Tag: M.W=0-100

Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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. COA of Formula: C3H4N2

General procedure: A mixture of imidazole (22 mmol, 1 equiv) and the alkyl bromide (1equiv) in toluene (30 mL) in the presence of tetraethylammonium iodide(0.2 equiv) and sodium hydroxide (3 equiv) was heated at refluxtemperature for 10 h. The resulting mixture was cooled to room temperature,water was added, and the mixture extracted twice with ethylacetate. The combined organic extracts were washed with brine, driedover sodium sulfate, and concentrated. Purification by flash-columnchromatography on silica gel using ethyl acetate as an eluent, followedby drying under high vacuum gave the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288-32-4, its application will become more common.

Reference:
Article; Brockhausen, Inka; Kocev, Alexander; Kong, Xianqi; Melamed, Jacob; Szarek, Walter A.; Vlahakis, Jason Z.; Wang, Shuo; Xu, Yaozu; Bioorganic and medicinal chemistry; (2020);,
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 930-62-1 as follows. Application In Synthesis of 2,4-Dimethylimidazole

(3) taking 20 mmol of 2,4-dimethylimidazole in 10 mL of DMSO,Add 40 mmol of ground NaOH,After heating to 60 C, 20 mmol of chloromethylbenzotriazole was added, heated in a water bath at 60 C for 60 min, cooled to room temperature, poured into 50 g of ice water, and a precipitate was formed by stirring, and suction filtration was performed.The precipitate was washed 3 times with water.Obtain a crude product;(4) The crude product was recrystallized by adding ethyl acetate at 78 C to obtain yellow-white crystals, which was the ligand 1-(benzotriazole-1-methyl)-1-(2,4-dimethyl Imidazole).

According to the analysis of related databases, 930-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Henan University of Traditional Chinese Medicine; Wang Xia; Ling Ning; Yang Jing; Zeng Dai; Cheng Di; Zhang Yawen; Yang Huaixia; (12 pag.)CN108774252; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 288-32-4, 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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: NH-containing heterocycle (1.4 mmol) and DMF (2.0 mL) were added to a mixture of CuCl (15.0 mol%) and ligand 1 (20.0 mol%) in DMF (2.0 mL), aryl iodide (1.0 mmol), NaOH (2.0 mmol). The mixture was vigorously stirred at 120 C for 14 h under a dry nitrogen atmosphere. After completion of the reaction (as monitored by TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine and dried over MgSO4. The solution was filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography. The purity of the compounds was checked by 1H NMR and yields are based on aryl iodide. All the products are known and the spectroscopic data (FT-IR and NMR) and melting points were consistent with those reported in the literature.

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

Reference:
Article; Sajadi, S. Mohammad; Maham, Mehdi; Journal of Chemical Research; vol. 38; 2; (2014); p. 128 – 129;,
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. 7098-07-9, name is 1-Ethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 7098-07-9

1-Ethyl-2-iodo-1H-imidazole ; [Show Image] (1) To a solution of 1-ethyl-1H-imidazole (2.844 g) in THF (60 ml), n-BuLi (11.6 ml, 2.59 N in hexane) was added dropwise at -78C under an argon atmosphere. After stirring at the same temperature for 30 minutes, a solution of I2 (7.614 g) in THF (25 ml) was added dropwise. The reaction mixture was warmed to room temperature, diluted with saturated aqueous sodium bicarbonate, and extracted with AcOEt. After washing with saturated aqueous Na2S2O3, the organic layer was dried over MgSO4, filtered and then evaporated to remove the solvent, thereby giving the titled compound (6.492 g) as a light-yellow solid. 1H NMR (200 MHz, CDCl3) delta ppm: 1.40(t,J=7.4Hz,3H), 3.95(q,J=7.4Hz,2H), 7.02-7.06(m,1H), 7.07-7.11(m,1H

The synthetic route of 7098-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1988081; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 693-98-1, These common heterocyclic compound, 693-98-1, name is 2-Methyl-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.

(i) 1-Benzyl-2-methylimidazole To a slurry of 2.4 g (0.1 mole) of sodium hydride in 50 ml of dimethylformamide under a nitrogen atmosphere was added, with stirring, 8.2 g (0.1 mole) of 2-methylimidazole. A slow exothermic reaction occurred, the temperature reaching 43 C. When the exotherm subsided, the reaction was warmed on a steam bath to 70-75 C. for a half-hour and then at 95 C. for 15 minutes to complete the reaction as evidenced by cessation of gas evolution. It was then cooled to 68 C. and 12.7 g (0.1 mole) of benzyl chloride added dropwise. An exothermic reaction occurred, the temperature reaching 95 C. After stirring for a half-hour following completion of addition, the reaction was poured into 600 ml of water and the product extracted with ethyl acetate (2*200 ml). The combined extracts were washed successively with water (1*400 ml), saturated aqueous sodium chloride solution (1*100 ml), then with 6N HCl (1*50 ml). The HCl wash was extracted with ether (1*25 ml) and then made basic by addition of sodium hydroxide. The yellow oil which separated was extracted into ether, the extract dried (MgSO4) and evaporated under reduced pressure to give a pale yellow oil. Yield, 11.5 g (60.5%). NMR indicates the compound was obtained as the monohydrate. It was used as is in the hydroxymethylation reaction.

The synthetic route of 693-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4560690; (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. 930-62-1, name is 2,4-Dimethylimidazole, A new synthetic method of this compound is introduced below., Computed Properties of C5H8N2

Example 0698 A mixture of tris(dibenzylideneacetone)dipalladium(0) (27 mg), 2-di-tert-butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-1,1′-biphenyl (29 mg), tripotassium phosphate (96 mg), and toluene (1.5 mL) was stirred at 110 C. for 5 minutes in a nitrogen atmosphere. 7-Bromo-N-(5-isopropylpyridazin-3-yl)-1,5-naphthyridine-2-amine (50 mg) and 2,4-dimethyl-1H-imidazole (43 mg) were added to the reaction mixture, followed by stirring at 110 C. for 4 hours. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The obtained residue was purified sequentially by silica gel column chromatography (hexane-ethyl acetate-methanol), preparative thin layer silica gel column chromatography (chloroform-methanol, NH silica), and preparative thin layer silica gel column chromatography (chloroform-methanol), thereby obtaining 7-(2,4-dimethyl-1H-imidazol-1-yl)-N-(5-isopropylpyridazin-3-yl)-1,5-naphthyridine-2-amine (10 mg) as a pale yellow solid. 1H-NMR (DMSO-d6) delta: 10.87 (1H, s), 8.87 (1H, d, J=1.8 Hz), 8.82 (1H, d, J=1.8 Hz), 8.33 (1H, d, J=9.0 Hz), 8.31 (1H, brs), 8.22 (1H, brs), 7.82 (1H, d, J=9.0 Hz), 7.21 (1H, s), 3.10-2.95 (1H, m), 2.34 (3H, s), 2.08 (3H, s), 1.30 (6H, d, J=6.6 Hz). MS m/z (M+H): 360.

The synthetic route of 930-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 3034-50-2, name is 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. Computed Properties of C4H4N2O

Preparation 5 1-Trityl-1H-imidazole-4-carboxaldehyde A solution of trityl chloride (9.5 g, 34.3 mmol) in N,N-dimethylformamide (50 ml) was added dropwise to an ice-cooled solution of imidazole-4-carboxaldehyde (3 g, 31.2 mmol) and triethylamine (17 ml, 125 mmol) in N,N-dimethylformamide (30 ml) and the solution was stirred for 2 hours. The reaction was then allowed to warm to room temperature, and was stirred for a further 18 hours. Water (200 ml) was added, and the resulting pink solid was collected and dried, then dissolved in dichloromethane (200 ml). The resulting solution was washed with water (2*100 ml), dried (MgSO4) and evaporated under reduced pressure. The product was recrystallized from ethanol to afford the title compound as a solid, 7.8 g. 1H-NMR (CDCl3, 400 MHz) delta: 7.06 (m, 6H), 7.32 (m, 9H), 7.48 (s, 1H), 7.58 (s, 1H), 9.82 (s, 1H). Microanalysis found: C, 81.54; H, 5.37; N, 8.24. C23H18N2O requires C, 81.63; H, 5.36; N, 8.28%.

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

Reference:
Patent; Pfizer Inc.; US2003/199522; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1072-63-5, These common heterocyclic compound, 1072-63-5, name is 1-Vinyl-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.

Typically, 1-vinylimidazole (5 g, 15 mmol) and an excess molar amount of 1-bromododecane (7 g, 7 mmol) were loaded into a 100 mL reactor. The mixture was stirred at room temperature overnight, followed at 60 C for 24 h. After cooling down, the reaction mixture was added dropwise into 250 mL of diethyl ether and white precipitate was formed. The precipitate was filtered off and washed with diethyl ether again and dried at room temperature until constant weight (95% yields). The formed solid was dissolved in 20 mL CH2Cl2 in a 50 mL round bottom flask, and aqueous HBF4 (50%) at a 1.1 + 1 M ratio was slowly dropped into the flask. After one week, [C12vim][BF4] was separated by extraction with distilled water. The organic layer was collected, dried over Na2SO4, filtered and the solvent removed in vacuum to give the product. (0007) [C12vim][Br]: 1H NMR (DMSO-d6, delta ppm): 9.53 (1H), 8.20 (1H), 7.93 (1H), 7.28 (1H), 5.95 (1H), 5.41 (1H), 4.18 (2H), 1.81 (2H), 1.23 (18H), 0.85 (3H). Anal. calculated for C17H31N2Br: C, 50.88; H, 10.95; N, 9.89. Found: C, 57.99; H, 9.35; N, 8.00. (0008) [C12vim][BF4]: 1H NMR (DMSO-d6, delta ppm): 9.45 (1H), 8.18 (1H), 7.91 (1H), 7.27 (1H), 5.93 (1H), 5.41 (1H), 4.17 (2H), 1.81 (2H), 1.25 (18H), 0.85 (3H). 19F NMR (DMSO-d6, delta ppm): -148.73. Anal. calculated for C17H31N2BF4: C, 49.69; H, 10.70; N, 9.66. Found: C, 59.15; H, 9.41; N, 7.85; Br, 0.

Statistics shows that 1-Vinyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 1072-63-5.

Reference:
Article; Pourjavadi, Ali; Doulabi, Malihe; Hosseini, Seyed Hassan; Polymer; vol. 53; 25; (2012); p. 5737 – 5742;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3034-50-2, The chemical industry reduces the impact on the environment during synthesis 3034-50-2, name is Imidazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life.

A 1 litre flask was charged with 1 H-imidazole-4-carbaldehyde (14 g, 146 mmol) and absolute ethanol (240 mL). Then 2-(benzylamino)ethanol (20.8 mL, 146 mmol) wasadded and the white suspension turned slowly into a yellow solution after 3 h The mixture was then cooled in an ice-bath and sodium triacetoxyborohydride (93 g, 437 mmol) was added portionwise. The mixture was then stirred overnight at room temperature. Water was added and the mixture was partially concentrated. After neutralising to pH -7 with 1 M aqueous NaOH, the aqueous phase was rinsed twicewith ethyl acetate, then it was basified further to pH 14. The aqueous layer was then extracted with thrice with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and evaporated to dryness to give the title compound (26.9 g), which was directly used in the next step.1H NMR (ODd3) 67.52 (s, 1H), 7.37-7.18 (m, 6H), 6.87 (s, 1H), 3.69 (s, 2H), 3.68- 3.58 (m, 5H), 2.70 (t, J = 5.1 Hz, 2H).LC/MS: m/z 232 [M+H].

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, Imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE S.A.; DIAZ-FERNANDEZ, Jose Luis; ALMANSA-ROSALES, Carmen; NIECZYPOR, Piotr; WO2015/91795; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 57090-88-7,Some common heterocyclic compound, 57090-88-7, name is 1H-Imidazole-4-carbonitrile, molecular formula is C4H3N3, 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 5-fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester (3.2 g, 11.98 mmol), 1 H-imidazole-4-carbonitrile (2.017g, 14.37 mmol) and ethyl-diisopropyl-amine (8.4 ml, 47.9 mmol) in 10 ml of dioxane is heated to reflux for 24 hours. The solution is allowed to cool to room temperature and evaporated. The residue is chromatographed on silica gel using gradients of dichloromethane and methanol to give 0.36 g (1.05 mmol, 8.8percent) of amorphous 5-(4-cyano-imidazol-1-yl)-2-nitro-4-trifluoromethyl-benzoicacid methyl ester, ES-MS: m/z 341 [M+Hf.

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/10591; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem