Month: April 2021

Application of 54624-57-6, These common heterocyclic compound, 54624-57-6, name is 2-Bromobenzimidazole, 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 2-bromo-1H-benzo[d]imidazole (0.75 g, 3.8 mmol) in THF (25 mL) was added n-butyllithium (1.5 mL, 3.8 mmol) dropwise at -78°C. After 45 minutes, a solution of racemic (1′-azaspiro[oxirane-2,3′-bicyclo[2.2.2]octan]-1′-yl-4-ium)trihydroborate (0.7 g, 4.6 mmol) from the reference example, in THF (15 mL) was added dropwise at -78°C. The cooling bath was removed and the reaction mixture warmed to room temperature. After 15 minutes, the mixture was heated to 75°C for 2 hours and then cooled to room temperature. The reaction was quenched with water and the product was extracted with ethyl acetate (100 mL). The organics were dried with MgSO4, filtered and the solvent was removed to yield the crude product. The crude material was purified by chromatography (Biotage) to yield racemic (3H-1′-azaspiro[benzo[4,5]imidazo[2,1-b]oxazole-2,3′-bicyclo[2.2.2]octan]-1′-yl-10-ium)trihydroborate (0.66 g, 2.5 mmol, 64.4 percent yield) as a white powder. 1H NMR (500MHz, DMSO-d6) d 7.44 – 7.34 (m, 1H), 7.31 – 7.19 (m, 1H), 7.18 – 6.97 (m, 2H), 4.53 (d, J=9.8 Hz, 1H), 4.31 (d, J=9.8 Hz, 1H), 3.45 (dd, J=15.3, 2.5 Hz, 1H), 3.36 – 3.29 (m, 1H), 3.09 – 3.01 (m, 1H), 2.99 – 2.83 (m, 3H), 2.43 (br. s., 1H), 2.15 – 2.04 (m, 1H), 1.92 – 1.75 (m, 3H), 1.69 – 1.20 (m, 3H). MS (LC/MS) R.T. = 2.09; [M+1-BH3]+ = 256.12.

Statistics shows that 2-Bromobenzimidazole is playing an increasingly important role. we look forward to future research findings about 54624-57-6.

These common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, 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. Recommanded Product: 870837-18-6

Synthesis of (Z)-(S)-4-[(1R,2R)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]-2-[1-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene]-6-methylmorpholin-3-one A solution of (S)-4-[(1R,2R)-2-tert-butyldiphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propyl]-2-hydroxy-6-methylmorpholin-3-one (92 mg) and triphenylphosphine hydrobromide (68 mg) in acetonitrile (4 ml) was heated under reflux in a nitrogen atmosphere for one hour. The solvent was evaporated under reduced pressure, and the resulting residue was dissolved in ethanol (4 ml). To this reaction solution, 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde obtained in Example 1 (40 mg) and TEA (0.12 ml) were added, and the reaction solution was stirred in a nitrogen atmosphere at room temperature overnight. The solvent was evaporated under reduced pressure. The resulting residue was dissolved in trifluoroacetic acid (1 ml), and the reaction solution was stirred at room temperature for two hours. The reaction solution is poured into a saturated sodium bicarbonate solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium bicarbonate solution and brine, and then the solvent was evaporated under reduced pressure. The resulting residue was purified by column chromatography using NH silica gel (heptane:ethyl acetate=1:1 to 0:1) to obtain 61.9 mg of the title compound. 1H-NMR(CDCl3) delta (ppm): 1.33(d,J=6.0 Hz,3H), 1.42(d,J=6.0 Hz,3H), 2.34(s,3H), 3.20(dd,J=9.6,12.8 Hz,1H), 3.61(dd,J=2.4,12.8 Hz,1H), 3.85(s,3H), 4.42-4.52(m,2H), 5.35(d,J=6.8 Hz,1H), 6.85(s,1H), 6.95(s,1H), 7.06-7.15(m,2H), 7.22(d,J=8.0 Hz, 1H), 7.33(dd,J=1.6,8.0 Hz,1H), 7.53(d,J=1.6 Hz,1H), 7.86(s,1H).

The synthetic route of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 930-62-1, name is 2,4-Dimethylimidazole, 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: C5H8N2

Preparation of 2-(2,4-dimethyl-1H-1-yl)benzonitrile Sodium hydride (8.65 g 60%, 0.216 mol) were stirred in anhydrous dimethylformamide in 75 . Thus in the 100 2,4- dimethyl DMF was added dropwise to a solution of imidazole (20.75 g, 0.216 mol). After stirring for 1 hour at room temperature, it was added dropwise a solution of benzonitrile (23.0 , 0.216 mol) of 2-fluoro-75 of DMF. This was stirred for 2 hours at 50 , was stirred at room temperature for 16 hours. The mixture was poured into water and the product was extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate. The crude product was 19: 1 dichloromethane-methanol followed by 9: 1 dichloromethane-treated by chromatography (silica gel) eluting with methanol to give the product as a solid. LCMS data were confirmed the structure.

The synthetic route of 2,4-Dimethylimidazole has been constantly updated, and we look forward to future research findings.

Electric Literature of 195053-92-0,Some common heterocyclic compound, 195053-92-0, name is 2-(1-Trityl-1H-imidazol-4-yl)ethanamine, molecular formula is C24H23N3, 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.

EXAMPLE 35 N-[2-(4(5)-Imidazoyl)ethyl]-N’-phenylmethyl-sulfamide 4-(2-Aminoethyl)-1-(triphenylmethyl)-imidazole (Example 17 step b) was converted to N-2-[1-(triphenylmethyl)imidazol-4-yl]ethyl-N’-tert-butoxycarbonyl-sulfamide according to the procedure of Example 12 step a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(1-Trityl-1H-imidazol-4-yl)ethanamine, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-Imidazole, 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 288-32-4, Recommanded Product: 288-32-4

Example L Procedure for the synthesis of [L-DIMETHYLSULFAMOYL-2-T-BUTYLDIMETHYLSILYL IMIDAZOLE] (Formula 13) N CISO2NMe2 N 1) n-BuLi.-78C N/ C Si – N”N’N H Et3N, benzene % 2) TBDMSCI S02NMe2 S02NMe2 Intermediate L1 Intermediate L2 Formula 13 Imidazole (Intermediate [LL,] available from Aldrich, 20.0 g, 0.29 mol), triethylamine [(41.] 0 mL, 0.29 mol) [AND N, N DIMETHYLSULFAMOYL] chloride (31.6 [ML,] 0.29 mol) were added to benzene (320 mL). The reaction was stirred for 48h at rt and then filtered. The filtrate was collected and concentrated under reduced pressure. Vacuum distillation of the crude produc (-0. 5 [MMHG,] [115-118 C)] afforded dimethylsulfamoyl) imidazole (Intermediate L2) 38.7 g (76%) as a clear and colorless oil. Upon cooling the product solidifies to give white crystals. 1- (Dimethylsulfamoyl) imidazole (Intermediate L2) (18.8 g, 0.11 mol) was added to THF (430 mL). The solution was cooled [TO-78 C.] A solution of n-BuLi (70.9 [ML,] 1.6 M in hexane) was added dropwise to the reaction mixture. Upon completion, the solution was stirred for lh [AT-78 C. T-BUTYLDIMETHYLSILYLCHLORIDE (TBSC1)] (17.8 g, [0. 12] mol) in THF (50 [ML)] was added via cannula to the mixture. After the addition was completed the reaction mixture was warmed slowly to rt and stirred for 24h. The mixture was diluted with water and the organic layer separated. The organic phase was washed with brine and then dried over [NA2S04.] The mixture was filtered and the filtrate concentrated under reduced pressure. Column chromatography on [SI02] with 20% ethyl acetate/hexane afforded [1-DIMETHYLSULFAMOYL-2-T-BUTYLDIMETHYLSILYL] imidazole (Formula 13) as a light yellow solid. Recrystallization from pentane gave 30 g (94%) of white crystals.

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-Imidazole, other downstream synthetic routes, hurry up and to see.

288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C3H4N2

EXAMPLE 11 Preparation of 1-triphenylmethylimidazole A mixture of pyridine (15 ml), diphenyl phosphite (2.34 g, 10 mmole), imidazole (0.68 g, 10 mmole) and triphenylmethanol (2.08 g, 8 mmole) was refluxed for 3 hours. Pyridine was removed under reduced pressure, and the residue was extracted with dichloromethane. The extract was washed with a 5percent aqueous hydroxide solution and water in order, dried and evaporated. Recrystallization of the residue (2.23 g) from acetonitrile gave 2.05 g of 1-triphenylmethylimidazole as colorless needles. Yield, 82.7percent. M.P., 221°-223° C. Elementary analysis: Calcd. for C22 H18 N2: C, 85.13percent; H, 5.85percent; N, 9.03percent. Found: C, 85.20percent; H, 6.03percent; N, 9.21percent.

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 872-82-2, 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. 872-82-2, name is 2-(1H-Imidazol-5-yl)ethanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

0.291 g (1 mmol) of cobalt(II) nitrate hexahydrate was dissolvedin 5 mL of methanol. In a separate flask 0.224 g (2 mmol) 4(5)-(bhydroxyethyl)imidazole was dissolved in 5 mL of methanol. Bothsolutions were mixed and refluxed for 60 min. The resulting solutionwas left to evaporate in room temperature. After severalmonths reddish crystals of 1 were formed in the initially obtainedpink oil. Anal. calcd. for CoC10H20N6O10 (442.03 g/mol): C 27.10; H4.55; N 18.96, found: C 27.11; H 4.26; N 19.78. M.p. 355 K. FT-IR(solid): t = 3224 (vs), 2929 (s), 1655 (w), 1591 (w), 1575 (w),1501 (w), 1474 (w), 1331 (vs), 1269 (s), 1188 (m), 1105 (m),1090 (w), 1064 (w), 1044 (w), 1022 (s), 964 (w), 946 (w), 857(w), 821 (m), 771 (w), 657 (w), 637 (w), 621 (m), 501 (w) cm1.Vis spectra of aqueous solutions are presented in Supplementarycontent (Fig. 1S).

The synthetic route of 2-(1H-Imidazol-5-yl)ethanol has been constantly updated, and we look forward to future research findings.

Related Products of 41716-18-1,Some common heterocyclic compound, 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, molecular formula is C5H6N2O2, 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.

Triethylamine (31 muL, 0.22 mmol) was added to a solution of 1-methyl-1H-imidazole-4-carboxylic acid (Combi-Blocks, catNo.HI-1090: 11 mg, 0.088 mmol), 2,2,2-trifluoro-N-[(4-methylpiperidin-4-yl)methyl]-N-[(1R,2S)-2-phenylcyclopropyl]acetamide (Example 44, Step 3: 15 mg, 0.044 mmol) and (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (46 mg, 0.088 mmol) in N,N-dimethylformamide (0.8 mL). The resulting mixture was stirred at room temperature for 4 h then NaOH (15 wt percent in water, 0.5 mL) was added. The reaction mixture was stirred at 40° C. overnight then cooled to room temperature and purified by prep-HPLC (pH=2, acetonitrile/water+TFA) to give the desired product as the TFA salt. LC-MS calculated for C21H29N4O (M+H)+: m/z=353.2. found 353.2.

The synthetic route of 41716-18-1 has been constantly updated, and we look forward to future research findings.

Reference of 26576-46-5,Some common heterocyclic compound, 26576-46-5, name is 5-Acetoacetlamino benzimdazolone, molecular formula is C11H9N3O3, 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.

Dispersion synergist SYN-23; Formation of the dispersion synergist SYN-23 is accomplished by diazotation of compound 30 and subsequent coupling with compound 3 according to the following synthesis scheme: [Show Image] 29.98 mL (0.36 mol) of concentrated hydrochloric acid was added to a suspension of 18.1 g (0.1 mol) of compound 30 in 300 mL methanol. The mixture was cooled to about 0-5C and 8.97 g (0.13 mol) of sodiumnitrite was added. The diazonium-salt was kept at a temperature between 0 and 5C. After 15 minutes the excess of nitrite was neutralized by adding 3.0 g (0.03 mol) of sulfamic acid and a pH of 7 was obtained by adding 25.2 g (0.3 mol) of sodiumcarbonate. While the diazonium-salt was made, 22.1 g (0.1 mol) of compound 3 was dissolved in a mixture of 500 mL methanol and 10.0 mL (0.1 mol) 29% soduimhydroxide-solution. This solution was dropped into the diazonium-salt solution and a yellow suspension appears. The temperature was maintained between 0 and 5C for about 3 hours and the yellow pigment was filtered and washed with methanol. The yield was 88 %.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Acetoacetlamino benzimdazolone, its application will become more common.

Synthetic Route of 13275-42-8, 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. 13275-42-8 name is 2-(2-Bromophenyl)-1H-benzo[d]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.

General procedure: To a 5mL screw-capped vial was added 1 (0.3mmol) and 1,3-diketone 2 (0.45mmol), together with CuI (0.006g, 0.03mmol), K3PO4 (0.127g, 0.6mmol), and DMF (3mL). The mixture was stirred at 130C for 24h. The mixture was then cooled to room temperature, and filtered through a short column of silica gel (ethyl acetate) to remove inorganic salts. Removal of the solvent left a crude mixture, which was separated by TLC [silica gel 60 GF254 (Merck), ethyl acetate-hexane (the reaction with acyclic ketones) or dichloromethane-methanol (the reaction with cyclic ketones)] to give desired products 3. Except for known 3o [11h], 3q [11c], 3s [11b] and 3t [10a], all new products prepared by the above procedure were characterized spectroscopically as shown below. Similar treatment of 6 with 2a and work-up (TLC, CH2Cl2/MeOH=99/1) shown above gives 7 in 56% yield.

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