Tag: M.W=300-400

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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., 152628-02-9

Example 1 Methyl 4′-((1,7′-dimethyl-2′-propyl-1H,3’H-2,5′-bibenzo[d]imidazol-3′-yl)methyl)biphenyl-2-carboxylate (V) A 1L four-necked glass vessel, fitted with mechanical stirrer, thermometer, dropping funnel, Dean-Stark apparatus, was charged with 1,7′-dimethyl-2′-propyl-1H,3H-2,5′-bibenzo[d]imidazole hydrate (II) (100 g, 310 mmol) and toluene (400 mL), under nitrogen atmosphere. The resulting mixture was heated under stirring to reflux temperature and the water was eliminated by azeotropic distillation, until a semi-solid stirrable residue was obtained. To the residue was added DMA (200 mL) and the mixture was heated to 30-40C until a complete dissolution of the residue. The resulting solution was then cooled at 0-5C, tBuONa (31 g, 322 mmol) and methyl 4′-(bromomethyl)biphenyl-2-carboxylate (IV) (97 g, 318 mmol) were added in portions. The suspension was stirred at room temperature for 2 hrs, and monitored by quantitative TLC (elution with 5% MeOH in EtOAc) until complete conversion. Water (500mL) and toluene (300 mL) were then added and the resulting solution was heated to 80C until a biphasic system was obtained. The phases were separated and the organic phase was washed with water (3 x 50 mL), dried over sodium sulphate and concentrated until a residual volume of 300 mL was reached. The solution was then quickly cooled until crystallization and the so-obtained solid was filtered and washed with toluene (2 x 40 mL). The collected product was dried at 60C under reduced pressure, affording the title compound (145 g) as a white solid. Yield: 88.4%

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Reference:
Patent; Chemo Iberica, S.A.; EP2305650; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3543-74-6, Adding some certain compound to certain chemical reactions, such as: 3543-74-6, name is Ethyl 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, 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 3543-74-6.

Example 12 Synthesis of 4-[5-[bis(2-chloroethyl)amino]-1-methyl-1H-benzimidazol-2-yl]butanoic acid (9, Bendamustine) To a solution of compound (7) (5.00 g, 14 mmol) in 40 ml methylene chloride thionyl chloride (4.26 g, 36 mmol) is added at 5 C. Afterwards, the solution is stirred at ambient temperature for 16 h. The solvent is removed by distillation under vacuum. To the thereby produced brown oil 45 ml of 37% hydrochloric acid and 30 ml water is added and heated to 95 C. for 30 min. Subsequently 0.9 g activated carbon is added and stirred for 10 minutes at 95 C. The product is filtered and concentrated under vacuum until a dried product is formed. Afterwards a crystallisation of compound (9) is carried out in 20 ml water. The product was filtered, washed with water and acetone and dried under vacuum for 2 h at 50 C. The yield of compound (9) amounts to 4.3 g (11 mmol) with a content >99% (73% of theory).

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 3543-74-6.

Reference:
Patent; Heyl Chemisch-pharmazeutische Fabrik GmbH & Co. KG; Frey, Michael; Walther, Dirk-Detlef; US2014/31560; (2014); 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 2034-22-2 as follows. 2034-22-2

2,4,5-tribromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole To a solution of 2,4,5-tribromoimidazole (3.05 g, 10 mmol) in anhydrous DMF (50 mL) was added powdered K2CO3 (19 g, 137 mmol), and the resulting suspension was stirred vigorously and treated dropwise with SEMCl (2.3 g, 13.8 mmol). The suspension was then stirred vigorously overnight. The solid was filtered off and washed with fresh DMF (20 mL). The combined filtrates were then evaporated under reduced pressure. Methylene chloride (30 mL) was then added and the solution washed with 0.1 N Na2CO3 (3*50 mL), dried (Na2SO4), filtered and evaporated to give a residue, which was passed through a silica gel pad (CH2Cl2) and evaporated to give 3.6 g (83%) of the title compound as a colorless oil. 1H NMR (500 MHz, CDCl3) delta 0.01 (s, 9H), 0.93 (t, 2H, J=8.0 Hz), 3.60 (t, 2H, J=8.0 Hz), 5.32 (s, 3H).

According to the analysis of related databases, 2034-22-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G.; US2006/46983; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem