Author: Jessica.F

These common heterocyclic compound, 16042-25-4, name is 2-Imidazolecarboxylic acid, 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. 16042-25-4

General procedure: Conc. H2SO4 (27.5 mL, 516 mmol) was added slowly to 1H-imidazole-2-carboxylic acid (5 g, 44.6mmol) followed by drop wise addition of fuming HNO3 (5 mL). The reaction was then heated to 80 C for 5.5 hr. The reaction was cooled to rt, then added drop wise over crushed ice. The precipitate was then filtered and dried under vacuum overnight to yield a pale lemon solid (3.8 g, 54%). LCMS (Waters Atlantis: Gradient Method 1): Rt = 1.35 min, 99 A% 254 nm, [M + H]+ = 158.0. 1H NMR(400 MHz, DMSO) delta 14.38 (s, 1H), 8.48 (s, 1H). 13C NMR (150 MHz, CDCl3) delta 158.8, 147.3, 136.8,121.6. HRMS (ESI): m/z calcd for C8H6N6NaO8 [2M + Na]+, 337.0139; found, 337.0151.

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 16042-25-4.

Reference:
Article; Jarrad; Debnath; Miyamoto; Hansford; Pelingon; Butler; Bains; Karoli; Blaskovich; Eckmann; Cooper; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 353 – 362;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common heterocyclic compound, 13750-62-4, name is 1-Benzyl-2-methyl-1H-imidazole, molecular formula is C11H12N2, 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. 13750-62-4.

The 1-benzyl-2-methylimidazole (0.64 cm3, ?4 mmol) was added to the solution of NiCl2¡¤6H2O (0.24 g, ?1 mmol) and NH4SCN (0.15 g, 2 mmol) in methanol (50 cm3). The mixture was refluxed for about 2 h and after the time the reaction solution was filtered and blue single crystals were obtained by slow evaporation of the solvent.(0013)(3): IR (KBr): 3119, 3030 nuArH; 2954 nuCH; 2094 nu(CN from SCN); 1537 nuCN, 1495 nuC=C; 1451, 1415 1351 delta(C-CH in the plane); 1280, 1140 delta(N-CH in the plane); 988 delta(CH3); 726 nu(SC from SCN).(0014)UV-Vis (methanol, lambda (nm): 1069.7, 647.8, 414.5, 267.6, 264.3, 258.2, 252.2, 247.2, 211.4.

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

Reference:
Article; Ma?ecki; Maro?; Polyhedron; vol. 50; 1; (2013); p. 452 – 460;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3314-30-5, 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. 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 19 Synthesis of 2-benzimidazolecarbaldehyde-(5-nitro-2-pyridyl)hydrazone (compound 19) A desired product was obtained in the same manner as in Example 1 by using 3.20 g (20.8 mmol) of 5-nitro-2-pyridylhydrazine and 2.90 g (19.8 mmol) of 2-benzimidazolecarbaldehyde. Yield: 4.80 g (17.0 mmol) [yield rate: 86percent] Melting point: 310¡ã to 311¡ã C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Kabushiki Kaisha Toshiba; US5569763; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

872-82-2, 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. 872-82-2, name is 2-(1H-Imidazol-5-yl)ethanol, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 0.291 g (1 mmol) of cobalt(II) nitrate hexahydrate was dissolvedin 5 mL of methanol. In a separate flask 0.224 g (2 mmol) 4(5)-(bhydroxyethyl)imidazole was dissolved in 5 mL of methanol. Bothsolutions were mixed and refluxed for 60 min. The resulting solutionwas left to evaporate in room temperature. After severalmonths reddish crystals of 1 were formed in the initially obtainedpink oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Ciborska, Anna; Do??ga, Anna; Kentner, Weronika; Ma?lewski, Piotr; Wyrzykowski, Dariusz; Polyhedron; vol. 178; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

641571-11-1, Name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 641571-11-1, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

A mixture of 3 (100 mg, 0.41 mmol), p-toluic acid (42) (56 mg, 0.41 mmol), HATU (312 mg, 0.82 mmol) and DIEA (207 mg, 1 .6 mmol) in DMF (2 mL) was heated at 60 C overnight. After cooling, the reaction was directly purified by reverse prep-HPLC andthen silica gel prep-TLC to give 4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5- (trifluoromethyl)phenyl)benzamide (21 mg, 14%) as an off-white 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

7098-07-9, name is 1-Ethyl-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 7098-07-9

General procedure: B(OH)3 (7.43 g, 121.80 mmol) was dissolved in a warm MeOH/H2O (100 ml, 1:1) 100 ml. 1-Methylimidazole (2.00 g, 24.36 mmol) was added to the solution which was warmed for 1 h. The solvent was removed by rotary evaporation and the resulting solid was dried at 110 ¡ãC for 24 h to yield product as a white solid (7.03 g, 96percent).

Statistics shows that 7098-07-9 is playing an increasingly important role. we look forward to future research findings about 1-Ethyl-1H-imidazole.

Reference:
Article; Beckett, Michael A.; Horton, Peter N.; Hursthouse, Michael B.; Timmis, James L.; Polyhedron; vol. 77; (2014); p. 96 – 102;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3314-30-5, Adding some certain compound to certain chemical reactions, such as: 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, 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 3314-30-5.

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).

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 3314-30-5.

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

3752-24-7, 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. 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of Intermediate VI (50 mg, 0.12 mmol) in N,N-dimethylformamide (2 mL) were added phenol (17 mg, 0.18 mmol) and cesium carbonate (76 mg, 0.23 mmol). The resulting mixture was stirred for 12 h at 100C. The reaction mixture was then cooled and quenched with water (50 mL), after which the reaction mixture was extracted with dichloromethane (3 x 25 mL). The organic extracts were combined, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under vacuum to give a residue, which was purified by reverse phase preparative HPLC [Column: Xbridge Prep C18 5 m OBD, 19 x 150 mm; Mobile phase: A: Water (10 mM NH4HCO3), B: acetonitrile (22% – 40%); Flow rate: 20 mL/min; UV detection: 220/254 nm] to afford compound 8-5. Compound 8-8 was prepared in an analogous fashion to Example 19C, using 4,5,6,7-tetrahydro- 1 H-benzo[d]imidazole instead of phenol.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; YANG, Liping; MU, Changwei; WANG, Xiaona; SHI, Feng; YE, Baijun; ZHANG, Sixing; ZHAO, Xiaoli; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75393; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2301-25-9,Some common heterocyclic compound, 2301-25-9, name is 1-(4-Nitrophenyl)-1H-imidazole, molecular formula is C9H7N3O2, 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: To a solution of 1-(substituted) 4-nitrobenzene IVa,b,e,f(0.01 mol) in NH4OH (20 mL, 30%), a solution of sodium dithionite(7 g, 0.04 mol) in water (30 mL) was quickly added, the reactionmixture was refluxed for 15 min. After cooling, the crude productwas filtered, washed and crystallized from methylene chloride toyield target compounds Va,b,e,f. 4-(1H-imidazol-1-yl) aniline Va Yield 70% as gray solid, mp 147 C, (as reported) [64,65].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2301-25-9, its application will become more common.

Reference:
Article; Abdel-Atty, Mona M.; Farag, Nahla A.; Kassab, Shaymaa E.; Serya, Rabah A.T.; Abouzid, Khaled A.M.; Bioorganic Chemistry; vol. 57; (2014); p. 65 – 82;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

52099-72-6, 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. 52099-72-6 name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, 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.

Example V To a stirred solution of 8.5 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one in 45 Parts of N,N-dimethylformamide are added portionwise 1.7 parts of sodium hydride dispersion 78%. After stirring for 1 hour at room temperature, the whole is cooled to 0-5 C and 8.65 parts of 1-bromo-3-chloropropane are added dropwise (slowly). Upon completion, stirring is continued for 3 hours at room temperature. The reaction mixture is poured onto crushed ice and the product is extracted with methylbenzene. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from 2-propanol, yielding 5.5 parts (44%) of 1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one; mp. 115 C.

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; Janssen Pharmaceutica N.V.; US4035369; (1977); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem