Tag: M.W=100-200

Synthetic Route of 4856-97-7,Some common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, molecular formula is C8H8N2O, 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.

The procedure for gram scale oxidation of (1H-benzo[d]imidazol-2-yl)methanol to 1H-benzo[d]imidazole-2-carbaldehydewas as follows: (1H-benzo[d]imidazol-2-yl)methanol (0.1 mol,14.8 g) and [Ru(bpbp)(pydic)] (0.001 mmol, 7.32 × 10-3 g) wereadded into a reactor. The reactor containing this mixture was heatedto 50 C in an oil bath under vigorous stirring and then 30% H2O2(30 mL, 0.3 mol) was slowly dropwise over a period of 30 min. The mixture was stirred for 5 h. After filtering, the solution wasevaporation under reduced pressure at 50 C. Pure 1H-benzo[d]imidazole-2-carbaldehyde (0.07 mmol, 10.2 g) was obtained with ayield of 70% after recrystallisation from 30% H2SO4 solution. Theproduct, 1H-benzo[d]imidazole-2-carbaldehyde, was identified byits 1H NMR spectrum.

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

Reference:
Article; Liu, Shenggui; Pan, Rongkai; Su, Wenyi; Li, Guobi; Ni, Chunlin; Journal of Chemical Research; vol. 41; 2; (2017); p. 88 – 92;,
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. 21252-69-7, name is 1-Octyl-1H-imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C11H20N2

General procedure: A solution of 1,3-dibromo-2-propyl glycoside 2 (1 mmol) and thealkylated imidazole 3 (6 mmol) in xylene (2 mL) was heated to 125 °C for 2 h. The solvent was evaporated before the crude product wastaken up in MeCN (10 mL) and extracted 4 times with hexane (60 mL) to remove remaining imidazole 3. The acetonitrile phase was concentrated under reduced pressure to provide the desired product 4 as pale yellow syrup in yields higher than 90percent.

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; Salman, Abbas Abdulameer; Goh, Ean Wai; Heidelberg, Thorsten; Hussen, Rusnah Syahila Duali; Ali, Hapipah Mohd; Journal of Molecular Liquids; vol. 222; (2016); p. 609 – 613;,
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. 934-22-5, name is 6-Aminobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 6-Aminobenzimidazole

General procedure: 2-Chloro-4,6-dimethoxy-1,3,5-triazine (1 mmol) (2), substituted aniline (1 mmol)/heterocyclic amines (3) (1 mmol), anhydrous K2CO3 (2 mmol) were added in dry THF (5 mL) taken in a round bottom flask. The reaction mixture was refluxed at 70 C for 4 h. After completion of the reaction the product is confirmed on thin-layer chromatography (TLC) using eluent (2:8 mL,ethyl acetate-hexane). The reaction mixture was quenched with water and the crude product was extracted with ethyl acetate (3 times) and organic layer was separated and dried over anhydrous Na2SO4. The solvent evaporated on rotavapour. The Crude material was purified by column chromatography (ethylacetate-n-hexane) and product 4(a-x) with good yield (70-75 %) were obtained (Scheme-II).

The synthetic route of 934-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shinde, Ravindra S.; Salunke, Shridhar D.; Asian Journal of Chemistry; vol. 27; 11; (2015); p. 4130 – 4134;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 98873-55-3, The chemical industry reduces the impact on the environment during synthesis 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, I believe this compound will play a more active role in future production and life.

EXAMPLE 20 Synthesis of Methyl 5-(cyano[2-(1-naphthyl)ethyl]methyl)-3-tetrahydropyranyl-imidazole-4-carboxylate The cyanomethyl imidazole (5.0 g, 20 mmol) was alkylated using NaH (1.2 g) and 2-(1-naphthyl)ethyl bromide (7.1 g, 30 mmol, Frinton Labs, Piscataway, N.J.), as described in Example 5, and purified according to the procedure discussed in Example 1. White foam, 5.0 g, 62%. 1 H-NMR (200 mHz): delta,8.23 (s, 1H, H-2); 8.1-7.3 (m, 7H, naphthyl); 5.80 (m, 1H, H-2′ tetrahydropyranyl); 4.58 (m, 1H, methene); 3.57 (s, 3H, COOCH3). Anal. Calcd for C24 H35 N3 O3 (403.48): C, 71.44; H, 6.24;N, 10.41. Found: 71.38; H, 6.16; N, 10.45.

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-(1H-Imidazol-1-yl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISIS Pharmaceuticals, Inc.; US5457191; (1995); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 68282-47-3,Some common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, molecular formula is C10H8N2O, 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 45 3-(2-Phenyl-4-imidazolylmethylene)carbazic acid ethyl ester A mixture of 8.16 gm. of 2-phenyl-4-imidazolecarboxaldehyde and 5.52 gm. of ethyl carbazate are reacted as described in Example 32 giving the desired product, m.p. 196-200 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Phenyl-1H-imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; American Cyanamid Company; US4168964; (1979); A;; ; Patent; American Cyanamid Company; US30511; (1981); E1;; ; Patent; American Cyanamid Company; US4124766; (1978); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 22884-10-2, 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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

PREPARATION 15 To a mixture of 3-amino-2-anilinopyridine (0.5 g), 2-(imidazol-1-yl)acetic acid (0.38 g) and pyridine (0.24 ml) in chloroform (5 ml) was dropwise added phosphorus oxychloride (0.28 ml) and the mixture was refluxed for 1.5 hours. After being cooled, the reaction mixture was decanted and the residue was poured into saturated aqueous sodium bicarbonate. The mixture was extracted three times with ethyl acetate. The combined extract was dried over magnesiumsulfate and the solvent was evaporated under reduced pressure. The resultant residue was triturated in ethyl acetate (10 ml) to give 2-(imidazol-1-yl)-N-(2-anilinopyridin 3-yl)acetamide (200 mg). mp 151-154 C. IR (Nujol): 3350, 1700, 1640, 1610 cm-1. NMR (DMSO-d6, delta): 4.95 (2H, s), 6.7-8.3 (12H, m), 9.73 (1H, brs). Mass: 293 (M+).

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

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4563455; (1986); 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. 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, A new synthetic method of this compound is introduced below., Quality Control of Di(1H-imidazol-1-yl)methanimine

Example 14: r4-(5-Amino- Pl .3.41 oxadiazol-2-yl)-pyridin-3-yll-(2,4-dibromo- phenvP-amine; To a solution of 3-(2,4-Dibromo-phenylamino)-isonicotinic acid hydrazide (200mg, 0.52 mmol) in DMSO (2ml_) C- (Di-imidazol-i-yl)-methyleneamine (167mg, 1.04 mmol) was added. The reaction mixture was stirred at RT under Argon overnight, then poured into water. A solid precipitated out, which was filtered, and washed with methanol to afford the desired product (100mg). LC/MS (Method A) [5.23min; 412(M+1)].

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; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/123936; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, 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 3012-80-4, Recommanded Product: 3012-80-4

To a stirred suspension of 1-METHYL-1H-BENZOIMIDAZOLE-2-CARBALDEHYDE (980mg, 6. 61mmol) in H2O (10ML) was added a solution of Sodium Acetate (3. 25g, 39. 68MMOL) and Hydroxylamine hydrochloride (1. 38g, 19. 84MMOL) in 10ml of H2O. The reaction was stirred at rt for 2hr and the thick precipitate was collected by filtration, washed with water and dried under vacuum to give 1. 02g (94%) of a white solid.’H NMR (DMSO-d6) 5 12.06 (1 H, s), 8.28 (1 H, s), 7.65 (1 H, d, J = 7.5 HZ), 7.60 (1 H, d, J = 6.8Hz), 7.32 (1 H, t, J = 7.2 Hz), 7.23 (1 H, t, J = 6.8 Hz), 4.00 (3H, s). Anal. Calcd for C9H9N30 : C, 61.70 ; H, 5.18 ; N, 23.99. Found: C, 61.80 ; H, 5.23 ; N, 23.98.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; PFIZER INC.; WO2004/56806; (2004); A1;,
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 33468-67-6 as follows. Recommanded Product: 33468-67-6

A solution of ethyl 2-bromopropionate (3.98 g, 22 mmol), 4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazole (3.00 g, 20 mmol), and K2CO3 (5.53 g, 40 mmol) in THF/DMF (2:1, 39 mL) was allowed to stir at 45 C. for 16 h. The mixture was then concentrated in vacuo and diluted with EtOAc (70 mL). The organic layer was washed with water and brine, dried over MgSO4, filtered, and concentrated in vacuo to give the product (5.3 g) as a colorless oil that was used without further purification.

According to the analysis of related databases, 33468-67-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ChemoCentryx, Inc.; Chen, Xi; Dragoli, Dean R.; Fan, Pingchen; Jaen, Juan C.; Li, Yandong; Powers, Jay P.; Malathong, Viengkham; Punna, Sreenivas; Tanaka, Hiroko; Zhang, Penglie; US2014/179733; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 38993-84-9,Some common heterocyclic compound, 38993-84-9, name is (1-Methyl-1H-imidazol-5-yl)methanol, molecular formula is C5H8N2O, 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.

DIAD (0. [0195 MOL)] was added dropwise at a temperature between 0 and [5°C] to a mixture of 4-hydroxybenzaldehyde (0.015 mol), [5-HYDROXYMETHYL-1-METHYL-1H-] imidazole (CA No: 38993-84-9) (0.018 mol) and [PPH3] (0.0225 mol) in THF (40ml) under [N2] flow. The mixture was stirred at room temperature overnight, then stirred for a week end, diluted in EtOAc, extracted with [HC1] 3N, washed with EtOAc, alkalinized with [K2CO3] and extracted with EtOAc. The organic layer was separated, dried [(MGS04),] filtered, and the solvent was evaporated. Yielding: 1.6g of intermediate 38 (49percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1-Methyl-1H-imidazol-5-yl)methanol, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2004/7498; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem