Tag: M.W=100-200

614-97-1, 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 614-97-1 as follows.

General procedure: 1-phenylbutane-1,3-dione 1a (0.2 mmol, 32.4 mg), 1H-benzo[d][1,2,3]triazole 2a (0.2 mmol, 23.8 mg), N-bromosuccinimide (NBS) (39.2 mg, 1.2 equiv), KOtBu (44.8 mg, 2 equiv) and EtOAc (2 mL) were added to a flask with a magnetic stirring bar. The resulting mixture was stirred for 6 h at 60 oC. After cooling to room temperature, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to get the crude product, which was further purified by silica gel chromatography (petroleum/ethyl acetate = 5/1-2/1 as eluent) to give product 3a and 4a as light yellow and pink solids. The identity and purity of the products was confirmed by 1H and 13C NMR spectroscopic analysis

According to the analysis of related databases, 614-97-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Wen-Lin; Li, Ji-Hui; Meng, Xu; Tang, Dong; Guo, Shuai-Bo; Chen, Bao-Hua; Tetrahedron Letters; vol. 54; 4; (2013); p. 295 – 299;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

General procedure: The following compounds were prepared following a reductive amination procedurelike the one described for the preparation of product 20 starting from the corresponding amine and aldehyde intermediates using sodium triacetoxyborohydride in DCM.Changes of solvent, reductant are mentioned in the Table below. In the case a base or acid was used this is also noted in the Table A below.

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-Benzo[d]imidazole-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; ALCAZAR-VACA, Manuel, Jesus; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ZHANG, Wei; CHEN, Gang; (212 pag.)WO2018/109202; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

41716-18-1, 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. 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

190a) (1 -Methyl-1 H-imidazol-4-yl)methanol A solution of 1 -methyl-1 H-imidazole-4-carboxylic acid (25 g, 198 mmol) in tetrahydrofuran (THF) (1000 ml_) was added LiAlhU (15.05 g, 396 mmol) slowly under nitrogen at room temperature. The reaction mixture was stirred at 50 ¡ãC for 12 h. It was added 15 mL of water, 15 mL of 10percent NaOH, 45 mL of water to the reaction mixture at 0 ¡ãC. The solid was filtered and the filtrate was concentrated to obtain the title compound (1 -methyl-1 H- imidazol-4-yl)methanol (13.2 g, 94 mmol, 47.5 percent yield) which was used for next step without further purification. LC-MS m/z 1 13.1 (M+H)+, 0.33 min (ret. time).

The synthetic route of 1-Methyl-1H-imidazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 71759-89-2 name is 5-Iodo-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. 71759-89-2

Step 1 To a solution of 4-iodo-1H-imidazole (800 mg, 4.12 mmol) in DMF (50 mL) was added cesium carbonate (5.37 g, 16.5 mmol) and (bromomethyl)cyclopropane (1.6 mL, 16.5 mmol). The reaction mixture was stirred at room temperature for 3 h then concentrated under reduced pressure. The residue was dissolved in EtOAc and washed sequentially with water, sat’d LiCl and sat’d NaCl. The organic layer was dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography (50% to 100% EtOAc/heptane) to isolate first 590 mg (58%) of 1-cyclopropylmethyl-4-iodo-1H-imidazole as a pale yellow oil followed by 227 mg (22%) of 1-cyclopropylmethyl-5-iodo-1H-imidazole as a pale yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Iodo-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Hendricks, Robert Than; Hermann, Johannes; Kondru, Rama; Lou, Yan; Lynch, Stephen M.; Owens, Timothy D.; Soth, Michael; US2011/230462; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common compound: 7189-69-7, name is 1,1′-Sulfonyldiimidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 7189-69-7

Methyl 5-(phenethylthio)-2-(l-phenylpiperazine-4-sulfonamido)benzoate (3q) Synthesized using reported procedure with modification (see, e.g., Beaudoin, S.; Kinsey, K. E.; Burns, J. F. J. Org. Chem. 2003, 68, 115-119). To a round-bottom-flask under nitrogen 1- (lH-imidazol-l-ylsulfonyl)-lH-imidazole 14 (80 mg, 0.4 mmol, 2 equiv.) and dry CH2CI2 (10 mL) were added at 0 C. MeOTf (72 mg, 0.05 mL, 0.44 mmol, 2.2 equiv.) was added and then the mixture was stirred for 3 hours. The solvent was removed under reduced pressure and re dissolved in dry CH3CN (10 mL) at room temperature. 1 -Phenylpiperazine (65 mg, 0.061 mL, 0.4 mmol, 2 equiv.) was added and then the mixture was stirred for 16 hours. The reaction mixture was concentrated under reduced pressure. The crude product was dissolved in dry CH2C12 (10 mL) at 0 C. MeOTf (72 mg, 0.05 mL, 0.44 mmol, 2.2 equiv.) was added, followed by stirring the mixture for 2 hours. The solvent was removed under reduced pressure and re dissolved in dry CH3CN (10 mL) at room temperature. Methyl 2-amino-5- (phenethylthio)benzoate 2 (57.5 mg, 0.2 mmol, 1.0 equiv.) was added and then the mixture was heated to reflux for 16 hours. The reaction mixture was then allowed to cool down and concentrated under reduced pressure. The crude product was purified by flash column chromatography (ethyl acetate_hexanes=30:70) on silica gel to afford 3q (75 mg, 73% over 2 steps) as yellow oil which solidified upon standing. lH NMR (300 MHz, CDC13) delta 10.45 (s, 1H), 8.02 (d, J= 2.1 Hz, 1H), 7.68 (d, J= 9.0 Hz, 1H), 7.51 (dd, J = 9.0, 3.0 Hz, 1H), 7.31-7.16 (m, 7H), 6.92-6.86 (m, 3H), 3.94 (s, 3H), 3.44- 3.41 (m, 4H), 3.19-3.11 (m, 6H), 2.92-2.87 (m, 2H); 1 C NMR (75 MHz, CDC13) delta 167.98, 150.59, 139.81, 139.76, 136.43, 132.74, 129.78, 129.22, 128.52, 128.48, 126.53, 120.80, 119.24, 116.79, 115.36, 52.67, 49.07, 46.28, 36.07, 35.64.

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, 7189-69-7, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; NIKOLOVSKA-COLESKA, Zaneta; STUCKEY, Jeanne A.; MADY, Ahmed; MIAO, Lei; (140 pag.)WO2016/172218; (2016); 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. 583-39-1, name is 2-Mercaptobenzimidazole, A new synthetic method of this compound is introduced below., 583-39-1

General procedure: To an orange suspension of [Pd2(kappa2:C, N-mazb)2(mu-Cl)2] (0.025g, 0.040mmol) in dichloromethane (5mL), N-methylimidazolidine-2-thione (0.012g, 0.080mmol) was added in presence of Et3N base (0.5mL). The color of the reaction mixture became red brown and was stirred for 5-6h. The solution was filtered and methanol (5mL) was added and was left to evaporate slowly. The red brown crystals of compound 7 were obtained after a period of 4-5d.

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:
Article; Sandhu, Amanpreet K.; Lobana, Tarlok S.; Sran, Balkaran S.; Hundal, Geeta; Jasinski, Jerry P.; Journal of Organometallic Chemistry; vol. 861; (2018); p. 112 – 124;,
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. 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., 33543-78-1

To a stirred solution of hydroxylamine-o-sulfonic acid (26.64 g, 235.8 mmol, 3.0 eq) in H20 (17 mL) at 0 C, ethyl lH-imidazole-2-carboxylate (11.0 g, 78.6 mmol, 1.0 eq) was added and the resulting mixture was stirred at 90 C for 30 min. The mixture was cooled to RT and K2CO3 (3.6 g, 26.2 mmol, 1.0 eq) was added in portions. The resulting mixture was stirred at RT overnight, filtered and rinsed with H20 (10 mL x 3). The filtrate was extracted with ethyl acetate (50 mL x 5). The combined organic layer was washed with brine, dried over Na2S04 and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel (1% MeOH in DCM) to afford ethyl 1 -amino- lH-imidazole-2-carboxylate (800 mg, 6.5 % yield). ESI-MS m/z: 156.1 [M+H]+.

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; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12915; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

22884-10-2, Adding a certain compound to certain chemical reactions, such as: 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, 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 22884-10-2.

To a 50 mL flask was added 4-trifluoromethyl-2-azidoaniline1c (1 mmol), alpha-bromotrifluoroacetone (1.2mmol) And potassium carbonate (1.5mmol), React at 45 C, The reaction solvent was chloroform (20 mL). After 2 hours of reaction, Additional diphenylmethylphosphine (1.5 mmol) was added. The reaction was carried out at 30 C, and after continuing the reaction for 3 hours, The solvent chloroform was removed under reduced pressure. The intermediate was transferred to a solution of triphenylphosphine (2.5 mmol) and elemental iodine (2.5 mmol) in chloroform (15 mL). Then add imidazoleacetic acid (1.5 mmol), React at 45 C, Reaction for 2 hours, After the reaction is completed, The solvent chloroform was removed under reduced pressure. The primary product was subjected to column chromatography to give 0.192 g of the title compound 2c, yield 51%.

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-(1H-Imidazol-1-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hubei Wenli College; He Ping; Wang Liping; Pei Fei; Jin Shan; Ren Zhilin; Wang Long; (10 pag.)CN109400589; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

35203-44-2, A common compound: 35203-44-2, name is 1-Propyl-1H-imidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Weigh 184g of 1,3-propane sultone, and add 1L of ethyl acetate to the reactor, and install a constant pressure dropping funnel.Magnetic stirrer and reflux condenser, slowly add 123g N-propyl imidazole when heated to 60 ¡ã C in a water bath.After the completion of the dropwise addition, the system was kept at 80 ¡ã C for 2 h to produce a white precipitate;The system was subjected to vacuum filtration, and the cake was washed with ethyl acetate.It is dried in an oven at 100 ¡ã C, and the obtained product is 1-(3-sulfonate)propyl-3-propylimidazolium salt;The 1-(3-sulfonate)propyl-3-propylimidazolium salt is dissolved in water, and concentrated sulfuric acid is added to carry out the reaction at 85 ¡ã C.The water is then removed to give a pale yellow viscous liquid product which is the 1-propyl-3-propanesulfonic acid imidazolium hydrogensulfate ionic liquid.

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, 1-Propyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Geng Lan Biological Technology Co., Ltd.; Dong Qiuyue; Yang Caihua; (6 pag.)CN109053372; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1003-21-0, Adding a certain compound to certain chemical reactions, such as: 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, 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 1003-21-0.

5-Bromo-1-methyl-1H-imidazole (0.50mmol), Pd(PPh3)2Cl2 (0.025mmol, 5.0mol%), K2CO3 (1.0mmol, 2.0mol equivalent), DMF (2.0mL), distilled water (2.0mL) and the corresponding phenylboronic acid (0.60mmol), were added in a 10mL round bottom flask. The mixture was stirred at 90C for 24h. After completion of the reaction, the mixture was cooled down to room temperature and extracted 3 times with ethyl acetate. The combined ethyl acetate extract was dried using anhydrous MgSO4. The solvent was removed under reduced pressure and the product was purified by silica gel column chromatography using hexane-ethyl acetate (1:1) followed by 7% methanol in ethyl acetate as an eluent.2.2.1 13 5-(4-Methoxyphenyl)-1-methyl-1H-imidazole (1) (0007) Yellow solid; isolated yield (83%); 1H NMR (500MHz, CDCl3) delta (ppm): 7.48 (s, 1H, C-H- arom), 7.30 (d, 2H, J=8.8Hz, C-H arom), 7.03 (s, 1H, C-H-arom), 6.96 (d, 2H, J=8.5Hz, C-H arom), 3.84 (s, 3H, CH3), 3.62 (s, 3H, CH3). 13C NMR (125MHz, CDCl3) delta (ppm): 32.20, 55.20, 114.03, 122.06, 127.39, 129.54, 129.78, 133.07, 138.47, 159.28 (C- arom); IR (v, cm-1): 3084, 2947, 1899, 1720, 1611, 1552,1491, 1234, 1116, 1023; GC-MS m/z: 188 (M+1). Anal. Calc. for C11H12N2O (188): C, 70.19; H, 6.43; N, 14.88. Found: C, 70.35; H, 6.83; N, 14.80.

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:
Article; Ibrahim, Mansur; Malik, Imran; Mansour, Waseem; Sharif, Muhammad; Fettouhi, Mohammed; El Ali, Bassam; Journal of Organometallic Chemistry; vol. 859; (2018); p. 44 – 51;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem