Tag: M.W=100-200

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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C4H5BrN2

Intermediate 3: Step b (1-Methyl-1H-imidazol-5-yl)(thiazol-5-yl)methanone To a solution of 5-bromo-1-methyl-1H-imidazole (1.14 g, 7.11 mmol) in DCM was added ethyl magnesium bromide (2.34 mL, 7.11 mmol; 3 M in diethyl ether) dropwise over a 10 minute period. The resulting pale yellow solution was stirred at room temperature for 15 minutes, cooled in an ice bath to 0 C. and N-methoxy-N-methylthiazole-5-carboxamide (Intermediate 3, step a) (1.02 g, 5.92 mmol) dissolved in DCM (3 mL) was added dropwise. The cold bath was removed and the reaction mixture stirred at room temperature for 48 hours. To the resulting yellow suspension was added water followed by 6 M aqueous HCl to a neutral pH (pH=6-7). The aqueous mixture was extracted with DCM, dried over Na2SO4, filtered and concentrated. Et2O was added and the mixture sonicated. The precipitates were collected by filtration and dried to provide the title compound as a tan solid.

The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; US2014/107096; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. Computed Properties of C7H7N3

General procedure: A mixture of 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol), arylaldehyde (1.0 mmol), dimedone (1.0 mmol), and 15 mol % p-TsOH.H2O was stirred in 5 cm3 acetonitrile as solvent at 40-50 C for the appropriate time (Table 3). The progress of the reaction was monitored by TLC. After completion of the reaction, a thick precipitate was obtained. The solid product was filtered off and washed with acetonitrile and subsequently dried in air. The pure product was characterized by conventional spectroscopic methods.

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

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Monatshefte fur Chemie; vol. 145; 12; (2014); p. 1967 – 1973;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 20485-43-2, The chemical industry reduces the impact on the environment during synthesis 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

HATU (O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate) (1.75g; 4.60 mmol) was added in on portion to a stirring solution of 1-methyl-1 H- imidazole-2-carboxylic acid (509 mg; 4.04 mmol), lambda/,O-dimethylhydroxylamine hydrochloride (391 mg; 4.01 mmol), and diisopropylethylamine (2.0 ml 1 1.9 mmol) in anhydrous DMF (14 ml_). The mixture was stirred at room temperature for 17 hours and partitioned between ethyl acetate (100 ml.) and water (100 ml_). The organic phase was dried (MgSO4) and concentrated in vacuo, giving a colourless oil (1.45 g). This was purified by column chromatography, giving the title compound as a colourless oil (494 mg; 73%). 1H-NMR (400MHz, CDCI3): 3.57 (3H, br s), 3.86 (3H, s), 3.91 (3H, s), 6.97 (1 H, d, J=I Hz), 7.07 (1 H, d, J=I Hz).

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-imidazole-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/107539; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application 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.

A solution of tert-butyl 5-(2-(3-hydroxyphenyl)quina7.olin-4-ylamino)- l H- indazole-1-carboxylate (50mg, 0. 1 1 mmol), 2-(chloromethyl)-l -methyl- 1 H-imidazole (22 mg, 0.13 mmol), KI ( 22 mg, 0. 13 mmol), K2CO3 (76 mg, 0.55 mmol) in anhydrous DMF (1.2 niL) was heated at 50″C for 100 minutes. Added 1.2 equivalents each of 2- (chloromethyl)-l -methyl- l H-imidazole and Kl and heated for another 35 minutes. Added 2.4 equivalents each of 2-(chloromethyl)- l -methyl-l H-imidazole and Kl along with 2.0 equivalents of K2COj and heated for 1 h. The solution was diluted with CH2Cl2 and washed with aqueous saturated NaCI (2x). The organic phase was dried under Na2SO.) and concentrated /’// vacuo to afford tert-butyl 5-(2-(3-(( l -methyl- 1 H-imida7.ol-2-yl)methoxy)- phenyl)quinazolin-4-ylamino)- 1 H-indazole- 1 -carboxylate.

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

Reference:
Patent; SURFACE LOGIX, INC.; SWEETNAM, Paul; BARTOLOZZI, Alessandra; CAMPBELL, Anthony; COLE, Bridget; FOUDOULAKIS, Hope; KIRK, Brian; SESHADRI, Hemalatha; RAM, Siya; WO2010/104851; (2010); A1;,
Imidazole – Wikipedia,
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. 3034-62-6, name is 2-Iodo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Iodo-1H-imidazole

The organic material was extracted with ethyl ether, washed with 10% aqueous NaS2 O3, brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexanes/ethyl acetate=3:2) to give the title compound as a light yellow oil (639 mg, 37%) and the corresponding 2-iodoimidazole as a light yellow solid (245 mg, 14%). PNMR (CDCl3, 300 MHz): d 2.89 (s, 6H) 7.34 (s, 1H), 7.78 (s, 1H).

According to the analysis of related databases, 3034-62-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan, Inc.; US5475113; (1995); A;,
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 71759-89-2 as follows. Recommanded Product: 5-Iodo-1H-imidazole

A mixture of 16 (150 mg, 0. 298 mmol), 4-IODOIMIDAZOLE (86.7 mg, 0.447 mmol), dichlorobis (triphenylphosphine) palladium (II) (20.9 mg, 0.0298 mmol), LiCl (37.9 mg, 0. 894 MMOL) 9 M AQ. NA2CO3 (0.75 mL, 0.75 mmol) in toluene (1.8 ML) and EtOH (1. 8 ML) was microwaved at 120 C for 15 min. The reaction mixture was cooled, brine (3 mL) was added and the aqueous layer extracted with ethyl acetate (3 X 5 ML). Sorbent (HM-N, Jones Chromatography) was added, the solvent evaporated and the product purified by silicagel chromatography using MEOH : CH2CL2 (3: 97) (gradient elution) to give product 17 as A brown foam (111 mg, 84%); 1H NMR (400 MHz, CDCl3) 62. 96 (s, 6H), 6.77 (d, J = 8. 8 Hz, 2H), 7.48-7. 35 (m, 5H), 7.52 (t, J = 7. 6 Hz, 1H), 7.81 (s, 1H), 7.99 (s, 1H), 8. 11 (d, J = 7.5 Hz, 2H), 8. 27 (d, J = 2.0 Hz, 1H), 8.61 (d, J = 2. 1 HZ, 1H).

According to the analysis of related databases, 71759-89-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2004/78756; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-imidazole, 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. Computed Properties of C3H3BrN2

A mixture of 4-bromo-lH-imidazole (223 mg, 1.52 mmol), 4- fluorophenylboronic acid (425 mg, 3.03 mmol), copper (II) acetate (413 mg, 2. 28 mmol), pyridine (0.25 mL) and powdered 4A molecular sieves (1 g) in 1,2-dichloroethane (7mL) was stirred at room temperature under a slow stream of air for 44 hours. The reaction mixture was filtered through Celite (D, washing with ethyl acetate. The filtrate was concentrated and the residue purified by flash column chromatography on silica eluting with 10 to 20% ethyl acetate/isohexane to give the product as a white solid (135 mg, 37%). 8 (iH, 400MHz, CDCl8) 7.16-7. 22 (3H, m), 7.32-7. 37 (2H, m), 7.65 (1H, d, J = 1.5 Hz). MS (ES+) 241,243 ([MH]+).

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

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/93252; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 6160-65-2, These common heterocyclic compound, 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, 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 solution of 3-[4-(-mercapto-5-methoxy-benzimidazole-1-sulfonyl)- [PHENOXY]-2,] 2-dimethyl-propionic acid methyl ester (Intermediate A39,16. 1 g, 0.0395 mol) in pyridine (200 mL) was added 1,1′-thiocarbonyldiimidazole (10.56 g, 0.0592 mol). The reaction mixture was stirred at room temperature overnight and then water was added (2.5 L). After stirring for 1 hr, the solid was collected, washed with water (3 L), and dried to give 16.5 g (93%) of the title compound, benzimidazolethiol as a tan solid.

Statistics shows that 1,1′-Thiocarbonyldiimidazole is playing an increasingly important role. we look forward to future research findings about 6160-65-2.

Reference:
Patent; GARST, Michael, E.; SACHS, George; SHIN, Jai, Moo; WO2004/9583; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 401567-00-8, name is 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile, 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 401567-00-8, Recommanded Product: 401567-00-8

General procedure: A mixture of 10 (345 mg, 0.853 mmol), 2,5-dichlorobenzimidazole (11a) (191 mg, 1.02 mmol) and N,N-diisopropylethylamine (0.18 mL, 1.0 mmol) in N-methyl-2-pyrrolidone (6 mL) was stirred at 100 C overnight. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure. The residue was purified by high performance liquid chromatography to give 3-{(2S,4S)-1-benzyloxycarbonyl-4-[4-(5-chlorobenzimidazol-2-yl)piperazin-1-yl]pyrrolidin-2-ylcarbonyl}thiazolidine (122 mg, 26%) as a pale-yellow powder.A mixture of the above compound (110 mg, 0.198 mmol) and 30% hydrogen bromide-acetic acid solution (10 mL) was stirred at room temperature for 6 h. Diethyl ether was added to the reaction mixture, and the precipitate was collected by filtration and recrystallized with ethanol to give the title compound (56 mg, 40%) as a white powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Article; Yoshida, Tomohiro; Akahoshi, Fumihiko; Sakashita, Hiroshi; Sonda, Shuji; Takeuchi, Masahiro; Tanaka, Yoshihito; Nabeno, Mika; Kishida, Hiroyuki; Miyaguchi, Ikuko; Hayashi, Yoshiharu; Bioorganic and Medicinal Chemistry; vol. 20; 16; (2012); p. 5033 – 5041;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 54624-57-6, 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. 54624-57-6, name is 2-Bromobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Preparation of intermediate benzyl 2-bromo-1H-1,3-benzodiazole-1-carboxylate (7a) Under nitrogen atmosphere, benzyl chloroformate (0.174 mL, 1.218 mmol) was added to a solution of 2-bromo-1H-1,3-benzodiazole (200 mg, 1.015 mmol) and pyridine (0.123 mL, 1.523 mmol) in anhydrous dichloromethane (4 mL) at 0°C. The reaction mixture was stirred at room temperature for 3 hours, then cooled to 0°C. Water (5 mL) was added, and once at room temperature, the aqueous layer was extracted with dichloromethane (2 x 7 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified by preparative TLC (cyclohexane/ethyl acetate: 80/20) to provide benzyl 2-bromo-1H-1,3-benzodiazole-1-carboxylate (7a) (250 mg, 0.755 mmol, 74percent). 1H NMR (400 MHz, CDCl3) d 5.54 (s, 2H), 7.30-7.37 (m, 2H), 7.39-7.48 (m, 3H), 7.50-7.55 (m, 2H), 7.64-7.71 (m, 1 H), 7.85-7.92 (m, 1H).

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

Reference:
Patent; LABORATOIRE BIODIM; Ledoussal, Benoit; Le Strat, Frederic; Chasset, Sophie; EP2821104; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem