Category: 104619-51-4

Adding a certain compound to certain chemical reactions, such as: 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, 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 104619-51-4, Safety of Di(1H-imidazol-1-yl)methanimine

To a of solution 5-fluoro-2-nitrophenol (4.77 mmol, 0.75 g) in methanol (50 mL), PtO2 (0.24 mmol, 0.06 g) was added. The reaction was flushed with argon followed by hydrogen for fifteen minutes each with constant magnetic stirring. The reaction was then maintained under hydrogen atmosphere at ordinary pressure (balloon) for fifteen hours. Argon was again flushed through the reaction vessel for 15 minutes. Then the reaction contents were filtered quickly over a thin pad of celite which was then immediately washed with methanol (25 mL). The filtrate was concentrated in vacuo yielding an orange residue. The residue was quickly re-dissolved in acetonitrile (50 mL) and di(imidazole-1-yl)methanimine (11.92 mmol, 1.92 g) was added with constant magnetic stirring. The reaction was then placed under argon atmosphere and gently refluxed for six hours. The reaction was concentrated under reduced pressure and silica gel column chromatography (2:1 hexanes/ethyl acetate) provided a crystalline white solid in a 71% yield. The product of the reduction (2-amino-5-fluorophenol) is air unstable and appropriate measures should be taken to minimize air exposure.

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Reference:
Article; Rynearson, Kevin D.; Charrette, Brian; Gabriel, Christopher; Moreno, Jesus; Boerneke, Mark A.; Dibrov, Sergey M.; Hermann, Thomas; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3521 – 3525;,
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. 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, A new synthetic method of this compound is introduced below., Quality Control of Di(1H-imidazol-1-yl)methanimine

Example 14: r4-(5-Amino- Pl .3.41 oxadiazol-2-yl)-pyridin-3-yll-(2,4-dibromo- phenvP-amine; To a solution of 3-(2,4-Dibromo-phenylamino)-isonicotinic acid hydrazide (200mg, 0.52 mmol) in DMSO (2ml_) C- (Di-imidazol-i-yl)-methyleneamine (167mg, 1.04 mmol) was added. The reaction mixture was stirred at RT under Argon overnight, then poured into water. A solid precipitated out, which was filtered, and washed with methanol to afford the desired product (100mg). LC/MS (Method A) [5.23min; 412(M+1)].

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; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/123936; (2007); 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. 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, A new synthetic method of this compound is introduced below., Application In Synthesis of Di(1H-imidazol-1-yl)methanimine

Example 4 4-[2-(2-imino-4,4-dimethyl-1,3-oxazolidin-3-yl)-1,3-thiazol-4-yl]benzonitrile A mixture of 4-{2-[(2-hydroxy-1,1-dimethylethyl)amino]-1,3-thiazol-4-yl}benzonitrile (2.00 g, 7.31 mmol), prepared in the same manner as described in step 3 of Example 3, and replacing 3-(2-bromoacetyl)benzonitrile with 4-(2-bromoacetyl)benzonitrile, and C-(di-imidazol-1-yl)-methyleneamine (1.30 g, 8.07 mmol) in 35 mL of tetrahydrofuran was refluxed under nitrogen for three days. The reaction was concentrated under reduced pressure to remove the tetrahydrofuran. The residue was partitioned between methylene chloride and water. The organic layer was separated, dried (MgSO4), filtered and the solvent removed under reduced pressure. Purification of the residue on a Horizon Flash Collector (the Biotage FLASH 40+ cartridge) using a linear gradient of hexane in methylene chloride as the eluent gave the title compound (417.2 mg, 19%) as an off-white solid, mp 158-161 C.; MS (ES) m/z 299.0 [M+H]+. Anal. Calcd for C15H14N4OS: C, 60.38; H, 4.73; N, 18.78. Found: C, 60.38; H, 4.82; N, 18.67.

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; Wyeth; US2008/45579; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 104619-51-4, A common heterocyclic compound, 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, molecular formula is C7H7N5, 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 I: 3-bromo-N,N-bis[(4-methoxyphenyl)methyl]-2-[1-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazol-5-yl]-6-(trifluoromethyl)benzene-1-sulfonamide, and 3-bromo-N,N-bis[(4-methoxyphenyl)methyl]-2-[2-[(4-methoxyphenyl)methyl]-2H-1,2,3,4-tetrazol-5-yl]-6-(trifluoromethyl)benzene-1-sulfonamide (0386) Into a 10000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 3-bromo-2-(1H-1,2,3,4-tetrazol-5-yl)-6-(trifluoromethyl)benzene-1-sulfonamide (230 g, 618.08 mmol, 1.00 equiv), potassium carbonate (276 g, 2.00 mol, 3.23 equiv), NaI (18.4 g), Bu4NCl (34.0 g, 122 mmol, 0.20 equiv), chloroform (3800 mL, 1.00 equiv), 1-(chloromethyl)-4-methoxybenzene (380 g, 2.43 mol, 3.93 equiv), water (2550 mL). The resulting solution was stirred for 12 hr at 55 C. The aqueous phase was extracted with 2×1000 mL of DCM. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/ hexane (1:10). Purification afforded 3-bromo-N,N-bis[(4-methoxyphenyl)methyl]-2-[1-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazol-5-yl]-6-(trifluoromethyl)benzene-1-sulfonamide, and 3-bromo-N,N-bis[(4-methoxyphenyl)methyl]-2-[2-[(4-methoxyphenyl)methyl]-2H-1,2,3,4-tetrazol-5-yl]-6-(trifluoromethyl)benzene-1-sulfonamide. (0387) LC-MS: (ES, m/z): 732 [M+H]+. (0388) H-NMR: (CDCl3, 300 Hz, ppm): delta 3.763 (9H, s), 3.820-3.872 (2H, d, J=15.6), 4.402-4.454 (2H, d, J=15.6), 5.154-5.203 (1H, d, J=14.7), 5.560-5.609 (1H, d, J=14.7), 6.702-6.763 (6H, m), 6.912-6.941 (4H, m), 7.109-7.138 (2H, m), 7.839-7.854 (2H, m). Reference Example 25 (3-[bis[(4-methoxyphenyl)methyl]sulfamoyl]-2-[1-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazol-5-yl]-4-(trifluoromethyl)phenyl)boronic acid and (3-[bis[(4-methoxyphenyl)methyl]sulfamoyl]-2-[2-[(4-methoxyphenyl)methyl]-2H-1,2,3,4-tetrazol-5-yl]-4-(trifluoromethyl)phenyl)boronic acid Into a 1 L 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a mixture of 3-bromo-N,N-bis[(4-methoxyphenyl)methyl]-2-[1-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazol-5-yl]-6-(trifluoromethyl)benzene-1-sulfonamide and 3-bromo-N,N-bis[(4-methoxyphenyl)methyl]-2-[2-[(4-methoxyphenyl)methyl]-2H-1,2,3,4-tetrazol-5-yl]-6-(trifluoromethyl)benzene-1-sulfonamide (REFERENCE EXAMPLE 24, 120 g, 163.81 mmol, 1.00 equiv), 1,4-dioxane (360 mL), 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane (111 g, 491 mmol, 3.00 equiv), KOAc (80.3 g, 818 mmol, 5.00 equiv), 2-2-[chloro(triphenyl-5-phosphanylidene)palladio]phenylaniline (9.4 g, 16.42 mmol, 0.10 equiv). The resulting solution was stirred for 6 hr at 60 C. The resulting solution was diluted with 500 mL of CH3CN. The solids were filtered out. The filtrate was concentrated under vacuum. The crude product was purified by Flash-Prep-HPLC with the following conditions (CombiFlash-1): Column, C18 silica gel; mobile phase, CH3CN/H2O=1:2 increasing to CH3CN/H2O=2:1 within 25 min, and then CH3CN/H2O=2:1 within 25 min, and then CH3CN/H2O=1:0 within 10 min; Detector, UV 210 nm. This afforded (3-[bis[(4-methoxyphenyl)methyl]sulfamoyl]-2-[1-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazol-5-yl]-4-(trifluoromethyl)phenyl)boronic acid and (3-[bis[(4-methoxyphenyl)methyl]sulfamoyl]-2-[2-[(4-methoxyphenyl)methyl]-2H-1,2,3,4-tetrazol-5-yl]-4-(trifluoromethyl)phenyl)boronic acid. (0391) LC-MS: (ES, m/z): 698 [M+H]+ (0392) H-NMR: (300 MHz, DMSO, ppm): delta 3.616-3.860 (11H, m), 3.860 (0.855H, s), 4.459-4.511 (1.492H, m), 5.172 (1.335H, s), 5.877 (0.403H, s), 6.733-6.827 (10H, m), 7.199-7.306 (2H, m), 8.456 (1.2H, m). Step A: 3-(2,3-diaminopyridin-4-yl)-N,N-bis(4-methoxybenzyl)-2-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-6-(trifluoromethyl)benzenesulfonamide and 3-(2,3-diaminopyridin-4-yl)-N,N-bis(4-methoxybenzyl)-2-(2-(4-methoxybenzyl)-2H-tetrazol-5-yl)-6-(trifluoromethyl)benzenesulfonamide (1111) To a 10 mL RBF was added cesium carbonate (280 mg, 0.860 mmol), 2-bromopyridine-3,4-diamine (53.9 mg, 0.287 mmol), (3-(N,N-bis(4-methoxybenzyl)sulfamoyl)-2-(2-(4-methoxybenzyl)-2H-tetrazol-5-yl)-4-(trifluoromethyl)phenyl)boronic acid (200 mg, 0.287 mmol) and Xphos Pd G2 (22.56 mg, 0.029 mmol). The vial was sealed, degassed, and filled with dioxane (2.4 ml) and water (0.6 ml). The resulting mixture was heated at 80 C. for 2 hr. The reaction mixture was filtered through a celite pad. The filtrate was diluted with EtOAc and washed with water. The organic layer was dried over anhydrous MgSO4, filtered, concentrated and purified by silica gel column chromatography (ISCO RediSep gold column, 24 g) using 0-10% MeOH/DCM as mobile phase (3% and 6% isostatic) to afford the title compound. LC/MS (M+H)+: 761.37. Step B: 3-(2-amino-1H-imidazo[4,5-b]pyridin-7-yl)-N,N-bis(4-methoxybenzyl)-2-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-6-(trifluoromethyl)benzenesulfonamide and 3-(2-amino-1H-imidazo[4,5-b]pyridin-7-yl)-N,N-bis(4-methoxybenzyl)-2-(2-(4-methoxybenzyl)-2…

The synthetic route of 104619-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; Mandal, Mihir; Tang, Haifeng; Xiao, Li; Su, Jing; Li, Guoqing; Yang, Shu-Wei; Pan, Weidong; Tang, Haiqun; DeJesus, Reynalda; Hicks, Jacqueline; Lombardo, Matthew; Chu, Hong; Hagmann, William; Pasternak, Alex; Gu, Xin; Jiang, Jinlong; Dong, Shuzhi; Ding, Fa-Xiang; London, Clare; Biswas, Dipshikha; Young, Katherine; Hunter, David N.; Zhao, Zhiqiang; Yang, Dexi; (405 pag.)US2016/333021; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 104619-51-4,Some common heterocyclic compound, 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, molecular formula is C7H7N5, 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.

An oven-dried, round-bottomed flask was chargedwith di(lH-imidazoI-I-yl)methanimine (1.40 g, 8.69 mmol),2-amino-5-methylphenol (713 mg, 5.79 mmol) and anhydrous THF (20 ml) at ambient temperature. The resulting suspension was refluxed underN2 (g) for 2 h. The solvent wasremoved in vacuo and the residue was purified by silica gelchromatography (0-30% 9: I methanol:annnonium hydroxide-chloroform) to afford benzo[d]oxazol-2-amine (792 mg,5.35 mmol, 92% yield), as a grey solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Di(1H-imidazol-1-yl)methanimine, its application will become more common.

Application of 104619-51-4, 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 104619-51-4 as follows.

Example 27: r4-(5-Amino- H .3.41 oxadiazol-2-yl)-1-oxy-pyiotadin-3-v?-(2-fluoro-4- iodo-phenvh-amine; To a solution of 3-(2-Fluoro-4-iodo-phenylamino)-1-oxy-isonicotinic acid hydrazide (150mg, 0.39mmol, 1eq) in DMSO (2mL) C- (Di-imidazol-i-yl)-methyleneamine (124mg, 0.78mmol, 2eq) was added. The reaction mixture was stirred at RT under argon overnight and then poured into water. The product was isolated by filtration (80 mg) . LC/MS (Method A) [4.68min; 414(M+1 )]

According to the analysis of related databases, 104619-51-4, the application of this compound in the production field has become more and more popular.

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. 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Di(1H-imidazol-1-yl)methanimine

To a solution of 22 (200 mg, 1.24 mmol) in freshly distilled THF (8 ml), was added 4-chloro-aniline(208 mg, 1.64 mmol). The mixture was stirred at room temperature for 24 h. The solvent was thenremoved under vacuum and the residue was purified on silica with 10% MeOH/DCM to yield theproduct as a white solid (240 mg, 1.09 mmol) in 88% yield.

The synthetic route of 104619-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Awuah, Emelia; Ma, Eric; Hoegl, Annabelle; Vong, Kenward; Habib, Eric; Auclair, Karine; Bioorganic and Medicinal Chemistry; vol. 22; 12; (2014); p. 3083 – 3090;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 104619-51-4, These common heterocyclic compound, 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, 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 4-[3-tert-Butylsulfanyl-2-(2,2-dimethyl-propyl)-5-(pyridin-2-ylmethoxy)-indol-l- ylmethylj-benzoic acid hydrazide (0.05g, O. lOmmol) in DMF (lmL) was added C-(Di-imidazol-l- yl)-methyleneamine (0.08g, 0.50mmol), and the reaction was heated at 85C for 3 hours. The mixture was cooled to room temperature and partitioned between water and EtOAc. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgS04, filtered, and concentrated. The residue was purified on silica gel (EtOAc:hexane gradient) to give the desired product.

The synthetic route of 104619-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AUTOIMMUNE PHARMA LLC; BENISON, Jeffrey; (157 pag.)WO2018/152405; (2018); 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. 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 104619-51-4

To 5-hydrazino-3-phenyl-2-(4-{ [4-(5-pyridin-2-yl-lH-l,2,4-triazol-3-yl)piperidm-l- yl]methyl}phenyl)-l,6-naphthyridine (1-3) (70 mg, 0.126 mmol) in DMF (1.5 mL) was added literature known 1,1-di-lH-imidazol-l-ylmethanimine (102 mg, 0.633 mmol). The reaction mixture was stirred at 85C for 4 hours, concentrated in vacuo, and chromatographed to furnish the desired 9-phenyl-8-(4- { [40(5-pyridin-2-yl-lH-l,2,4-triazol-3-yl)piperidin-l-yl]emthyl}phenyl}[l,2,4]triazolo[3,4-f]-l,6- naphthyridin-3-amine (1-4) (46 mg) as its trifluoroacetic acid salt. 1H NMR: (500MHz, CDCl3) delta 8.76 (s, IH), 8.74 (d, J= 4.3 Hz, IH), 8.29-8.27 (m, 2 H), 8.19 (m, IH), 7.67 (m, IH), 7.54-7.53 (m, 2H), 7.48- 7.46 (m, 2H), 7.47 (d, J= 7.7 Hz , IH), 7.34-7.26 (m, 5H), 4.43 (s, 2H), 3.65 (br d, J= 10.9 Hz, 2H), 3.46 (br s, 1 H), 3.27-3.19 (m, 2H), 2.50-2.42 (m, 2H), 2.10-2.06 (m, 2H).

According to the analysis of related databases, 104619-51-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2006/135627; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, 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 104619-51-4, Quality Control of Di(1H-imidazol-1-yl)methanimine

Example 48: r4-(5-Amino- M.3,41 oxadiazot-2-yl>-5-fluoro-pyridin-3-v?-(2-fluoro-4- iodo-phenvD-amine; To a solution of 3-Fluoro-5- (2-fluoro-4-iodo-phenylamino)-isonicotinic acid hydrazide (100mg0.26mmol, 1eq) in DMSO (2mL) C- (Di-imidazol-i-yl)-methyleneamine (123mg, 0.77mmol, 3eq) was added. The reaction mixture was stirred at RT under argon overnight and then poured- into water. A solid precipitated out that was filtered out and washed with methanol to afford the desired product (65 mg). LC/MS (Method A) [5.19min; 416(M-H)]

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, Di(1H-imidazol-1-yl)methanimine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/123936; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem