Tag: M.W=100-200

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. 3034-41-1, name is 1-Methyl-4-nitroimidazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Methyl-4-nitroimidazole

2, 5-Dichloro-Lambda/-(l -methyl- lH-imidazol-4-yl)pyrimidin-4-amine l-Methyl-4-nitro-lH-imidazole (Intermediate 5, 500 mg, 3.93 mmol) was dissolved in ethanol (7.868 mL) and Pd/C (10 wt%, Degussa, 105 mg, 0.10 mmol) was added. The reaction mixture was subjected to 1 atm of hydrogen for 3 hours. The reaction mixture was filtered through Celite and 2,4,5-trichloropyrimidine (0.361 mL, 3.15 mmol) and TEA (1.097 mL, 7.87 mmol) were added. The reaction mixture was stirred overnight at rt. The reaction mixture was filtered providing the title compound as a pale yellow solid (538 mg). LCMS: 245 [M+Eta]+.

According to the analysis of related databases, 3034-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; ALMEIDA, Lynsie; CHUAQUI, Claudio, Edmundo; GUAN, Amy; IOANNIDIS, Stephanos; LAMB, Michelle; PENG, Bo; SU, Qibin; WO2010/20810; (2010); A1;,
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 4238-71-5 as follows. Quality Control of 1-Benzyl-1H-imidazole

General procedure: Yield: 82%. Yellow oil. 1H NMR (400HMz, CDCl3, TMS) delta 10.61 (s, 1H), 7.49-7.47 (m, 2H), 7.43(s, 1H), 7.39(s, 1H), 7.34-7.32 (m, 3H), 5.59 (s, 2H), 4.27 (t, J = 6.0 Hz, 2H), 1.90-1.83 (m, 2H), 1.38-1.29 (m, 2H), 0.91(t, J = 6.0 Hz, 3H). 13C NMR (100HMz, CDCl3; TMS) delta 136.12, 134.49, 128.94, 128.68, 128.30, 122.78, 122.50, 51.79, 48.65, 31.23, 18.76, 13.24.

According to the analysis of related databases, 4238-71-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wu, Shi; Wang, Binshen; Zhang, Yongya; Elageed, Elnazeer H.M.; Wu, Haihong; Gao, Guohua; Journal of Molecular Catalysis A: Chemical; vol. 418-419; (2016); p. 1 – 8;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1467-16-9,Some common heterocyclic compound, 1467-16-9, name is 1H-Imidazole hydrochloride, molecular formula is C3H5ClN2, 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.

K2CO3 (3.99 g, 28.8 mmol) and imidazole hydrochloride (1.00 g, 9.60mmol) were dissolved in MeCN (30 mL) in a round-bottomed flask. Benzyl bromide (1.25 mL, 10.6 mmol) was added dropwise to the stirred solution at r.t. After 70 h, the solution was concentrated and the materials redissolved in CH2Cl2 (i.e., CH2Cl2) and then extracted with H2O (3 × 30 mL). The organic layer was then dried (MgSO4). The product was collected as off-white coloured wax (0.63 g, 42% yield). 1H NMR spectrum is consistent with that previously reported.

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

Reference:
Article; Herasymchuk, Khrystyna; Huynh, Jennifer; Lough, Alan J.; Roces Fernandez, Laura; Gossage, Robert A.; Synthesis; vol. 48; 13; (2016); p. 2121 – 2129;,
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. 3034-38-6, name is 5-Nitro-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 5-Nitro-1H-imidazole

Example 20Preparation of 3-(4-fluorophenylsulfonyl)-N-Q-methyl-lH-imidazol-4- vDisoq uinolin- 1-amine[00277] Step A: To a mixture of 4-nitro-lH-imidazole (2.0 g, 17.7 mmol) andK2CO3 (3.67 g, 26.6 mmol) in acetonitrile (18 mL) was added iodomethane (1.32 mL, 21.2 mmol) and the mixture was heated in a sealed vial at 60 C overnight. The mixture was filtered washing with acetone. The filtrate was concentrated under reduced pressure, and the residue was diluted with hot isopropanol and cooled, and the precipitated solid was collected by filtration. The solid was dissolved in chloroform and filtered, and the filtrate was concentrated under reduced pressure. The residue was triturated with propan-2-ol and collected by filtration to afford 1- methyl-4-nitro-lH-imidazole (1.03 g, 46%) as a tan solid. 1H NMR (300 MHz, DMSO-t/e) delta 8.37 (d, J= 1.1 Hz, 1H), 7.82 (s, 1H), 3.76 (s, 3H).

The synthetic route of 3034-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 5805-57-2, These common heterocyclic compound, 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, 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: 9-Chloroacridine or its derivatives (1.0 mmol) and phenol (10.0 mmol) were added into a 100 ml round-bottom flask and the mixture was stirred for 1 h at 60 C under argon atmosphere. Then benzimidazole derivatives (8a-8n, 8p-8q, 1.2 mmol) were added. The mixture was stirred under 120 C for 2 h. Then the mixture was poured into a mixture of ethyl acetate (50 mL) and N-methyl morpholine (1 ml) to get the crude product as yellow precipitation. The crude product was recrystallized from ethylacetate.

The synthetic route of 5805-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Chunmei; Li, Bin; Zhang, Bin; Sun, Qinsheng; Li, Lulu; Li, Xi; Chen, Changjun; Tan, Chunyan; Liu, Hongxia; Jiang, Yuyang; Bioorganic and Medicinal Chemistry; vol. 23; 8; (2015); p. 1800 – 1807;,
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. 26663-77-4, name is Methyl benzimidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C9H8N2O2

Compound 15 (0.5 g, 2.84 mmol) was reacted with 4-phenylbutylbromide (0.5 mL, 2.84 mmol) in anhydrous DMF(10 mL) and K2CO3 (0.79 g, 5.68 mmol) was added slowly at 0C.The resulting reaction mixture was warmed to 60C and stirredfor 2 h. After completion, reaction mixture was quenched withsaturated NH4Cl, and extracted with ethyl acetate (250 mL). Thecombined organic layers were washed with brine, dried overanhydrous Na2SO4, and concentrated in vacuo. The crude residuewas purified over silica gel column chromatography (MeOH/DCM= 1:49) to yield the mixture of isomers 16 (0.79 g, 90%) as acolorless liquid.Spectral data for isomers. 1H NMR (CDCl3, 300 MHz); delta8.53 (s, 1H), 8.10 (t, 2H, J= 6.0 Hz), 7.34-7.29 (m, 3H), 7.16-7.14(m, 3H), 4.23-3.94 (m, 2H), 2.68-2.63 (m, 2H), 2.30-2.20 (m, 2H).13C NMR (CDCl3, 75 MHz): 167.7, 147.3, 144.6, 139.9, 133.4,128.7, 126.5, 124.8, 123.5, 122.8, 120.1, 112.1, 52.2, 44.5, 32.6,30.9.

The synthetic route of 26663-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Srinivasrao, Ganipisetti; Park, Jung-Eun; Kim, Sungmin; Ahn, Mija; Cheong, Chaejoon; Nam, Ky-Youb; Gunasekaran, Pethaiah; Hwang, Eunha; Kim, Nam-Hyung; Shin, Song Yub; Lee, Kyung S.; Ryu, Eunkyung; Bang, Jeong Kyu; PLoS ONE; vol. 9; 9; (2014);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, 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. HPLC of Formula: C8H9N3

General procedure: Starting amino compound (0.238 mmol) was dissolved in THF (25 mL) and triethylamine (10 drops) was added to the stirred solution. Acyl halide (0.149 mmol) was added dropwise to the stirred solution, which was then heated under reflux for 3h. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc and washed with aq. K2CO3 solution followed by brine. The organic layer was then dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 1-5 methanol/DCM v/v.

The synthetic route of (1H-Benzo[d]imidazol-2-yl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elshihawy, Hosam; Helal, Mohamed A.; Said, Mohamed; Hammad, Mohamed A.; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 550 – 558;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 36947-68-9, 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. 36947-68-9 name is 2-Isopropyl-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.

A mixture of Example 29b (1.3 g, 6.8 mmol), 2-isopropyl-lH-imidazole (0.9 g, 8.2 mmol), CuBr (0.14g, 1.0 mmol), L-proline (0.12g, l .Ommol) and Cs2C03 (4.3 g, 13.6 mmol) was stirred in 40 mL toluene under reflux with the protection of nitrogen for 16 hrs. The solvent was then removed under vacuum, the residue was then washed by water (35 mL), extracted with EtOAc (55 mL) twice, the organic phase was combined, washed with brine, dried over Na2S04, and concentrated under vacuum to give brown oil, which was further purified by combined-flash (EA / PE =70%-95%) to give the desired product Example 29c (120 mg, yield 9%) as yellow solid. LCMS [M+1]+=220.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Isopropyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (212 pag.)WO2017/218960; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 51605-32-4,Some common heterocyclic compound, 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, molecular formula is C7H10N2O2, 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 To a stirred suspension of 5.4 g ethyl 4-methyl-5-imidazolecarboxylate in 30 ml tetrahydrofuran were added 1.4 g sodium hydride in mineral oil (60percent) in portions at ambient temperature under argon atmosphere. After gas formation ceased, 2.24 ml methyl iodide were added dropwise at 0° C., then the mixture was stirred at ambient temperature overnight. The precipitate was filtered off and the filtrate was concentrated. The resulting residue was purified by column chromatography eluted with dichloromethane:methanol (100:0->87:13) to give pure intermediate I.4. Yield: 1.0 g of 1.4 (17percent of theory) Analysis: [M+H]+=169; HPLC-MS (method G): Rt=0.76 min

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; DAHMANN, Georg; DOLLINGER, Horst; GNAMM, Christian; FIEGEN, Dennis; HOFFMANN, Matthias; KLICIC, Jasna; LAMB, David James; SCHNAPP, Andreas; US2013/281430; (2013); 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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Computed Properties of C4H5BrN2

Example No. 18: Preparation of Compound No. 18[0306] A solution of 2,8-dimethyl-2,3,4,5-tetrahydro- lH-pyrido[4,3-b]indole (0.4 g, 2 mmol), 5-bromo-l-methyl-lH-imidazole (0.644 g, 4 mmol), K3P04 (0.848 g, 4 mmol), Cul (38 mg, 0.2 mmol) and L-Proline (46 mg, 0.39 mmol) in dry DMF (6 mL) was stirred at 150 C for 16h. The reaction mixture was diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(3-methyl-3H- imidazol-4-yl)-2,3,4,5-tetrahydro-lH-pyrido[4,3-b]indole (15 mg). 1H NMR (HC1 salt, CD3OD) delta (ppm): 9.20 (s, IH), 8.0 (s, IH), 7.40 (s, IH), 7.20 (d, IH), 7.10 (d, IH), 4.76 (d, IH), 4.40 (d, . n . m, H , . , H , . s, H , . m, z s, 3H).

The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; PROTTER, Andrew, Asher; CHAKRAVARTY, Sarvajit; WO2012/112962; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem