Tag: M.W=100-200

Related Products of 32673-41-9, 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. 32673-41-9, name is 4-Imidazolemethanol hydrochloride belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step F Preparation of 1-Triphenylmethyl-4-(hydroxymethyl)-imidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in dry DMF (250 ml) at ambient temperature was added Et3 N (90.6 mL, 650 mmol). A white solid precipitated from the solution. Chlorotriphenylmethane (76.1 g, 273 mmol) in of DMF (500 mL) was added dropwise. The reaction mixture was stirred for 20 hrs, poured over ice, filtered, and washed with ice water. The resulting product was slurried with cold dioxane, filtered, and dried in vacuo to provide the title compound as a white solid which was sufficiently pure for use in the next step.

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, 4-Imidazolemethanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US5817678; (1998); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 1H-Benzimidazole-7-carboxylic acid

Example 144 : N-(5-((5-(4-(dimethylcarbamoyl)phenyl)pyridin-2-yl)amino)pyridin-3- yl)-1H-benzo[d]imidazole-4-carboxamide. [0711] To a mixture of 4-(6-((5-aminopyridin-3-yl)amino)pyridin-3-yl)-N,N- dimethylbenzamide (80 mg, 0.24 mmol) in pyridine (2 mL) was added lH-benzo[d]imidazole-4-carboxybc acid (58 mg, 0.36 mmol) and EDOHC1 (92 mg, 0.48 mmol), the reaction mixture was stirred at 50 C for 2 h to give a brown suspension. LCMS (Rt = 0.660 min; MS Calc’d: 477.2; MS Found: 478.1 [M+H]+). The mixture was concentrated under reduced pressure to give a residue. The residue was purified by washing with MeOH (5 mL) to give a crude product. Then further purified by prep-HPLC (0.225% FA as an additive) to give N-(5-((5-(4- (dimethylcarbamoyl)phenyl)pyridin-2-yl)amino)pyridin-3-yl)-1H-benzo[d]imidazole-4- carboxamide (7.9 mg, yield: 7%) as a white solid. LCMS (Agilent LCMS 1200-6140 A, mobile phase: from 99% [water + 0.1% FA] and 1% [MeCN + 0.1% FA] to 95% [water + 0.1% FA] and 5% [MeCN + 0.1% FA] in 0.6 min, then changed to 100% [MeCN + 0.1% FA] under this condition for 3.4 min, finally back to 99% [water + 0.1% FA] and 1 % [MeCN + 0.1% FA] and under this condition for 0.5 min.) purity is 97.48%, Rt = 2.126 min; MS Calc’d: 477.2; MS Found: 478.3 [M+H]+. NMR (400 MHz, DMSO-rie) d 2.91-3.05 (6H, m), 7.04 (1H, d, J = 8.8 Hz), 7.45-7.53 (3H, m), 7.76 (2H, d, J = 8.4 Hz), 7.85-7.94 (1H, m), 8.00-8.07 (2H, m), 8.61-8.72 (3H, m), 8.74-8.80 (1H, m), 8.83-8.92 (1H, m), 9.75 (1H, br s).

The synthetic route of 46006-36-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PETRA PHARMA CORPORATION; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; KESICKI, Edward A.; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (450 pag.)WO2019/126731; (2019); A1;,
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Imidazole | C3H4N2 – PubChem

Synthetic Route of 934-22-5, 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. 934-22-5, name is 6-Aminobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2,3-di-bromo-6-hydroxy-5-methoxybenzaldehyde (0.1g, 0.32 mmol), 5-amino-benzimidazole (0.03g, 0.21 mmol) and isoamyl alcohol (2 mL) and N2It was stirred at room temperature.It was added dropwise acetic acid (0.07 mL) and the mixture was refluxed overnight.Filtering the reaction mixture, CH2Cl2and dried and then washed with MeOH, the orange powder obtained in26to give a (0.06g, 0.14mmol, 65.4%).

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

Reference:
Patent; Yonsei University Industry-Academic Cooperation; Sungkyunkwan University Academic Cooperation; Lee, Sung Taek; Noh, Kyung Tae; Sim, Hyun Jae; Jung, Young Hoon; Yang, Hey Lan; (34 pag.)KR101639289; (2016); B1;,
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Imidazole | C3H4N2 – PubChem

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. 39070-14-9, name is (1-Methyl-2-nitro-1H-imidazol-5-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (1-Methyl-2-nitro-1H-imidazol-5-yl)methanol

EXAMPLE 7 A lithium diisopropylamine solution (prepared from 65 ml of a 2.2 molar solution of butyl lithium in hexane and 14.5 g of diisopropylamine in 150 ml of tetrahydrofuran) was added dropwise at a temperature of -60 C. within 15 minutes to a solution of 22 g of 1-methyl-2-nitroimidazole-5-methanol in 300 ml of tetrahydrofuran and 150 ml of dimethylformamide. The mixture was stirred at -60 C. for 30 minutes and treated with 28 g of p-toluenesulphonyl chloride in 150 ml of tetrahydrofuran. After removing the cooling, warming to room temperature and adding 300 ml of ice/water, the mixture was extracted three times with 300 ml of ethyl acetate each time. The combined extracts were washed with 150 ml of saturated sodium chloride solution and evaporated under reduced pressure. The residue was purified on 800 g of silica gel with ethyl acetate/dichloromethane (1:3, v/v). After a forerun of 1.5 l, the next 1.5 l were collected and evaporated. Recrystallization from 70 ml of toluene yielded 12 g (50%) of 5-(chloromethyl)-1-methyl-2-nitroimidazole, m.p. 100-101 C.

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 39070-14-9.

Reference:
Patent; Hoffmann-La Roche Inc.; US4515790; (1985); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 2302-25-2, name is 4-Bromo-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 2302-25-2

General procedure: A deaerated mixture of 4(5)-bromo-1H-imidazole (6) (0.735g, 5.00mmol), an arylboronic acid 7 (10.0mmol), CsF (2.28g, 15.0mmol), PdCl2(dppf) (0.183g, 0.25mmol), and BnEt3NCl (0.057g, 0.25mmol) in toluene (30mL) and water (30mL) was heated at reflux under argon for 96h. The mixture was then cooled to room temperature and partitioned between water and AcOEt, and the organic extract was dried and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to provide the desired product. This procedure was used to prepare compounds 5a and 5b, in 75 and 95% yields.

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; Bellina, Fabio; Guazzelli, Nicola; Lessi, Marco; Manzini, Chiara; Tetrahedron; vol. 71; 15; (2015); p. 2298 – 2305;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 68282-53-1, A common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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.

COMPOUND 12.1. 60: N*N-DIETHYL-4-f6-METHOXY-2-r (5-METHYL-1H- IMIDAZOL-4-YL) METHYLI-7- (NEOPENTYLOXY-1, 2, 3, 4- TETRAHYDROISOOUINOLIN-1-YUBENZAMIDE; To a solution of INTERMEDIATE 7.1. 4 (18 mg, 0.0424 mmol), 4-methyl-1H- imidazole-5-carboxaldehyde (5.8 mg, 0.052 mmol, 1. 2eq) in 1,2-dichloroethane (2 mL) was added sodium triacetoxyborohydride (11.1 mg, 0.052 mmol). The reaction mixture was stirred at room temperature for overnight, then diluted with dichloromethane (5 mL), quenched with saturated aqueous sodium bicarbonate (0.5 mL) and separated. The organic phase was washed with brine (1 x 2 mL), dried (MgSO4) and filtered. To the filtrate ps-scavenger was added, stirred for 2hr and filtered. The filtrate was concentrated and purified by flash chromatography to give compound COMPOUND 12.1. 60 (15 mg, 0.0029 mmol, 68%) as colorless oil. lHNMR (500 MHz, CD2Cl2) : No. 0. 89 (s, 9H), 1.00 (br s, 3H), 1.24 (br s, 3H), 1.90 (s, 3H), 1.99 (s, 2H), 2.45 (m, 1H), 2.68 (m, 1H), 2. 82 (m, 2H), 3.15 (br s, 2H), 3.28 (m, 2H), 3.40 (br s, 2H), 3.70 (s, 3H), 4.45 (s, 1H), 6.10 (br s, 1H), 6.51 (s, 1H), 7.29-7. 33 (m, 4H), 8.18 (s, 1H). (+) LRESIMS m/z 519 [M+H] +.

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:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 615-16-7, 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. 615-16-7, name is 2-Hydroxybenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Under N2 protection, 2(3H)-benzimidazolone 2 (20 g, 149 mmol) was dissolved in CH2Cl2 (75 mL). The solution was cooled to 5 oC and AlCl3 (48 g, 358 mmol) was carefully added as a solid in three equal portions over 10 min. Then ,2-chloropropionyl chloride 3 (21 g, 169 mmol) was added dropwise. After the addition, the reaction mixture was warmed up and stirred for 17 h at room temperature. Then, AlCl3 (10 g, 75 mmol) was added and the reaction mixture was stirred for 2 h at 25 oC. The reaction mixture was slowly poured into acooled mixture (pre-cooled to 5 oC) of heptane (300 mL) and H2O (300 mL). The result mixture was stirred for 15 h at 25 oC. Filtration of the mixture gave a wet cake, which was washed by H2O (200 mL), followed by heptane (100 mL). The resulting cake was dried over 50 oC for 3 h to give compound 4 (33 g,98%); a brown solid; mp 142-144 oC; IR (KBr, max cm-1): 3197, 3095, 2987, 2857, 1750, 1674, 1473,1276, 1201, 872, 708 cm-1; 1H-NMR (400 MHz, DMSO-d6): = 1.60 (d, J = 4.8 Hz, 3H), 5.75 (q, J = 4.8Hz, 1H), 7.06 (d, J = 6.3 Hz, 1H), 7.55 (s, 1H), 7.66 (d, J = 6.3 Hz, 1H), 10.98 (br s, 1H), 11.16 (br s, 1H)ppm; 13C-NMR (100 MHz, DMSO-d6): = 20.62, 53.66, 108.63, 109.14, 123.86, 127.02, 130.37, 135.23,155.90, 193.11 ppm; HRMS (ESI): calcd. for C10H10ClN2O2 225.0431 [M+H]+; found 225.0431. Anal.Calcd for C10H9ClN2O2: C, 53.47; H, 4.04; Cl, 15.78; N, 12.47. Found: C, 53.40; H, 3.95; Cl, 15.71; N,12.38.

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

Reference:
Article; Zou, Ping; Hu, Lin; Yan, Xi-Meng; Li, Xiao-Yue; Wei, Wanguo; Qiu, Xiao-Long; Gou, Shao-Hua; Heterocycles; vol. 98; 5; (2019); p. 674 – 680;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 492-98-8, name is 1H,1’H-2,2′-Biimidazole, 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. Safety of 1H,1’H-2,2′-Biimidazole

Synthetic example 2:4,441H ‘H-2>2,-biimidazole-1 vdiyl)bis(/Vl/V-diphenylaniline)A mixture of IH.I’H^’-biimidazole (1.02 g, 7.63 mmol), 4-bromo-A/,A/- diphenylaniline (9.89 g, 30.5 mmol) and Cs2C03 (12.4 g, 38.2 mmol) in DMF (150 mL) was degassed (N2 bubbling, 15 min). Cu20 (440 mg, 3.0 mmol) was added and the mixture was heated (140 C, 72h). The mixture was allowed to cool to room temperature and filtered through Celite washing with CH2CI2. The combined filtrate and washings were concentrated. The mixture was diluted with CH2CI2 and H20 and the organic phase was separated. The aqueous phase was re-extracted (CH2CI2) and the combined organics were washed (saturated aqueous NaCI), dried (MgS04), filtered and concentrated to give a solid residue. The residue was purified by flash chromatography (EtOAc/Et-jN/MeOH 100:1 :0 then 100:1 :2 then 100:1:5) to give 4,4′- (1Hl1,H-2,2,-biimidazole-1,r-diyl)bis(A/,A/-diphenylaniline) (1.57 g, 33%) as a colourless solid. A. portion of this material was further purified firstly, by recrystallisation (petrol/toluene) and then by distillation (sublimation apparatus 215 C, 10-6 mBar): m.p. 174 – 182 C (DSC); 1H NMR (CDCI3, 400 MHz) delta 6.67 (d, J 8.8 Hz, 4H), 6.88 (d, J 8.8 Hz, 4H), 7.00 – 7.06 (m, 12H), 7.15 (br s, 2H), 7.18 – 7.25 (m, 8H), 7.34 (br s, 2H); 13C NMR (CDCI3, 100 MHz) delta 121.8, 122.7, 123.8, 124.6, 124.7, 128.9, 129.4, 130.0, 146.9, 147.8; HRMS (El) m/z 619.2598 C 2H3iN6 [M – H]+* requires 619.2605

The synthetic route of 1H,1’H-2,2′-Biimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION; MACDONALD, James Matthew; BOWN, Mark; UENO, Kazunori; WEBER, Karl Peter; O’CONNELL, Jenny Lee; HIRAI, Tadahiko; WO2012/51666; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 53710-78-4, 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. 53710-78-4, name is 1-(3-Chloropropyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

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.

The chemical industry reduces the impact on the environment during synthesis 1-(3-Chloropropyl)-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Liu, Xiaoqi; Hu, Yuanyuan; Gao, Anhui; Xu, Meng; Gao, Lixin; Xu, Lei; Zhou, Yubo; Gao, Jianrong; Ye, Qing; Li, Jia; Bioorganic and Medicinal Chemistry; vol. 27; 4; (2019); p. 589 – 603;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3012-80-4, These common heterocyclic compound, 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-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.

General procedure: Equimolar quantities of 1-methyl-1H-benzo[d]imidazole-2-carbaldehyde and the respective aniline derivative were placed in microwave vial, and the reaction mixture was irradiated at 90?C during 4?min. After cooling to room temperature, the resulting residue was then purified by recrystallization in ethanol to give the pure Schiff base. N-(4-methoxyphenyl)-1-(1-methyl-1H-benzo[d]imidazol-2-yl)methanimine (L1).

The synthetic route of 3012-80-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boulebd, Houssem; Lahneche, Yousra Doria; Khodja, Imene Amine; Benslimane, Meriem; Belfaitah, Ali; Journal of Molecular Structure; vol. 1196; (2019); p. 58 – 65;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem