phenylmethoxy)carbonyl]amino]butanecarboxylate in 40 ml of degassed methanol is added. The reaction mixture is stirred for 24 hours at room temperature and the precipitate obtained is drained and washed with methanol and then with water. 3 g of product is obtained after drying. Melting point=183-185 C. Yield=50%

According to the analysis of related databases, 103057-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Synthelabo; US5453430; (1995); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 4857-06-1, A common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, 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 38.1 g (0.250 mol) 2-chlorobenzimidazole, 25.6 g 0.275 mol) aniline in 250 ml NMP 26.4 g(0.275 mmol) methane sulfuric acid is added. The reaction mixture is stirred at 100 00 for 3 hunder nitrogen. The reaction mixture is poured on a saturated solution of sodium hydrogencarbonate in water. The water phase is extracted with ethyl acetate. The organic phase is 3times washed with water and the organic phase is dried with magnesium sulfate. The solvent is removed in vacuum. The product is decocted in 100 ml dichloromethane.Yield 43.6 g (83%)The above reaction is carried out according to a procedure given in US20090186879 (page 57).1H NMR (400 MHz, DMSO-d6): oe = 10.9(s, 1H), 9.38 (s, 1H), 7.29-7.36(d, 2H), 2.29-7.36(m,4H), 6.96-7.02(m, 2H), 6.91-6.94 (m, 1H).

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; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; BARDON, Kristina; NAGASHIMA, Hideaki; (315 pag.)WO2017/56055; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 401567-00-8, 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. 401567-00-8, name is 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

4.1.19. 5-Cyano-2-(4-isopropoxyphenoxy)-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole and 6-cyano-2-(4-isopropoxyph-enoxy)-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole (18) To a solution of 17 (0.60 g, 2.0 mmol) and 4-isopropoxyphenol(0.46 g, 3.0 mmol) in DMF (10 mL) was added Cs2CO3 (1.9 g,5.9 mmol), and the mixture was stirred at room temperatureovernight. The reaction was quenched by addition of water, andthe resulting mixture was extracted with AcOEt. The combinedorganic layer was washed with brine, dried over Na2SO4 and con-centrated under reduced pressure. The residue was puried bysilica gel column chromatography (n-hexane/AcOEt = 3:1) toafford the product 18 (0.83 g, 99%, 1:1 regioisomeric mixture)asa pink oil.1H NMR (500 MHz, CDCl3) d 7.83 (s, 1/2H), 7.68 (d, J = 1.1 Hz,1/2H), 7.59 (d, J = 8.0 Hz, 1/2H), 7.51-7.47 (m, 1H), 7.44 (d,J = 8.0 Hz, 1/2H), 7.26-7.23 (m, 2H), 6.96-6.93 m, 2H), 5.56 (s,1H), 5.56 (s, 1H), 4.56-4.51 (m, 1H), 3.68-3.64 (m, 2H), 1.36 (d J = 6.0 Hz, 6H), 0.99-0.93 (m, 2H), 0.01 to 0.04 (m, 9H); ESI-TOF-HRMS calcd for C23H29N3O3Si (m/z) [M+Na]+ 446.1870, found446.1870.

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-1H-benzo[d]imidazole-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Okazaki, Shogo; Noguchi-Yachide, Tomomi; Sakai, Taki; Ishikawa, Minoru; Makishima, Makoto; Hashimoto, Yuichi; Yamaguchi, Takao; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5258 – 5269;,
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 51605-32-4 as follows. Recommanded Product: Ethyl 5-methyl-1H-imidazole-4-carboxylate

A. To a stirred suspension of ethyl 4-methyl-1H-imidazole-5-carboxylate (2.00 g, 13.0 mmol) in acetonitrile (25 mL) and chloroform (25 mL) was added N-bromosuccinimide (2.31 g, 13.0 mmol). The reaction mixture was stirred under nitrogen atmosphere for 20 h, then concentrated in vacuo. The residue was dissolved in ethyl acetate (100 mL) and washed with saturated aqueous sodium bicarbonate (50 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography eluding with 50percent ethyl acetate in hexanes to afford ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate as a light yellow solid (1.88 g, 62percent): 1H NMR (300 MHz, CDCl3) delta 4.35 (q, J=7.1 Hz, 2H), 2.51 (s, 3H), 1.37 (t, J=7.1 Hz, 3H); MS (ES+) m/z 233.1 (M+1), 235.1 (M+1).

According to the analysis of related databases, 51605-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dales, Natalie; Fonarev, Julia; Fu, Jianmin; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Pokrovskaia, Natalia; Raina, Vandna; Sun, Shaoyi; Zhang, Zaihui; US2009/156615; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, 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. COA of Formula: C12H12N2O2

Method Aq, Step 6:Comopund Aq6 (0.46 g) in CICH2CH2CIZMeCN (20 rnL, 1/1) was treated with PPh3-HBr (0.73 g) and heated for 5 hours before solvent was removed. The residue was taken up in THF/DMF (27.5 mL, 10/1 ) and 3-rnethoxy~4-(1-(4- methylinidazolyf))benza.de?yde (0.29 g) was added. The mixture was cooled to 0 0C and LHMDS (4.5 mL, 1.0 M in THF) was added dropwise. The mixture was stirred at 0 0C for 1 hour and then room temperature for 1 hour before NH4CI was added to quench the reaction. The residue was diluted with EtOAc. The aqueous layer was extracted with EtOAc. The organic layer was washed with water, brine, dried over MgSO4, and concentrated to give the crude product which was purified by column chromatography etuting with EtOAc/hexanes to yield compound Aq7 (0.13 g).

The synthetic route of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; ZHU, Zhaoning; GREENLEE, William J.; HUANG, Xianhai; QIN, Jun; LIU, Xiaoxiang; LI, Hongmei; ZHOU, Wei; PALANI, Anandan; ZHU, Xiaohong; VICAREL, Monica L.; MANDAL, Mihirbaran; SUN, Zhong-Yue; BENNETT, Chad E.; MCCRACKEN, Troy M.; GALLO, Gioconda; WO2010/56849; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem