Month: April 2021

Reference of 93-84-5, The chemical industry reduces the impact on the environment during synthesis 93-84-5, name is 5-Nitro-1H-benzo[d]imidazol-2(3H)-one, I believe this compound will play a more active role in future production and life.

5-Nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one (0.837 mmol,1 eq, 0.15 g) was dissolved in ethanol (5 mL). SnCl2 ·2 H2O(4.187 mmol, 5 eq, 0.94 g) was added to the solution and the system was cooled to 0 C. Afterwards, 37% HCl (0.5 mL) was added dropwise.The reaction mixture was stirred at 0 C for 10 min, then itwas let warm to room temperature and then was heated to 75 C.The reaction mixture was stirred at this temperature for 3 h andthen left overnight (10 h) at room temperature. The next morning the reactionwas cooled to 0 C and quenched by dropwise additionof a saturated aqueous solution of NaHCO3 till pH 7-8. The product was extracted with ethyl acetate (3 x 10 mL). The combined organiclayers were washed with a saturated aqueous solution of NaCl(2 x 5 mL) and then dried over Na2SO4, filtered and concentrated invacuo. The extract was purified by silica gel chromatography elutingwith chloroform: methanol 8:1, to afford the amine 7; -benzo[d]imidazol-2-one (0.365 mmol, 54.5 mg, Y 44%). m.p. 253-256 C(methanol). 1H NMR (DMSO-d6, 400 MHz, delta; ppm) deltaH: 6.21-6.24(1H, dd, J = 2 Hz, 8.2 Hz, C(4)H), 6.29 (1H, d, J = 2 Hz, C(2)H), 6.63(1H, d, J = 8 Hz, C(5)H), 10.08 (1H, bs, N(1)H), 10.23 (1H, bs, N(2)H)ppm. 13C NMR (DMSO-d6, 100 MHz, delta; ppm) deltaC: 95.4, 106.7, 108.6,119.9, 130.2, 143.1, 156.4 ppm. MS (EI) m/z [M]+:149.07.

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, 5-Nitro-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.

934-32-7, name is 1H-Benzo[d]imidazol-2-amine, 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. SDS of cas: 934-32-7

General procedure: Amine (1 mmol) was added to the mixture of (Boc)2O (1 mmol) and DSIMHS (6.5 mg, ~ 0.02 mmol) with constant stirring at room temperature under solvent-free conditions. After completion of the reaction (monitored by TLC), ethyl acetate (3 × 5 mL) was added to the reaction mixture and the catalyst was decanted and washed with ethyl acetate (2 × 5 mL) and dried. The product was purified by column chromatography, using ethyl acetate-petroleum ether (2:8) eluent.

The synthetic route of 934-32-7 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 17334-08-6, 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. 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows.

1-Methyl-2-hydroxymethyl imidazole (15.0 g, 134 mmol) was added, with shaking and exclusion of moisture, over a period of 15 min to ice cooled thionyl dichloride (24.6 mL, 30 g, 0.25 mol). The reactants were then heated under reflux for 15 min. The cooled solution was evaporated under reduced pressure followed by recrystallization from ethanol (25 mL) and dried under high vacuum to give 2-(chloromethy1)-1-methyl-1H-imidazole hydrochloride as brown crystals. Yield: 15.1g, 88%. 1H NMR (CDCl3) delta ppm: 7.79 (s, 1H), 7.70 (s, 1H), 5.2 (s, 2H), 3.86 (s, 3H). 3C NMR (CD3OD) delta ppm: 142.05, 124.7, 119.08, 33.9, 31.4. TOF-MS m/z: 131.0384 (M+H+, 100%). Molecular formula of cation, C5H7N2Cl, calculated m/z of cation: 131.04 (M+H+)

The chemical industry reduces the impact on the environment during synthesis (1-Methyl-1H-imidazol-2-yl)methanol. I believe this compound will play a more active role in future production and life.

Synthetic Route of 147403-65-4, 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. 147403-65-4 name is Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, 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.

