Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 123470-47-3, name is 5,6-Difluoro-1H-benzo[d]imidazole-2(3H)-thione, 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 123470-47-3, Safety of 5,6-Difluoro-1H-benzo[d]imidazole-2(3H)-thione

1-Formyl-4-(2-hydroxyethyl)piperazine (1.11 g, 7.0 mmol), 5,6-difluoro-2-mercaptobenzimidazole (1.30 g, 7.0 mmol), and diisopropylethylamine (3.62 g, 28.0 mmol) were dissolved in propionitrile (50 mL), and cyanomethyltrimethylphosphonium iodide (6.80 g, 28.0 mmol) was added thereto, followed by stirring for one hour at 92 C. under argon. The reaction mixture was allowed to cool and then poured in water (100 mL), followed by extraction with chloroform (100 mL*3). The organic layer was washed with saturated brine and then dried over sodium sulfate anhydrate, and the product was concentrated under reduced pressure. The crude product was crystallized from acetone-ether, to thereby yield 1-[2-(5,6-difluorobenzimidazol-2-ylthio)ethyl]-4-formylpiperazine (1.78 g, yield 78%) as a yellow crystalline powder. mp: 197.0-198.0 C. IR (KBr) cm-1: 3441, 2825, 1648, 1476, 1431, 1363. 1H-NMR (DMSO-d6): delta2.38 (2H, t, J=5.1 Hz), 2.44 (2H, t, J=5.0 Hz), 2.69 (2H, t, J=7.0 Hz), 3.23-3.38 (4H, m), 3.41 (2H, t, J=7.0 Hz), 7,38-7.58 (2H, m), 7.97 (1H, s), 12.8 (1H s). MS (m/z): 326 (M+), 140 (100).

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, 5,6-Difluoro-1H-benzo[d]imidazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kowa Co., Ltd.; US2005/20606; (2005); A1;,
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. 26832-08-6, name is 1H-Imidazole-4-carboxamide, A new synthetic method of this compound is introduced below., Product Details of 26832-08-6

A suspension of imidazole-4-carboxamide (313 mg) in DMF (3.8 ml) was treated with sodium hydride (60% in mineral oil, 129 mg) at ice-bath temperature and the mixture was stirred at room temperature for 20 min. A solution of 2-[(3S,4S)-4-benzyloxy-3-methanesulfonyloxypentyl]thioanisole (0.92 g) in DMF (7.5 ml) was added and the mixture was stirred at 85 C. for 3 days. The mixture was poured into water and extracted with ethyl acetate. The extract was washed with water, dried and concentrated in vacuo. Column chromatography (dichloromethane:methanol 30:1) gave 1-[(2S,3R)-2-benzyloxy-5-(2-(methylthio)phenyl)-3-pentyl]imidazole-4-carboxamide (1) (96.4 mg, 11.6%) as a pale yellow oil. NMR (CDCl3, d): 1.07 (3H, d, J=6 Hz), 2.0-2.4 (2H, m), 2.44(3H,s) 2.5-2.7(2H, m), 3.6-3.8(1H, m),3.9-4.1(1H, m), 4.39(1H, d, J=12 Hz), 4.58 (1H, d, J=12 Hz),5.37 (1H, s),6.9-7.2 (10H, m), 7.50(1H,d,J=1 Hz), 7.69(1H,d,J=1 Hz). MS (APCI, m/z): 410(M+H)+.

The synthetic route of 26832-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsuji, Kiyoshi; Terasaka, Tadashi; Nakamura, Katsuya; US2004/97571; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 103057-10-9, name is 4-(Chloromethyl)-1-trityl-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. Formula: C23H19ClN2

A.1.1.1. triphenyl[[1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]phosphonium chloride 77.7 g (296 mmol) of triphenylphosphine are added to 670 ml of a solution of 105.5 g (294 mmol) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in dimethylformamide. The mixture is heated at 80 C. for 3 hours. The solvent is evaporated and the crude product is taken up in ether and triturated. The precipitate is filtered and dried under vacuum over phosphorus pentoxide. 162 g of product are obtained in the form of yellowish crystals. Melting point=210 C. Yield=89%

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

Reference:
Patent; Synthelabo; US5552410; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, 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. COA of Formula: C7H10N2O2

A. N-(2-Fluorophenyl)-5-methyl-1H-imidazole-4-carboxamide To ethyl-4-methyl-5-imidazolecarboxylate (5 g, 32.4 mmol) was added 20 mL of 2-fluoroaniline and potassium carbonate (8.9 g, 64.8 mmol). The reaction mixture was heated to reflux for 18 h then cooled to room temperature and concentrated in vacuo. Water and hexane were added and the precipitate filtered to give the crude product.

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

Reference:
Patent; Bristol-Myers Squibb Co.; US6235740; (2001); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 219814-29-6, These common heterocyclic compound, 219814-29-6, name is 2,5-Dibromo-4-methylimidazole, 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.

[Example 6]; While a mixture of 23.9 g (100.0 mmol) of 2,4-dibromo-5-methylimidazole, 29.4 g (300.0 mmol) of cyclohexanone, and 23.9 g (259.4 mmol) of toluene was stirred at ordinary temperature, 22.5 g (150.0 mmol) of sodium iodide was added thereto to prepare a reaction liquid. After the reaction liquid was stirred at 105C for 12 hours under a nitrogen stream, the liquid was stirred under ice cooling for 1 hour. When 2-bromo-4-methylimidazole in the reaction liquid was analyzed by means of HPLC, it was confirmed that the product was formed in an amount of 13.7 g (82.3 mmol, conversion: 85.3%). After the reaction liquid was concentrated under reduced pressure, the product was purified by silica gel chromatography (ethyl acetate/hexane system) and, after volatile matter was further vaporized to solidify the product, crystals of 2-bromo-4-methylimidazole were obtained in an amount of 12.6 g (yield: 78.1%) as a residue. Incidentally, the NMR spectrum of the crystals was measured and was compared with the NMR spectrum of its specimen, whereby it was confirmed that the product is 2-bromo-4-methylimidazole.

