Month: June 2021

Electric Literature of 7152-24-1, 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. 7152-24-1, name is 2-(Methylthio)benzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

S1 A stirred solution of 4,5-dichloropyrimidine (206 mg, 1.38 mmol) and 2-methylthiobenzimidazole (227 mg, 1.38 mmol) in dry DMF (1.5 mL) was treated with potassium te/f-butoxide (155 mg, 1.38 mmol) then heated to 50C for 8 hours. The solution was cooled, quenched with saturated aq. ammonium chloride solution (to pH 6-7), diluted with water (30 mL) and extracted with EtOAc (40 mL). The organics were washed with water (2 x 30 mL) and brine, dried (MgS04), triturated with DCM and the liquors were chromatographed eluting with 20-50% EtOAc / PE to give 1-(5-chloropyrimidin-4-yl)-2- (methylthio)-1 /-/-benzo[d]imidazole S1 (193 mg, 50%) as a colourless gum. 1H NMR (500 MHz, CDCb) delta 9.20 (s, 1H), 9.01 (s, 1H), 7.78-7.71 (m, 1H), 7.30 (ddd, J = 8.1, 7.4, 1.1Hz, 1H), 7.22 (ddd, J = 8.4, 7.4, 1.1Hz, 1H), 7.08-7.01 (m, 1H), 2.79 (s, 3H); LCMS (method B): 2.58 min (277.0, MH+).

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

Reference:
Patent; REDAG CROP PROTECTION LTD; URCH, Christopher, John; BUTLIN, Roger, John; CHRISTOU, Stephania; BOOTH, Rebecca, Kathryn; (111 pag.)WO2018/130838; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 570-22-9, name is 1H-Imidazole-4,5-dicarboxylic acid, 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 570-22-9, Product Details of 570-22-9

In H2O (12ml) solvent was added Cu(SO4) · 5H 2O (0.212g, 0.85mmol), 2,2′-bipyridine (0.086g, 0.5mmol), 4,5-imidazole acid (0.078g, 0.5mmol), NaOH (0.020g, 0.5mmol), placed stirred for 30 minutes on a magnetic stirrer, and the reaction was placed in 25ml teflon-lined autoclave, sealed in a high temperature oven, constant-temperature 160 C for five days to 5 C / h rate to room temperature, the reaction vessel blue precipitate bulk crystal, in 60% yield (based on copper).

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, 1H-Imidazole-4,5-dicarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Capital Normal University; Lu, Xiaoming; Cheng, Yifeng; (14 pag.)CN103965224; (2016); B;,
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. 615-16-7, name is 2-Hydroxybenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6N2O

sodium hydride (55% w/w dispersion in oil, 2.8 g) was added portionwise to a solution of 2,3-dihydrobenzimidazol-2-one (4.3 g) in DMF (100 ml) which had been cooled in an ice-water bath. The mixture was stirred at ambient temperature for 1.5 hours, during which period a further portion of DMF (50 ml) was added to aid the stirring of the reaction mixture. methyl iodide (5 ml) was added and the mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated and the residue was partitioned between ethyl acetate and water. The organic phase was washed with water and with brine, dried (MgSO4 and evaporated. The residue was purified by column chromatography using a 2:1 v/v mixture of toluene and ethyl acetate as eluent. There was thus obtained 1,3-dimethyl-2,3-dihydrobenzimidazol-2-one (3.14 g, 60%), m.p. 104-106C.

The synthetic route of 615-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENECA LIMITED; ZENECA Pharma S.A.; EP462831; (1996); B1;,
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. 56248-10-3, name is 5-Phenyl-1H-imidazole-2-carbaldehyde, A new synthetic method of this compound is introduced below., Safety of 5-Phenyl-1H-imidazole-2-carbaldehyde

General procedure: To a stirred solution of compound 3 (100mg, 0.40 mmol) in ethanol was added corresponding benzohydrazides (4a-m) (1.0 mmol) and refluxed for 1 h. The reaction mass was washed with pet ether, filtered and dried undervacuum to obtain the pure hydrazone compounds. Yields ofthe products varied between 78 and 88 %.

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; Prasanna, V. Laxmi; Narender; Asian Journal of Chemistry; vol. 27; 10; (2015); p. 3605 – 3608;,
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. 934-22-5, name is 6-Aminobenzimidazole, A new synthetic method of this compound is introduced below., name: 6-Aminobenzimidazole

General procedure: A dry 50 mL flask was charged with 2-halogenated aromatic aldehyde 1 (1.0 mmol), 1H-benzo[d]imidazol-5-amine (0.133 g,1.0 mmol), cyclohexane-1,3-diones (1.0 mmol), CuI (10 mg), L-proline(6 mg), Cs2CO3 (650 mg) and dioxane (10 mL). The reaction mixture was stirred at reflux for 10-18 h. After completion of the reaction, as indicated by TLC, the solid was filtered off by a fast and hot filtration, and the products of 4 were obtained as pale yellow powder or crystals, when the mixture was allowed to cool down to room temperature.

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; Li, Chao; Zhang, Wen-Ting; Wang, Xiang-Shan; Tetrahedron; vol. 70; 46; (2014); p. 8919 – 8924;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 39021-62-0, The chemical industry reduces the impact on the environment during synthesis 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde, I believe this compound will play a more active role in future production and life.

EXAMPLE 6A 1-(1-methyl-1H-imidazol-5-yl)-3-phenylprop-2-yn-1-ol A suspension of 1-methyl-1H-imidazole-5-carbaldehyde (prepared according to the procedure described in J. Org. Chem. 1993, 58, 1159-1166, 170 mg, 1.55 mmol) in dioxane (10 mL) was treated with 1M phenylethynylmagnesium bromide in THF (7.73 mL, 7.73 mmol), heated to 80 C. for 1 hour, cooled to room temperature, treated with brine, and extracted with ethyl acetate. The organic phase was dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 2% methanol/ethyl acetate with 0.2% NH4OH to provide the desired product (210 mg, 64%). MS (DCI/NH3) m/e 213 (M+H)+; 1H NMR (300 MHz, CDCl3) delta7.52 (s, 1H), 7.47 (m, 2H), 7.34 (m, 3H), 7.15 (s, 1H), 5.74 (s, 1H), 3.83 (s, 3H).

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-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gwaltney II, Stephen L.; Nelson, Lissa T.J.; O’Connor, Stephen J.; Sham, Hing L.; Sullivan, Gerard M.; Wang, Weibo; US2003/216441; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, 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 870837-18-6, name: 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Under ice-cooling, L-selectride (3.73 mL, 1.02 M tetrahydrofuran solution) was added dropwise into a tetrahydrofuran (25 mL) solution containing (4R,6S)-6-(4-chlorophenyl)-1,1-dimethyltetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione (850 mg). Stirring was continued for 1 hour at the same temperature. A 5 N sodium hydroxide solution (566 muL) was added to the reaction solution, and stirring was continued for 20 minutes at 0 C. Next, hydrogen peroxide solution (275 muL, 35% solution) was added, and stirring was continued for 20 minutes at 0 C. Sodium bisulfite (294 mg) was added, and after stirring for 20 minutes at room temperature, ethyl acetate and brine were added, and the organic layer was partitioned. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. Acetonitrile (25 mL) and triphenyl phosphonium bromide (990 mg) was added to the residue, and the resultant was heated under reflux for 1 hour. The resultant was returned to room temperature, and 3-methoxy-4-(4-methyl-1H-imidazol-1-yl) benzaldehyde (674 mg) and triethylamine (781 muL) were added, and stirring was continued for 10 hours at room temperature. Ethyl acetate and brine were added, and the organic layer was partitioned. The resultant was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum, and ethyl acetate (1 mL) was added to the residue, and diethyl ether (15 mL) was added gradually, and the precipitated solid was collected by filtration, and the title compound (790 mg) was obtained. The physical property values are as follows.ESI-MS; m/z 478 [M++H]. 1H-NMR (CDCl3) delta(ppm): 1.45 (s, 3H), 1.58 (s, 3H), 1.81-1.92 (m, 1H), 2.02-2.14 (m, 2H), 2.29 (s, 3H), 2.34-2.45 (m, 1H), 3.85 (s, 3H), 3.94 (dd, J=11.6, 5.2 Hz, 1H), 5.14 (d, J=9.2 Hz, 1H), 6.78 (s, 1H), 6.91 (s, 1H), 7.18 (d, J=8.0 Hz, 1H), 7.24-7.32 (m, 5H), 0.53 (d, J=9.6 Hz, 1H), 7.69 (d, J=1.6 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; KIMURA, Teiji; Kawano, Koki; Doi, Eriko; Kitazawa, Noritaka; Takaishi, Mamoru; Ito, Koichi; Kaneko, Toshihiko; Sasaki, Takeo; Sato, Nobuaki; Miyagawa, Takehiko; Hagiwara, Hiroaki; US2008/207900; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference 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.

3.2 g (20 mmol) of FeCl3,16.8 g (100 mmol) of 1- (1-chloroethyl) -2,3-dimethylbenzene,7.5 g (110 mmol) of imidazole and 35 ml of ionic liquid ([omim] BF6) were added to the reaction flask,The reaction was stirred at 75 C for 0.5 hours,After monitoring the reaction,Pour into the water,Dichloromethane extraction,The organic phase was washed three times,Dry the organic phase over anhydrous sodium sulfate,Concentrated under reduced pressure,The petroleum ether was recrystallized to obtain 17.0 g of 4- [1- (2,3-dimethylphenyl) ethyl] -1H-imidazole,Yield 84.8%.

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

Reference:
Patent; Tsingtao Chenda Biological Technology Co., Ltd.; Lv Yanhua; (8 pag.)CN106588778; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1848-84-6,Some common heterocyclic compound, 1848-84-6, name is 2-Ethyl-1H-benzo[d]imidazole, molecular formula is C9H10N2, 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: A solution of 10.0 mmol of compound 1a-1d in 14 mL of concentrated sulfuric acid was heated to 100-105C, 14 mL (0.26 mol) of 30% aqueous hydrogen peroxide was added dropwise with stirring,and the mixture was stirred for 1 h at 130C. After cooling, the mixture was poured into water and adjusted to pH 4, and the precipitate was filtered off.

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

Reference:
Article; Brusina; Nikolaev; Ramsh; Piotrovskii; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1528 – 1530; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1533 – 1535,3;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 10351-75-4, 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. 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

2.2.1 H24-DPBB A mixture of benzimidazole-5,6-dicarboxylic acid (2.0616 g, 10 mmol) and 4-aminobenzoic acid (1.3714 g, 10 mmol) in 30 ml DMF was heated at 135 C for 10 h, then filtrated. The product was washed several time with hot DMF and EtOH, then dried in air. Yield: 70%. Element analysis (%): Anal. Calc. for C16H9N3O4: C 62.54, H 2.95, N 13.68. Found: C 62.55, H 2.91, N 13.65%. IR (KBr pellet, cm-1): 3340(m), 3050(s), 1770(m), 1713(vs), 1605(m), 1509(m), 1371(vs), 1264(vs), 1118(m), 865(s), 835(s), 610(s). Negative ESI-MS (m/z): 305.98 (H24-DPBB-H+). 1H NMR (DMSO-d6): delta: 7.630 (J = 4.8 Hz, d, 2H, Ph-H), 8.097 (J = 1.2 Hz, d, 2H, Ph-H), 8.114 (s, 1H, Ph-H), 8.208 (s, 1H, Ph-H), 8.602 (s, 1H, Im-H), 13.320 (s, 1H, COOH). Melting points: above 300 C.

The chemical industry reduces the impact on the environment during synthesis 1H-Benzo[d]imidazole-5,6-dicarboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yang, Jing-Si; Zhu, Jiang; Liu, Rui-Bin; Ni, Jun; Chang, Zhi-Duo; Hu, Tao; Zhang, Jian-Jun; Meng, Chang-Gong; Inorganica Chimica Acta; vol. 394; (2013); p. 117 – 126;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem