Month: May 2021

These common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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: 68282-53-1

COMPOUND 12.1. 26: N,N-DIETHYL-4-{7-HYDROXY-6-METHOXY-2-[(5- METHYL-1H-IMIDAZOL-4-YL)METHYL]-1,2,3, 4- TETRAHYDROISOOUINOLIN-1-YL} BENZAMIDE; To a solution of INTERMEDIATE 5.1. 12 (56 mg, o. 158 mmol) in anhydrous dichloromethane (3.5 mL) was added 4-methyl-lH-imidazole-5-carboxaldehyde (2. 5eq, 43 mg, 0.395 mmol) and followed by sodium triacetoxyborohydride (4eq, 134 mg, 0.623 mmol). The reaction mixture was stirred at room temperature for 20hr then quenched with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (2 x 20 mL), dried over MgS04. Solvent was removed and the residue purified by preparative column chromatography to give 60 mg (0.1339 mmol, 84%) of COMPOUND 12.1. 26 as a white solid. 1H NMR (500 MHz, CDC13) : 8 1.15 (br s, 3H), 1.30 (br s, 3H), 2.08 (s, 3H), 2.61 (m, 1H), 2.78 (m, 1H), 2.98 (m, 1H), 3.18 (m, 1H), 3. 36 (br s, 2H), 3.40 (d, J 10 Hz, 1H), 3. 58 (br s, 2H), 3. 68 (d, J 10 Hz, 1H), 3. 80 (s, 3H), 4.58 (s, 1H), 6.15 (s, 1H), 6.70 (s, 1H), 7.35 (d, J 8 Hz, 2H), 7.40 (d, J 8 Hz, 2H), 7.75 (s, 1H). 13C NMR (125 MHz, CDC13) : 5 9. 10, 12.00, 13.05, 27.75, 39.80, 43.80, 49.05, 55.25, 68.02, 111.15, 114.97, 125. 66,126. 13,127. 44,128. 00,129. 42, 129. 89, 133.19, 135.99, 144.60, 146.00, 146.82, 172.50. (+) LRESIMS m/z 449 (M+H)+.

The synthetic route of 5-Methyl-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 17289-25-7, name is (1-Methyl-1H-imidazol-4-yl)methanol, 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 17289-25-7, Application In Synthesis of (1-Methyl-1H-imidazol-4-yl)methanol

To a solution of intermediate 22 (5g, 44.64 [MMOL)] in [CH2CI2] (10 ml) at [0C] was added dropwise thionyl chloride (50 mi) and then the mixture was stirred at room temperature overnight and then at reflux for 3 hours. The mixture was concentrated under reduced pressure, and diethyl ether added. The resulting precipitate was filtered and dried to give the title product as a brown solid (4g, 53. [81%) ;’H] NMR (300 MHz, [D6-DMSO)] [] ppm: 9.25 (s, [1 H),] 7.8 (s, 1H), 4. 95 (s, 2H), 3.9 (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, (1-Methyl-1H-imidazol-4-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference of 16681-59-7, 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. 16681-59-7 name is 2-Bromo-1-methyl-1H-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.

[0461] 2-(2-chlorophenyl)-4-(piperazine-l-yl)quinazoline (91 mg, 0.281 mmol) was dissolved in NMP (3 mL) in a microwave reactor vial. Then 2-bromo-l- methylimidazole (0.05 mL, 0.561 mmol) was added and the mixture heated at 200 0C for 10 minutes in a microwave reactor. The mixture was poured into H2O, extracted with CH2Cl2, dried over Na2SO4, filtered, and concentrated in vacuo. The crude material was then purified by reverse phase HPLC (10% – 90% MeCNZH2O) to give the title compound. 1U NMR (400 MHz, CDCl3) delta 8.23 (m, IH), 8.13 (m, IH), 8.02 (m, IH), 7.92 (m, 2H), 7.67 (m, IH), 7.46 (m, 2H), 7.16 (d, IH), 6.83 (d, IH), 4.32 (m, 4H), 3.69 (m, 5H), 3.39 (m, 2H). MS (M/z, M+l), 405.5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-methyl-1H-imidazole, and friends who are interested can also refer to it.

Reference of 85692-37-1, A common heterocyclic compound, 85692-37-1, name is 1-(1-Methyl-1H-imidazol-2-yl)ethanone, molecular formula is C6H8N2O, 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.

PREPARATION 45 (1-Methyl-2-imidazolyl)glyoxal By the method of Preparation 41, 1-methyl-2-acetylimidazole was converted to present title product. The hydrate (200 mg.) was sublimed from a bath at 100-110 C. at 0.2 mm to yield 97 mg. of title product; 1 H-nmr 4.03 (s, 3H), 7.32 (s, 1H), 7.63 (s, 1H), 10.33 (s, 1H),; tlc Rf 0.16 (2:1 hexane:ethyl acetate).

The synthetic route of 85692-37-1 has been constantly updated, and we look forward to future research findings.

Application of 822-36-6,Some common heterocyclic compound, 822-36-6, name is 4-Methyl-1H-imidazole, molecular formula is C4H6N2, 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 9 5-(4-Methyl-1 H-imidazol-1 -yl)-3-trifluoromethyl-phenylamine (I) EPO To a single neck flask fitted with a condenser are added CuI (89.5 mg, 0.47 mmol), cyclohexanediamine (107.3 mg, 0.94 mmol) and diglyme (10 ml_). The mixture is stirred for 10 minutes at ambient temperature. To the purple heterogeneous mixture, 3-bromo-5- trifluoromethyl-phenylamine (XVI) (1.13 g, 4.7 mmol), 4-methyl-1 /-/-imidazole (0.77 g, 9.4 mmol) and Cs2CO3 (1.53 g, 4.7 mmol) are added. The mixture is heated at 1500C and stirred for an additional 24 hours. The mixture is cooled to 250C and purified by column chromatography (silica gel; EtOAc/MeOH 95:5) to afford (I) as the major product (840 mg).

The synthetic route of 822-36-6 has been constantly updated, and we look forward to future research findings.

Application of 4857-06-1,Some common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, 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 solution of compound 2 (2-chloro-1H-benzimidazole; 1 g) inMeOH (30 mL), a solution of Br2/MeOH (1.5 mL/15 mL) was addeddrop wise. The resulting suspension was stirred at room temperature for6 h, added H2O (30 mL) and stirring continued at room temperature for18-20 h. The reaction mixture was filtered and the precipitate waswashed thoroughly with cold H2O until the washing was neutral. Thewhite coloured solid was air dried and crystallized from MeOH. Whitesolid, yield (72%); mp 227-228 C; Rf – 0.52 (EtOAc:Hexane:: 3:7); 1HNMR (400 MHz, DMSO-d6) deltappm: 7.95 (s, 2H), 13.79 (br, s, 1H, eNH);13C NMR (100 MHz, DMSO-d6) deltappm: 120.9, 121.5, 138.7, 140.2; HRMSm/z Calcd. for C7H3Br2ClN2 (M+H)+: 308.8430, Found: 308.8434;Anal. Calcd. For C7H3Br2ClN2: C, 27.05; H, 0.95; Br, 51.45; Cl, 11.42; N,9.01% Found: C, 27.07; H, 0.96; Br, 51.48; Cl, 11.44; N, 9.05%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-1H-benzo[d]imidazole, its application will become more common.

Synthetic Route of 53710-78-4,Some common heterocyclic compound, 53710-78-4, name is 1-(3-Chloropropyl)-1H-imidazole, molecular formula is C6H9ClN2, 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: 60% NaH (9.6mg, 0.24mmol) was added to a solution of 5a (100mg, 0.24mmol) in dry DMF (10mL) at room temperature. After stirring for 30min, 1-(3-chloropropyl)-1H-imidazole (52mg, 0.36mmol) was added and the mixture was then stirred for 5h at 80C. After cooling, the mixture was poured into cold water (200mL) and extracted with EtOAc (3×50mL). The combined organic phase was washed with brine (3×150mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using dichloromethane/ 20 methanol/triethylamine (120:4:1, v/v/v) as eluent to afford 64.4mg (51.0%) 6a as a red solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(3-Chloropropyl)-1H-imidazole, its application will become more common.

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. 3543-73-5, name is Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, A new synthetic method of this compound is introduced below., SDS of cas: 3543-73-5

[0079] To a solution of 81.3 g (650.6 mmol) 2-bromoethanol, 1 g potassium iodide and 100 g water was added 17.0g (65 mmol) compound (6). The reaction mixture was heated to 65-70 C and held at this temperature for 8 h to 12 h.The pH value of the solution was held between 4.2-5.5 during this period by dropwise addition of a solution of 20.0 g(151.4 mmol) diammonium hydrogen phosphate in 35 g water. The control of pH over the duration of the reaction waseffected through use of a pH electrode. The conversion was followed by HPLC. The reaction was continued until thefraction of compound (7A) was ? 1.5 %. Thereby ca. 8% of compound (7B) had formed and the proportion of compound(7) was ca. 87%. The reaction mixture was subsequently concentrated to dryness at ca. 55-60 C under vacuum. Tothe residue was added 150 g water and, preferably with an alkali metal carbonate, the pH value adjusted to ca. 8.5. Thedesired product (7) was extracted with 200 g methylene chloride or 225 g chloroform, and the organic phase subsequentlywashed with 60 – 80 g water. The organic phase was then concentrated to dryness and the remaining oil or alreadycrystalline residue dissolved in 200 g ethyl acetate or alternatively in 60 g actetonitrile. Compound (7) crystallised at ca.5 C and was filtered under suction, washed with 20 g cold ethyl acetate or alternatively with 15 g cold acetonitrile anddried at 60 -70 C. The yield of compound (7) was 18.3 g (52.4 mmol) with a content of ? 98.2% (80.5 % of theory). Thecrude product contained ?0.6% compound (7A) and compound (7B) respectively as well as 99.2%, wherein compound (7A)was removed below a content of 0.2 % and compound (7B) below 0.3 %. Through the course of the reaction, the contentof compound (7C) was kept below 0.15 %, as this compound can only poorly be removed by recrystallization from theabove described solvents. The overall yield of this step was 76.5% of theory and was thus ca. 12.5% higher than thatdescribed in the procedure using ethylene oxide as according to DD34727 and ca. 31% higher in comparison to thefavoured procedure of W02011079193 involving addition of Huenig?s base.Example 5: Synthesis of ethyl 4-[5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-

The synthetic route of 3543-73-5 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. 1848-84-6, name is 2-Ethyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H10N2

General procedure: To a stirred solution of 10.0 mmol of compound 1a?1i in 10 mL of conc. H2SO4 we added dropwise 10 mL (0.11 mmol) of 33percent aqueous hydrogen peroxide at 100?105°C. The mixture was stirred for 0.5 h at 120°C, let to cool down, and poured in water. The pH of the solution was adjusted to ~2 with sodium carbonate, and the precipitate of 2-alkylimidazole-4,5-dicarboxylic acid 2a?2i was filtered off and recrystallized from water.

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 1848-84-6.

Adding a certain compound to certain chemical reactions, such as: 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, 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 75370-65-9, Safety of 4-Amino-1H-benzo[d]imidazol-2(3H)-one

Example 55: 2-(4-(trifluoromethyl)phenyl)-N-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)acetamide (scheme 10) Preparation of 2-(4-(trifluoromethyl)phenyl)-N-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)acetamide 4-trifluoromethylphenylacetic acid (300 mg, 1.47 mmol) was dissolved in 20 ml of THF and at 0C DEPC (0.28 ml, 1.3equiv) and amine 1a (260 mg, 1.2equiv.) were added to the solution. The mixture was warmed at 80C overnight, then evaporated and the crude was dissolved in AcOEt (30 ml) and washed with water (1 X 20 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column using AcOEt as eluant gave 150 mg of a white solid. Yield = 30% 1HNMR (DMSO, 400 MHz) delta 3.78 (2H, s), 6.75 (1H, d), 6.84 (1H, t), 7.05 (1H, d), 7.56 (2H, d, J = 8 Hz), 7.70 (2H, d, J = 8 Hz), 9.80 (1H, bs), 10.18 (1H, bs), 10.64 (1H, bs); [M+1] 336.1 (C16H12F3N3O2 requires 335.3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-1H-benzo[d]imidazol-2(3H)-one, and friends who are interested can also refer to it.