Example 19Methyl 2-ethoxy- 1 -((2′-(5-oxo-4,5-dihydro- 1 ,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- 1 H- benzo[c ]imidazole-7-carboxylate of formula laFirst, active carbon (0.1 g) and then a solution of diphosgene (0.15 g, 0.75 mmol) in THE (1 ml) were added to a mixture of methyl 2-ethoxy- 1 -((2′-((hydroxyamino)iminomethyl)- biphenyl-4-yl)methyl)-l H-benzo[(i]imidazole-7-carboxylate (of formula Va; 0.44 g, 1 mmol), THF (10 ml) and triethylamine (0.5 g, 5 mmol) and the mixture was stirred in a closed pressure flask at the room temperature for 1 hour. Then, the temperature was increased to 100 C and the mixture was stirred at this temperature for 4 hours. After cooling down, water (20 ml) was added under stirring and, after stirring for 30 minutes, the active carbon was aspirated through kieselguhr. The filtration cake was washed with 5 % ammonia (5 ml). The filtrate was then acidified with acetic acid and the resulting mixture was extracted with ethyl acetate (2 x 25 ml). After washing with water (5 5 ml) the extract was dried and after evaporation 0.4 g of a product was obtained, which contained 66.3 % of the compound of formula la according to HPLC. Centrifugal chromatography (Cyclograph from Analtech, plate thickness 2 mm, dichloromethane-methanol 20 : 1 to 10 : 1 system) and subsequent crystallization from ethyl acetate yielded 0.25 g (53.1 %) of a product, which contained 99.8 % of the compound of formula la according to HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, and friends who are interested can also refer to it.

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. 5465-29-2, name is 2-Propylbenzimidazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Propylbenzimidazole

[Example 1] (E)-[2-(2-Propylbenzimidazol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile (compound 1) (E)-2-(2-Bromomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)acetonitrile (648 mg, 2.00 mmol) obtained in Reference Example B1 and 2-propylbenzimidazole (385 mg, 2.40 mmol) were dissolved in DMA (2 mL), potassium carbonate (553 mg, 4.00 mmol) was added, and the mixture was stirred at room temperature for 14 hr. Water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=97/3) to give the title compound (compound 1) (778 mg, 96%). ESI-MS m/z: 404 (M + H)+; 1H-NMR (CDCl3, delta): 1.01 (t, J = 7.4 Hz, 3H), 1.85-1.90 (m, 2H), 2.79 (t, J= 7.6 Hz, 2H), 3.06 (br s, 4H), 5.29 (s, 2H), 5.67 (s, 1H), 6.79-6.88 (m, 2H), 7.11-7.35 (m, 7H), 7.43 (dd, J = 7.3, 1.7 Hz, 1H), 7.76 (d, J = 7.3 Hz, 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 5465-29-2.

Electric Literature of 1003-91-4, The chemical industry reduces the impact on the environment during synthesis 1003-91-4, name is 2,4,5-Tribromo-1-methylimidazole, I believe this compound will play a more active role in future production and life.

To a solution of Example 69b (84 g, 263.3 mmol) in dry THF (2L) was added EtMgBr (88 mL, 263.3 mmol, 3.0M in ether) slowly under N2.The reaction was stirred at r.t. for 2 hours. Then about 2.0L water was added and filtered concentrated and the residue was extracted with EtOAc (50 mL * 2). The combined organic phase was washed with brine, dried over Na2S04, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product Example 69d (14.0 g) as white solid ‘HNMR (400 MHz, Chloroform- ) delta 7.48 (s, 1H), 3.63 (s, 3H). Example 69c (14.0g) as white solid. NMR (400 MHz, Chloroform- ) delta 6.94 (s, 1H), 3.60 (s, 3H).

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, 2,4,5-Tribromo-1-methylimidazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 19225-92-4,Some common heterocyclic compound, 19225-92-4, name is 2-(Chloromethyl)-1-methyl-1H-imidazole, molecular formula is C5H7ClN2, 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 a stirred solution of 4-bromo-5-(piperazin-1-yl)-2,3-dihydropyridazin-3-one (80 mg, 0.31 mmol, 1 equiv.) and DIEA(119.7 mg, 0.93 mmol, 3 equiv.) in DMF(4 mL) was added 2- (chloromethyl)-1-methyl-1H-imidazole(60.5 mg, 0.46 mmol, 1.5 equiv.) in portions at rt overnight. The reaction liquid was purified by Prep-HPLC with the following conditions (Column: XBridge Prep C18 OBD Column, 5um,19*150mm ; Mobile Phase A: Water(10 mmol/L NH4HCO3), Mobile Phase B: MeCN; Flow rate: 20 mL/min; Gradient: 5% B to 28% B in 7 min; 254 nm; Rt: 6.32 min) to afford 4-bromo-5-[4-[(1-methyl-1H-imidazol-2- yl)methyl]piperazin-1-yl]-2,3-dihydropyridazin-3-one (33.3mg,30.53%) as a white solid

The synthetic route of 19225-92-4 has been constantly updated, and we look forward to future research findings.

Reference of 39513-26-3, These common heterocyclic compound, 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-one, 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.

Iodomethane (2.41 g) was added to a suspension of 5-bromo-1,3-dihydro-benzoimidazol-2-one (1.65 g) and potassium tert-butoxide (1.91 g) in DMA (20 ml). The mixture was stirred overnight at room temperature. The mixture was poured to 2.5N aqueous HCl (80 ml) and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated in vacuo. Heptane (50 ml) was added to the residue and the mixture was filtered. The residue was washed with diethyl ether and dried in vacuo to give the title compound (1.1 g) as a light brown solid. MS (m/e)=241.1 [M+H+].

The synthetic route of 39513-26-3 has been constantly updated, and we look forward to future research findings.

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. 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5805-57-2

General procedure: 9-Chloroacridine or its derivatives (1.0 mmol) and phenol (10.0 mmol) were added into a 100 ml round-bottom flask and the mixture was stirred for 1 h at 60 C under argon atmosphere. Then benzimidazole derivatives (8a-8n, 8p-8q, 1.2 mmol) were added. The mixture was stirred under 120 C for 2 h. Then the mixture was poured into a mixture of ethyl acetate (50 mL) and N-methyl morpholine (1 ml) to get the crude product as yellow precipitation. The crude product was recrystallized from ethylacetate.

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 5805-57-2.

Application of 384821-19-6, A common heterocyclic compound, 384821-19-6, name is N-Methyl-1-(1-methyl-1H-imidazol-5-yl)methanamine, molecular formula is C6H11N3, 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 a mixture of 3-{3-[2,2,2-Trifluoro-ethyl)-ureido]-imidazo[1 ,2-a]pyridine-7- carboxylic acid (600 mg, 1.45 mmol), HBTU (823 mg, 2.17 mmol), triethylamine (402 mul_, 2.9 mmol) in a 10/1 mixture of THF/DMF (15 ml_) was added, under an atmosphere of N2, (1-lambda/-methyl-imidazol-5-yl)methylamine (322 mg, 2.89 mmol). The reaction mixture was stirred at room temperature for 18 hours then quenched with water. The aqueous layer was extracted with AcOEt. The organic layer was allowed to stand overnight. The precipitate was filtered off to afford 3-{3-[2,2,2-Trifluoro-ethyl)-ureido]-imidazo[1 ,2-a]pyridine-7-[5-(1-lambda/- methyl-imidazole)]-methylamide (454 mg, 66%).1H NMR (500 MHz, DMSO-d6): 9.15 (br. s., 1 H), 9.07 (br. s., 1 H), 8.61 (d, J = 7.25 Hz, 1 H), 8.25 (s, 1 H), 7.89 (s, 1 H), 7.77 (s, 1 H), 7.56 (s, 1 H), 7.39 – 7.52 (m, 3 H), 7.26 (d, J = 7.25 Hz, 1 H), 7.11 (br. s., 1 H), 6.87 (s, 1 H), 4.51 (s, 2 H), 3.93 (q, J = 9.77 Hz, 2 H), 3.64 (s, 3 H). MS: [M+H] +: 472.2 Melting point > 2600C

The synthetic route of 384821-19-6 has been constantly updated, and we look forward to future research findings.