Tag: M.W=100-200

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 253453-91-7 as follows. Recommanded Product: 2-Chloro-1-methyl-1H-imidazole

Step C: (2-Chloro-3-methyl-3H-imidazol-4-yl)-(4-chloro-phenyl)-methanone. To a 1-L, three-necked, round-bottomed flask equipped with a magnetic stirrer, nitrogen inlet and an addition funnel was added 2-chloro-1-methyl-1H-imidazole (15 g, 0.128 mol) and THF (250 mL). The reaction mixture was cooled to -78 C. and n-BuLi (2.5 M in hexanes, 54 mL, 0.135 mol) was added. The pale yellow suspension that formed was stirred for 1 h and a solution of 4-chloro-N-methoxy-N-methyl-benzamide (27 g, 0.135 mol) in THF (50 mL) was then added dropwise. After the addition was complete, the cooling bath was removed and the reaction was allowed to warm to rt. The reaction mixture was quenched with satd. aq. NH4Cl (150 mL), transferred to a separatory funnel, and extracted with EtOAc (1.5 L). The organic layer was washed with water, brine and dried over anhydrous Na2SO4. After filtration, the solvents were evaporated under reduced pressure to yield the product as a crystalline solid. Recrystallization from EtOAc-hexanes afforded the desired ketone (31.2 g, 97%) as a white crystalline solid. mp 173-174 C. IR (film): 1639, 1589, 1517, 1395, 1377, 1253, 1186, 902, 841, 756, 738, 695, 676 cm-1. 1H NMR (400 MHz, CDCl3): delta7.78 (d, J=8.6 Hz, 2H), 7.44 (s, 1H), 7.44 (d, J=8.6 Hz, 2H), 3.97 (s, 3H). 13C NMR (100 MHz, CDCl3): delta183.3, 140.3, 139.5, 139.2, 136.3, 131.2, 130.4, 128.9, 33.5. HRMS (EI): m/z calcd for C11H9Cl2N2O [M+H]+, 255.0092; found, 255.0104. Anal. Calcd for C11H8Cl2N2O: C, 51.8; H, 3.06; N, 10.93. Found: C, 52.08; H, 3.16; N, 10.90. .This step is alternatively performed using 4-chlorobenzoyl chloride-in place of 4-chloro-N-methoxy-N-methyl-benzamide

According to the analysis of related databases, 253453-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jones, Todd K.; Mani, Neelakandha; US2005/250948; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 68282-53-1,Some common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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 2 3-(5-Methyl-3H-imidazol-4-ylmethylene)-4-pyridin-4-yl-1,3-dihydroindol-2-one A mixture of 4-pyridin-4-yl-1,3-dihydroindol-2-one (50 mg, 0.24 mmol), 5-methyl-3H-imidazole-4-carbaldehyde (24.4 mg, 0.24 mmol) and piperidine (1 drop) in ethanol (2 mL) was stirred at room temperature for 2 days. The precipitate which formed was filtered. Crystals which formed in the filtrate were isolated, washed with ethanol and dried to give 7.8 mg of the title compound. 1H NMR (360 MHz, DMSO-d6) delta 13.55 (br s, 1H, NH), 11.13 (br s, 1H, NH), 8.75 (d, J=6.0 Hz, 2H), 7.85 (s, 1H), 7.50 (d, J=6.0 Hz, 2H), 7.27 (t, J=7.7 Hz, 1H), 6.97 (d, J=7.7 Hz, 1H), 6.83 (d, J=7.7 Hz, 1H), 6.76 (s, 1H, H-vinyl), 1.78 (m, 3H, CH3) MS m/z 303 [M++1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; Tang, Peng Cho; Wei, Chung Chen; Huang, Ping; Cui, Jingrong; US2002/187978; (2002); 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. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, A new synthetic method of this compound is introduced below., name: 1,1′-Thiocarbonyldiimidazole

REFERENCE SYNTHETIC EXAMPLE 2; Synthesis of methyl l-hydrazinothiocarbonylpiperidine-4- carboxylate; To a solution of methyl isonipecotate (1.0 g, 7.0 mmol) in tetrahydrofuran was added thiocarbonyl diimidazole (1.24 g, 6.98 mmol) at room temperature, and the reaction solution was stirred at room temperature for1.5 hours and then stirred with hydrazine monohydrate(700 mg, 14.0 mmol) for 4 hours. After addition of saturated aqueous sodium chloride, the reaction solution was extracted with ethyl acetate and chloroform, and the extract was dried over anhydrous magnesium sulfate and concentrated to give the desired product (yield 114%) .Morphology: pale yellow solid LC/MS: condition 5, retention time 0.52 (min)LC/MS (ESI+)m/z; 218, [M+l] +

The synthetic route of 6160-65-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; WO2006/62240; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 71759-89-2, 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.

[0294] Sodium hydride (15.3 g, 385 mmol) was added to a mixture of 4-iodo-lH- imidazole (50 g, 257 mmol) in THF (150 mL) at 0 C. After stirring for 0.5 h, iodomethane (40.0 g, 282 mmol) was added to the solution and the resulting mixture was stirred at room temperature overnight under N2. TLC (DCM / EtOAc = 2/1, v/v) indicated that starting material was consumed and two new spots were formed. The reaction was quenched with MeOH (50 mL), then concentrated to dryness, the residue was purified by silica gel column (DCM / EtOAc = 10/1, v/v) to afford the desired product (higher Rf) (28 g, 52%) as a yellow solid. [0295] 1H NMR (400 MHz, CDCl3) d (ppm): 7.32 (s, 1H), 6.96 (d, 7= 1.2 Hz, 1H), 3.68 (s, 3H).

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; EPIZYME, INC.; HARVEY, Darren Martin; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; (246 pag.)WO2019/108824; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 21252-69-7, 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. 21252-69-7, name is 1-Octyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of 2-bromoethyl glucoside 2 (1.1 mmol) and the alkylated imidazole 4 (3.3 mmol) in xylene (2 mL) was heated to 125 °C for 1 h. The solvent was evaporated and the crude product was taken up in MeCN (10 mL) and extracted 4 times with hexane (60 mL) to remove remaining imidazole 4. The acetonitrile phase was concentrated under reducing pressure to provide the desired product 5 as a pale yellow syrup in ~95percent yield.

The chemical industry reduces the impact on the environment during synthesis 1-Octyl-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Salman, Abbas Abdulameer; Tabandeh, Mojtaba; Heidelberg, Thorsten; Hussen, Rusnah Syahila Duali; Ali, Hapipah Mohd; Carbohydrate Research; vol. 412; (2015); p. 28 – 33;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 17228-38-5, A common heterocyclic compound, 17228-38-5, name is N-Methyl-1H-benzo[d]imidazol-2-amine, molecular formula is C8H9N3, 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 suspension of intermediate 2-XI (70mg, 0.173 mmol) in ACN (1.5 mL) and DMF (0.15 mL) was added A/-methyl-1 /-/-1 ,3-benzodiazol-2-amine (51 mg, 0.347 mmol) and Cs2C03 (282 mg, 0.867 mmol). The reaction mixture was heated in a sealed tube at 130C for 40 hours. On cooling, H20 (50 mL) and EtOAc (40 mL) were added. A solid appeared in the interphase, it was filtered and washed with EtOAc and Et20 to give final product 32 as a white solid (35 mg). LC-MS1 , tR= 3.98 min, MS: 515.2 [M+H]+ 1 H NMR (300 MHz, DMSO) delta 7.97 (d, J = 7.6 Hz, 1 H), 7.88 (q, J = 4.9 Hz, 1 H), 7.25 (d, J = 7.3 Hz, 1 H), 7.07 (t, J = 7.1 Hz, 1 H), 6.98 (t, J = 7.6 Hz, 1 H), 4.43 – 4.29 (m, 1 H), 4.24 (m, 1 H), 4.10 – 3.76 (m, 8H), 3.56 (m, 1 H), 3.46 – 3.36 (m, 2H), 3.03 (m, 1 H), 2.99 (d, J=4.9Hz, 3H), 2.94 (s, 3H), 2.89 (m, 1 H), 2.30 – 1.96 (m, 4H).

The synthetic route of 17228-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUNDACION CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS CARLOS III; PASTOR FERNANDEZ, Joaquin; FERNANDEZ-CAPETILLO RUIZ, Oscar; MARTINEZ GONZALEZ, Sonia; BLANCO APARICIO, Carmen; RICO FERREIRA, Maria del Rosario; TOLEDO LAZARO, Luis Ignacio; RODRIGUEZ ARISTEGUI, Sonsoles; MURGA COSTA, Matilde; VARELA BUSTO, Carmen; LOPEZ CONTRERAS, Andres Joaquin; RENNER, Oliver; NIETO SOLER, Maria; CEBRIAN MUNOZ, David Alvaro; WO2014/140644; (2014); A1;,
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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H6N2O2

0.76 g of imidazole-4-carboxylic acid methyl ester (6 mmol) was dissolved in 10 ml of acetone solution.0.66 ml (6.6 mmol) of 1,3-dibromopropane was added in that order.K2CO31.66g (12mmol),Bu4N+Br-0.12g (0.36mmol),Heated at 51 C for 7.5 h.TLC monitoring showed completion of the reaction. The reaction solution is dried,Dilute with 25 ml of ethyl acetate.Washed 5-6 times, the organic phase was washed with saturated sodium chloride (20 ml).Dry over anhydrous sodium sulfate, suction filtration, spin dry, flash column chromatography (PE/EA = 1:1),Methyl 1-(3-bromopropyl)imidazole-4-carboxylate (light yellow solid)0.57 mg, yield 38.9%.

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 17325-26-7.

Reference:
Patent; China Pharmaceutical University; Chen Li; Xu Manyi; Li Na; Pei Jianghong; Bao Na; Shi Wei; (31 pag.)CN109336944; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 21252-69-7,Some common heterocyclic compound, 21252-69-7, name is 1-Octyl-1H-imidazole, molecular formula is C11H20N2, 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: Dicationic imidazolium ionic liquids were prepared by refluxing-N-hexadecylimidazole (5.85 g, 20 mmol) and 1,4-dibromobutane (2.16 g, 10 mmol) in isopropanol (50 mL) at 80 °C for 24 h. Then, the products were washed with diethyl ether four times under vacuum.

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

Reference:
Article; Wu, Jianghao; Jiang, Pingping; Qin, Xiaojie; Ye, Yuanyuan; Leng, Yan; Bulletin of the Korean Chemical Society; vol. 35; 6; (2014); p. 1675 – 1680;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 7152-24-1, 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. 7152-24-1, name is 2-(Methylthio)benzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of KOH and 2-methylmercaptobenzimidazole was stirred in DMF at room temperature for 1 h. The dibromo compound was added to the above reaction mixture was allowed to stir continuously at room temperature for 24 h. The reaction was quenched by adding water. The resulting powder was collected by filtration and was dried.

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-(Methylthio)benzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rajakannu, Palanisamy; Elumalai, Palani; Mobin, Shaikh M.; Lu, Kuang-Lieh; Sathiyendiran, Malaichamy; Journal of Organometallic Chemistry; vol. 743; (2013); p. 17 – 23;,
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. 10364-94-0, name is (1H-Imidazol-1-yl)(phenyl)methanone belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

General procedure: To a solution of substrate (100 mg) in 2.5 mL MeCN (dry) was added DBU (0.2 equiv.), and themixture was allowed to stir at 50 C for 10 min. 1-Benzoylimidazole (1.1 equiv.) in MeCN (dry, 0.5 mL)was added to the reaction mixture in two portions and it was allowed to stir at 50 C for 8 h. MeCNwas removed under reduced pressure and the resulting mixture was purified by flash columnchromatography (ethyl acetate/petroleum ether = 1:6 to 2:1) to afford benzoylated products.

The synthetic route of 10364-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Yuchao; Hou, Chenxi; Ren, Jingli; Xin, Xiaoting; Xu, Hengfu; Pei, Yuxin; Dong, Hai; Pei, Zhichao; Molecules; vol. 21; 5; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem