Month: August 2021

Related Products of 496-46-8, 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. 496-46-8, name is Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of the diether (compound 2.5) of dimethylglycoluril (1 g, 3.9 mmol), glycoluril (1. 1 g, 7.75 mmol) and LICL (250 mg) were ground together to give a fine powder. To this mixture was added 8 M HCL (10 mL) and the mixture stirred for 1 hr at ambient temperature, after which time all the solid material had dissolved. The mixture was then heat at 50C for 12 to 24 hr. After cooling the solvent was evacuated in vacuo. Re- crystallisation from combinations of methanol and dilute acid solutions gave the trimer (compound 2.4) 1.2 g as a pure compound.

The chemical industry reduces the impact on the environment during synthesis Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNISEARCH LIMITED; WO2005/26168; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33016-47-6, 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. 33016-47-6 name is 1-Trityl-1H-imidazole-4-carbaldehyde, 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) 1-triphenylmethyl-4-[(1-hydroxy-1-phenyl)methyl]-1H-imidazole Prepared by reacting 4-formyl-1-triphenylmethyl-1H-imidazole (melting point: 202-205 C.; prepared by oxidation of the corresponding 4-hydroxymethyl compound with manganese dioxide in dioxane) with phenylmagnesium bromide in dry THF. Yield: 94% of theory; Melting point: 187-191 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Trityl-1H-imidazole-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim Pharma KG; US6043254; (2000); A;,
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. 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H8N2

Step 2: methyl 2-(4-cyclopropyl-1H-imidazol-1-yl)-5-oxo-4,5,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-9-carboxylate A solution of methyl 2,5-dioxo-2,3,4,5,7,8-hexahydro-[1,4]diazepino[7,1-a]isoquinoline-9-carboxylate (225 mg, 0.79 mmol) in DCE (20 mL) was treated with POCl3 (0.37 mL, 3.93 mmol) and the mixture was heated to 100° C. for 1 h. The mixture was then allowed to cool to RT, and then concentrated in vacuo, and dried azeotropically with toluene. The residue obtained was taken up in DCE (40 mL) and 4-cyclopropyl-1H-imidazole (261 mg, 2.41 mmol) were added. The mixture was heated to to 100° C. for 1 h and then allowed to cool to RT, diluted with DCM and washed with a saturated aq, solution of NaHCO3. The org. layer was dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography (SiO2, AcOEt/MeOH 100:0 to 90:10) and crystallization in Et2O/petroleum ether gave the title compound (116 mg). UPLC-MS: MS 377.2 (M+H+); UPLC rt 0.88 min. 1H NMR (600 MHz, DMSO-d6): delta ppm 0.54-0.73 (m, 2H); 0.73-0.88 (m, 2H); 1.74-1.89 (m, 1H); 3.25 (br s, 2H); 3.67-3.82 (m, 2H); 3.88 (s, 3H); 4.25 (br s, 2H); 7.13 (s, 1H); 7.44 (s, 1H); 7.48-7.57 (m, 1H); 7.96 (d, J=7.65 Hz, 1H); 8.09 (s, 1H); 8.19 (d, J=7.91, 1H).

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 89830-98-8.

Reference:
Patent; NOVARTIS AG; BEHNKE, Dirk; CARCACHE, David; ERTL, Peter; KOLLER, Manuel; ORAIN, David; US2014/57902; (2014); 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. 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Amino-1H-benzo[d]imidazol-2(3H)-one

To a solution of 4-tert-butylbenzylamine (2 mL, 1 1.36 mmol) in THF (30 mL) was added CDI (2.1 mol eq, 3.86g) and the mixture was heated at 70C overnight. The reaction mixture was evaporated, water was added and the aqueous phase was extracted with EtOAc (3×30 mL). The recombined organic phases were anhydrified over Na2SO4 and evaporated at reduced pressure (pale yellow oil, quantitative yield). The oil obtained (1.6g, 6.2 mmol)) was dissolved in DMF (25mL) and the bicyclic amine la was added (0.8 mol eq, 0.74g), then the mixture obtained was heated at 100C overnight. The solvent was removed at reduced pressure and the residue was purified by crystallization from MeOH to obtain the product as a white solid (0.54g, 1.59 mmol, 26% Yield).1HNMR (DMSO, 400 MHz) delta 1.26 (s, 9H), 4.28 (d, 2H, J=6), 6.34 (dd, 1H), 6.36 (t, 1H), 6.83-6.91 (m, 2H), 7.26 (d, 2H, J=8), 7.37 (d, 2H, J=8), 8.20 (s, 1H9, 9.89 (bs, 1H), 10.61 (bs, 1H). [M+1] 338.82 (C19H22N4O2 requires 338.40).

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; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); 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

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

Electric Literature of 693-98-1,Some common heterocyclic compound, 693-98-1, name is 2-Methyl-1H-imidazole, molecular formula is C4H6N2, 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.

2-methyl-imidazole is reacted with a molar equivalent of acrylonitrile in a mixture of triethylamine and toluene. The mixture is heated at 50 C. to generate an intermediate imidazole compound linked to acrylonitrile, N-propanenitrile-2-methyl-imidazole. The nitrile bond is reduced by bubbling hydrogen gas into a solution of N-propanenitrile-2-methyl-imidazole in methanol catalyzed by Rainey Nickel. N-propylamine-2-imidazole is generated from the reduction reaction as seen in Scheme I.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methyl-1H-imidazole, its application will become more common.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ALABAMA; Bara, Jason Edward; (17 pag.)US2018/21723; (2018); A1;,
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 124750-92-1, These common heterocyclic compound, 124750-92-1, name is Losartan carboxylic 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.

Step B: 2-butyl-4-chloro-l-{[2′-(2-trityl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl}-lH-imidazole-5- carboxylic acid To a solution of E3174 (234.58 g, 0.54 mol) in DCM (4500 niL) was added triethylamine (85 niL, 0.59 mol) followed by a solution of trityl chloride (159 g, 0.56 mol) in DCM (800 mL) and the reaction mixture was stirred at rt overnight. The reaction mixture was washed with water, dried (MgSO4), filtered, and concentrated under reduced pressure. Chromatography over silica gel eluting with acetone/heptane 20:80% afforded the title compound as an orange solid.

The synthetic route of 124750-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NICOX S.A.; WO2009/150007; (2009); A1;,
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