Statistics shows that 2,5-Dibromo-4-methylimidazole is playing an increasingly important role. we look forward to future research findings about 219814-29-6.

Reference:
Patent; SHIKOKU CHEMICALS CORPORATION; EP2141151; (2010); A1;,
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. 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Cyclopropyl-1H-imidazole

[0415] Into a 20-mL microwave tube was added Example 55a (300 mg, 1.339 mmol), Example 55b (173 mg, 1,61 mmol), Cul (100 mg, 0.53mmol), K3P04 (567 mg, 2.68 mmol) and Nu’,Nu2- dimethylcyclohexane-l,2-diamine (75 mg, 0.53mmol) successively. DMF (6 mL) was added by syringe. The mixture was degassed by nitrogen for three times and sealed. The reaction was heated up to 150C by microwave for lh. LC-MS showed reaction completed. The reaction was filtered, washed by MeOH and purified by flash chromatography to afford Example 55c (110 mg, yield: 32.6%, crude) as a yellow solid. LCMS [M+l]+ = 252.0

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; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (227 pag.)WO2018/151830; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1072-62-4, These common heterocyclic compound, 1072-62-4, name is 2-Ethyl-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.

To a solution of 2-ethylimidazole (15.000 g; 156.03 mmol; 1.0 eq.) in dioxane (250 ml), and water (250 ml) was added at rt (in one portion) successively Na2CO3 (49.614 g; 468.10 mmol; 3.0 eq.), and iodine (87.126 g; 343.27 mmol; 2.2 eq.). The resulting brown heterogeneous reaction mixture was further stirred at rt, under nitrogen, for 24 h. AcOEt (500 ml) was then added followed by an aq. solution of sodium thiosulfate (45.0 g Na2S2O3 in 300 ml of water). The yellow organic layer was separated, and additionally washed with an aq. solution of sodium thiosulfate (30.0 g Na2S2O3 in 300 ml of water), and finally with brine (200 ml). The resulting yellow organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure to give 2-ethyl-4,5-diiodo-1H-imidazole as a pale yellow solid which was further dried under HV (49.760 g; 92%). LC-MS: tR=0.55 min.; [M+H]+: 349.18 g/mol.

Statistics shows that 2-Ethyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 1072-62-4.

Reference:
Patent; Aissaoui, Hamed; Boss, Christoph; Koberstein, Ralf; Siegrist, Romain; Sifferlen, Thierry; US2011/105514; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 53710-78-4, The chemical industry reduces the impact on the environment during synthesis 53710-78-4, name is 1-(3-Chloropropyl)-1H-imidazole, I believe this compound will play a more active role in future production and life.

General procedure: mmol), ethyl chloroacetate (0.147 g, 2.4 mmol), K2CO3(0.28 g,4 mmol) and DMF(10 ml) was stirred at 6 C for 12 h. DMF wasremoved under reduced pressure and the residue was purifiedthrough a column chromatography on silica with chloroform/methanol (V:V 50:1) as a white solid (0.59 g, 95.2% yield).

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-(3-Chloropropyl)-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fan, Yan-Hua; Li, Wei; Liu, Dan-Dan; Bai, Meng-Xuan; Song, Hong-Rui; Xu, Yong-Nan; Lee, SangKook; Zhou, Zhi-Peng; Wang, Jian; Ding, Huai-Wei; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 95 – 106;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2620-76-0, These common heterocyclic compound, 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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.

3- (4,6-diphenyl-1,3,5-triazin-2-yl) phenylboronic acid (10.0g, 0.028mol) in 2- (4-bromophenyl) -1-phenyl-1H-benzo [d] imidazole (8.0g, 0.023mol), Pd (PPh3) 4 (1.3g, 0.0011mol), into the THF in 400ml potassium carbonate (9.5g, 0.069mol) was reacted with stirring for 18 hours at 65 . After the reaction cooled to H20: After layer separation the MC column purification (n-Hexane: MC) to afford 85 12.1g (75percent yield).

The synthetic route of 2620-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PH Tech Pvt. Ltd.; Hyeon, Seo Young; Yun, Young Ho; Kim, Tae Hwan; Oh, Hyeon Jin; (36 pag.)KR101593465; (2016); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-Imidazole, 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 288-32-4, Computed Properties of C3H4N2

A mixture of KI (29.3 g,176.0 mmol) and I2 (22.4 g, 88.0 mmol) inwater (60 mL) was addedto a solution of 1H-imidazole (3.0 g, 44.1 mmol) in 2 M NaOH(10.6 g, 264.5 mmol). The mixture was stirred at 20 C for 3 h andthen neutralized with 6 M HCl (pH 7). The resulting solid wascollected by filtration, recrystallization from ethanol to give 2 as agrey solid (14.0 g, 99.0%). Mp 166e168 C. 1H NMR (300 MHz,DMSO-d6) d(ppm) 12.75 (br s, 1H), 7.8 (br s, 1H). MS (EI) m/z 320.8[MH].

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

Reference:
Article; Zou, Yi; Wang, Fang; Wang, Yan; Sun, Qirui; Hu, Yue; Li, Yuezhen; Liu, Wen; Guo, Wenjie; Huang, Zhangjian; Zhang, Yihua; Xu, Qiang; Lai, Yisheng; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 293 – 304;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem