Category: 5805-57-2

Related Products of 5805-57-2, 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. 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To 8-(benzyloxy)-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-5-yl trifluoromethanesulfonate (128 mg) and 2-(aminomethyl)benzimidazole (131 mg), triethylamine (86 muL) and dioxane (12 mL) were added, and the mixture was heated with stirring at 60 to 70C for 3 hours and 45 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] and then suspended in a mixed solvent of 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a pale yellow solid of 5-(((1H-benzimidazol-2-yl)methyl)amino)-8-(benzyloxy)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (6 mg). 1H-NMR (DMSO-d6) delta value: 3.10 (s, 3H), 4.68-4.76 (m, 2H), 5.07 (s, 2H), 5.56 (s, 1H), 7.00-7.80 (m, 10H), 8.93 (s, 1H).

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

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 5805-57-2, The chemical industry reduces the impact on the environment during synthesis 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, I believe this compound will play a more active role in future production and life.

A mixture of 241 (97 mg, 0.25 mmol), (1H-benzimidazol-2-yl)methanamine3 (108 mg, 0.737 mmol), NaBH(OAc)3 (58 mg, 0.27 mmol), and MS4A (80 mg) in CH2Cl2 (8.2 mL) was stirred at room temperature for 10 h. After addition of MeOH, the reaction mixture was partitioned between AcOEt and sat. aq. NaHCO3. The organic layer was washed with brine, dried over Na2SO4, and evaporated. The residue was purified by NH silica gel column chromatography (hexane/CH2Cl2, 1:1-0:1) to give the corresponding amine as pale red oil. To a solution of the amine in EtOH (1.0 mL) was added aq. HCl (2 M, 2.0 mL) and the mixture was heated under reflux for 4 h. The solvent was evaporated, and the residue was partitioned between CH2Cl2 and aq. HCl (1 M). The aqueous layer was basified with aq. NaOH and extracted with CH2Cl2. The organic layer was washed with brine, dried over Na2SO4, and evaporated. The residue was purified by silica gel column chromatography (CHCl3/MeOH, 99:1) to give 13 as a free amine. The amine was dissolved in methanolic HCl (2 M) and the solvent was evaporated. The residue was triturated with Et2O to give 13?3HCl (45 mg, 0.12 mmol, 47% for 2 steps) as a pale-brown amorphous solid. 1H NMR (500 MHz, CD3OD) delta 8.76 (1 H, s, imidazole-2), 7.89 (2 H, dd, J = 6.3, 2.9 Hz, aromatic), 7.65 (2 H, dd, J = 6.3, 2.9 Hz, aromatic), 7.32 (1 H, s, imidazole-5), 4.89 (2 H, s, -NCH2Ar), 3.49 (2 H, brs, -CH2CH2N-), 2.04-1.85 (3 H, m, H-1, -CH2CH2N-), 1.34 (1 H, brs, H-2), 1.13 (1 H, brs, H-3a), 1.08 (1 H, brs, H-3b); 13C NMR (125 MHz, CD3OD) delta 144.36, 136.72, 134.40, 133.25, 128.17, 115.99, 115.68, 49.85, 42.96, 30.98, 19.43, 14.37, 13.33; HRMS (EI) calcd for C16H20N5 282.1713, found 282.1715 [(M + H)+]; Anal. Calcd for C16H19N5?3HCl?1H2O: C, 47.02; H, 5.92; N, 17.13. Found: C, 47.15; H, 5.91; N, 17.05.

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, (1H-Benzo[d]imidazol-2-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Watanabe, Mizuki; Kobayashi, Takaaki; Ito, Yoshihiko; Fukuda, Hayato; Yamada, Shizuo; Arisawa, Mitsuhiro; Shuto, Satoshi; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3630 – 3633;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 5805-57-2, The chemical industry reduces the impact on the environment during synthesis 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, I believe this compound will play a more active role in future production and life.

The solution of (3-(2,4-dichlorophenylamino)propanoic acid (20 mg , 0.089 mmoL 1.0 equiv), DIPEA ( 3 equiv), EDC HCI ( 1.5 equiv) and DMAP (1 ,0 equiv) in DCM (2.0 mL) was stirred for lOmin, To this reaction mixture (IH- 1 14 benzo[d]imidazol-2-yl)methanamine (1.0 equiv) was added. The reaction mixture was stirred at room temperature overnight. The organic layer was washed with aq NaHC03 and brine. It was then dried over anhydrous sodium sulfate and evaporated under vacuum. The residue was purified by flash column chromatography to afford N-(lH-Benzoimidazol-2-ylmethyl)- 3-(2,4-dichloro-phenylamino)-propionamide (1763). LC/MS: (ESI) (M ¡¤ ) 364.3.

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, (1H-Benzo[d]imidazol-2-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF WASHINGTON; BUCKNER, Frederick, S.; ALVAREZ, Ximena, Barros; FAN, Erkang; GILLESPIE, John, Robert; HOL, Wilhelmus, G.J.; HUANG, Wenlin; KOH, Cho, Yeow; RANADE, Ranae, M.; SHIBATA, Sayaka; VERLINDE, Christophe, L.M.; ZHANG, Zhongsheng; (249 pag.)WO2016/29146; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 5805-57-2, A common heterocyclic compound, 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, 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.

General procedure: NH4SCN (0.092 g, 1.2 mmol) was dissolved in water (5 ml) and slowly added to the methanolic solution of CuCl2¡¤2H2O (0.1 g; 0.59 mmol) and suitable N-donor ligand, and stirred at room temperature for 12 h. Green crystalline precipitates were filtered off and dried in air. The crystals suitable for X-ray structure determination were obtained by slow recrystallization from methanol.

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:
Article; Machura; ?witlicka; Mrozi?ski; Kali?ska; Kruszynski; Polyhedron; vol. 52; (2013); p. 1276 – 1286;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 5805-57-2, A common heterocyclic compound, 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, 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.

A mixture of 6,9-dichloro-2-methoyl-anzacridine (278 mg,1 mmol) and benzimidazoles (220 mg, 1 mmol) was heated in phenolunder 120 C for 2 h with nitrogen protection. Then the mixturewas poured into ethyl acetate to give yellow precipitates,which were purified by washing with ethyl acetate twice. 4.1.2.1. 6-Chloro-2methyl-9-((1H-benzo[d]imidazol-2-yl)methyl)-azaacridine (9). Yield 73%; mp: 289-291 C; 1H NMR (400 MHz,DMSO-d6) d 8.51-8.48 (d, J = 14.4 Hz 1H), 8.37 (s, 1H), 8.13-8.11(d, 1H), 7.92 (s, 1H), 7.47-7.42 (m, 3H), 7.22-7.20 (d, J = 8.8 Hz,1H), 7.12-7.10 (m, 2H), 3.81 (s, 3H). 13C NMR (101 MHz, DMSOd6)d 157.82, 153.67, 147.62, 146.32, 143.49, 140.36, 140.33, 140.28, 133.72, 127.24, 126.19, 125.45, 123.24, 118.35, 115.08,53.37, 44.72. HRMS (ESI): [M+H]+ 390.1043; found 390.1115.

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:
Article; Li, Dan; Yuan, Zigao; Chen, Shaopeng; Zhang, Cunlong; Song, Lu; Gao, Chunmei; Chen, Yuzong; Tan, Chunyan; Jiang, Yuyang; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3437 – 3446;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem