Tag: M.W=100-200

Related Products of 872-49-1, 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. 872-49-1, name is 5-Chloro-1-methylimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE IV 4-Chloro-1,3-dimethyl-2-[(2-oxopropyl)thio]-1H-imidazolium chloride STR60 The starting material, 4-chloro-1,3-dimethylimidazoline-2-thione was first prepared by adding dropwise and intimately admixing 5.68 grams (0.04 mol) of methyl iodide to a solution of 4.0 grams (0.0343 mol) of 5-chloro-1-methylimidazole in 25 milliliters of methylene chloride. The resulting mixture was stirred overnight at room temperature whereupon a crystalline product was found to have formed.

The synthetic route of 5-Chloro-1-methylimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5030644; (1991); A;,
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 6160-65-2 as follows. name: 1,1′-Thiocarbonyldiimidazole

To a stirred solution of 1-Z-piperazine (8.5 g, 38.5 mmol) in dry THE (100 mL), 1,1- thiocarbonyldimidazole (12.37 g, 69.4 mmol) was added and the mixture was stirred at 60C for 5 h. It was concentrated under vacuum and NH3 in EtCH (2 N, 300 mL) was added at 0C. The resulting mixture was stirred at 55C for 8 h in an autoclave. It was diluted withwater (100 mL) and extracted with DCM (2 x 100 mL). The DCM layer was washed with water (100 mL), dried over in anhydrous Na2SO4 and concentrated. The resulting crude product was purified by flash chromatography to afford the title product. Yield: 87% (7 g, white solid). 1H NMR (400 MHz, DMSO-d6): 6 7.51 (5, 2H), 7.38-7.31 (m, 5H), 5.1 (5, 2H), 3.78 (m, 4H), 3.43-3.33 (m, 4H). LCMS: (Method A) 280.2 (M+H), Rt. 2.33 mm, 95.4% (Max).

According to the analysis of related databases, 6160-65-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 15965-31-8,Some common heterocyclic compound, 15965-31-8, name is 5-Chloro-1H-imidazole, molecular formula is C3H3ClN2, 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.

Synthesis of 4-chloro-1-(2-methoxy-4-nitrophenyl)-1H-imidazole To a stirred solution of 1-chloro-2-methoxy-4-nitrobenzene (4 g, 39.21 mmol) in DMSO (40 mL) under an argon atmosphere were added 4-chloro-1H-imidazole (7.3 g, 39.21 mmol) and potassium hydroxide (2.2 g, 39.21 mmol) at RT. The reaction mixture was stirred at 80 C. for 20 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with water (600 mL), filtered, washed with water (2*50 mL) and dried in vacuo to afford 4-chloro-1-(2-methoxy-4-nitrophenyl)-1H-imidazole (3.8 g, 70%) as a brown solid which was used without further purification. 1H-NMR (CDCl3, 400 MHz): delta 7.98-7.94 (m, 2H), 7.75 (s, 1H), 7.44 (d, 1H), 7.19 (s, 1H), 4.01 (s, 3H); LC-MS: 254.1 (M+1); (column; X-Bridge C-18 (50*3.0 mm, 3.5 lam); RT 3.05 min. 0.05% aq TFA: ACN; 0.80 mL/min); TLC: 30% EtOAc:hexanes (Rf: 0.5).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-1H-imidazole, its application will become more common.

Reference:
Patent; FORUM Pharmaceuticals Inc.; Burnett, Duane A.; Bursavich, Matthew Gregory; McRiner, Andrew J.; (484 pag.)US2017/44182; (2017); 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. 41806-40-0, name is 1-Methylimidazole-5-carboxylic Acid, A new synthetic method of this compound is introduced below., Computed Properties of C5H6N2O2

EXAMPLE 14 3-Methyl-3H-imidazole-4-carboxylic acid (7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-amide Using 7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-ylamine and 3-methyl-3H-imidazole-4-carboxylic acid, the title compound was prepared. MS: m/e=389(M+H+).

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; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/235915; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 137049-00-4, These common heterocyclic compound, 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, 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.

General procedure: To an 93 (R)-N-methyl-N-(pyrrolidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 5aa (70.0mg, 0.322mmol) solution in 1.00mL of 119 dichloromethane in a 5mL round-bottom flask, 151 methanesulfonyl chloride (36.9mg, 0.322mmol) and 121 N,N-diisopropylethylamine (0.0590mL, 0.339mmol) were added. Then, the reaction solution was stirred at room temperature overnight before being concentrated under reduced pressure. The residue was purified by flash column chromatography (methanol: dichloromethane=2:98).

The synthetic route of 137049-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chough, Chieyeon; Joung, Misuk; Lee, Sunmin; Lee, Jaemin; Kim, Jong Hoon; Kim, B. Moon; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1495 – 1510;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2302-25-2, name is 4-Bromo-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 2302-25-2, HPLC of Formula: C3H3BrN2

To a solution of 4-bromo- l /-imidazole (1.00 g, 6.80 mol) in dry DMF (10 mL) was added solid potassium carbonate (1.13 g; 8.16 mmol; 1.20 eq). After stirring 40min at room temperature, a solution of allyl bromide (882 mg; 7.14 mmol; 1.05 eq) in dry DMF (10 mL) was added dropwise. The resulting mixture was stirred at room temperature for 6h. Thereafter the reaction mixture was diluted with water, extracted with ethyl _ _ acetate, the combined organic layers were dried (MgSO i) and concentrated in vacuo. The oily residue was purified by chromatography over silica gel, eluted with a mixture of w-heptane/ethyl acetate (100:0 to 80:20). After evaporation of the solvent 892 mg (63%) of a mixture comprising 90 mol% l-allyl-4-bromo-imidazole and 10 mol% of its 5-bromo regioisomer were obtained as pale yellow oil. MS (EI): 187.0 ([M]+)

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Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; BAYER AKTIENGESELLSCHAFT; COQUERON, Pierre-Yves; BERNIER, David; GENIX, Pierre; MILLER, Ricarda; NAUD, Sebastien; WITTROCK, Sven; BRUNET, Stephane; KENNEL, Philippe; MEISSNER, Ruth; WACHENDORFF-NEUMANN, Ulrike; GOeRTZ, Andreas; (104 pag.)WO2018/60088; (2018); 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. 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of Ethyl 1H-imidazole-2-carboxylate

Ethyl 1-amino-1H-imidazole-2-carboxylate To a stirred suspension of ammonium chloride (228 g, 4.28 mol) in MTBE (2.4 L), aq. NH3 (1.2 L) was added at -20 C., prior to the addition of 11-14% sodium hypochlorite (3.5 L, 4.79 mol) at the same temperature over a period of 30 min. The reaction mixture was stirred at the same temperature for 1 h, after which the MTBE layer was separated and washed with brine solution. MTBE layer was dried over Na2SO4 and kept in the refrigerator and used immediately. In an another flask NaH (20 g, 513.9 mmol) was suspended in DMF (600 mL) at -10 C., to which a solution of ethyl 1H-imidazole-2-carboxylate (60 g, 428.2 mmol) in DMF (150 mL) was added slowly. The reaction mixture was stirred at room temperature for 1.5 h and cooled to -20 C., prior to the drop-wise addition of the chloramine solution in MTBE. The reaction was stirred at -10 C. for 1 h and at room temperature for 2 h. The reaction was monitored by TLC. After completion of the reaction, the reaction mixture was cooled to 0 C. and quenched with 1 L of 10% Na2S2O3 solution. Organic layer was separated; and the aqueous layer was extracted with EtOAc. The combined organic layer was washed with brine (500 mL), dried over Na2SO4, filtered and evaporated to get crude ethyl 1-amino-1H-imidazole-2-carboxylate as a solution in DMF, which was used in the next step as such. A small portion of the solution was dried in vacuo to remove DMF and the product was characterized by 1H-NMR and LC-MS. ES+, m/z 156.3 [M+1].

The synthetic route of 33543-78-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Polaris Pharmaceuticals; WEBBER, Stephen E.; TAO, Xueliang; BRIN, Elena; (85 pag.)US2017/369489; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 22884-10-2, A common heterocyclic compound, 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, molecular formula is C5H6N2O2, 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 6:(Comparative) Preparation of Zoledronic Acid in PEG-400:[0025] Example 3 was repeated substituting PEG-400 (400ml) for diglyme. After the addition of phosphorus trichloride and increased temperature of the reaction mass, a solid formed that eventually returned to solution upon further heating. The yield of zoledronic acid was 7 % (isolated yield). 1HNMR (D2O/NaOD): 7.72 (s, 1 H); 7.22 (s, 1 H); 6.87 (s, 1 H); 4.82 (O-H, 7.02 H); 4.45 (m, 2 H). 31P NMR (D2O/NaOD): 17.0 (m). Not only was there a substantial decrease in yield, but the product purity deteriorated as well.

The synthetic route of 22884-10-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALBEMARLE CORPORATION; WO2007/109542; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3034-38-6, 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. 3034-38-6, name is 5-Nitro-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In a 25 ml round bottom flask is added 4 – nitroimidazole (0.052 g, 0 . 461 mmol), potassium carbonate (0.152 g, 1 . 10 mmol), for 10 ml b the nitrile does solvent 60 C under stirring 1 hour later, adding imidazole and benzo thiazole derivatives VI – 6 (0.2 g, 0 . 423 mmol), continue to 60 C under stirring reaction, thin-layer chromatography tracking until a reaction is finished. Removing the acetonitrile is distilled under reduced pressure, then the saturated salt water and chloroform extraction, concentrate, column chromatography, recrystallization, post-treatment such as drying to obtain compound II – 6 (0.176 g), yield 83.0%; white solid

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

Reference:
Patent; Southwest University; Zhou Chenghe; Ma Dili·siweita·kaweisiwarui; Li Zhenzhen; (24 pag.)CN108383859; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1003-21-0,Some common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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.

A solution of 5-bromo-1-methyl-1H-imidazole (25.0 g, 155 mmol; dried over 3 A molecular sieves, then filtered) in DCM (310 mL) was stirred on an ice bath while iPrMgCl (72 mL, 2.01 M solution in THF, 145 mmol) was added rapidly dropwise under argon via pressure-equalizing addition funnel. Residual iPrMgCl was rinsed down with 50 mL THF, and the ice bath was removed and the reaction stirred for 25 minutes. A solution of tert-butyl 4-formylpiperidine-1-carboxylate (27.6 g, 130 mmol) (PharmaCore) in THF (65 mL) was added dropwise over ?5 minutes via pressure-equalizing addition funnel at room temperature. After stirring 1 hour at room temperature, the yellow mixture was quenched with 5 M aqueous NH4Cl (250 mL) in one portion. The organic layer was dried (Na2SO4), filtered, and concentrated to provide the crude title compound as a clear light amber oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methyl-1H-imidazole, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem