Tag: M.W=100-200

Reference of 583-39-1, 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. 583-39-1, name is 2-Mercaptobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Benzyl chloride or 1-iodopropane, 89.25 mmol, and potassium carbonate, 170.0 mmol, were added to a solution of 85.0 mmol of 1,3-dihydro-2H-benzimidazole-2-thione in 140 mL of acetone. The mixture was refluxed for 3 h with stirring and poured into water with stirring to dissolve inorganic com-ponents. The precipitate was filtered off and washed with water and methanol. Compound 1b was dried and recrystallized from 20 mL of methanol. Compound 1a required no additional purification. Compound 1a. Yield 93%, colorless crystals, mp 180-181C. 1 H NMR spectrum, delta, ppm: 4.56 s (2H, CH 2 ), 7.07 t (2H, H arom , J = 4.0 Hz), 7.21 t (1H, H arom , J = 6.8 Hz), 7.28 t (2H, H arom , J = 7.2 Hz), 7.35-7.45 m (4H, H arom ), 12.04 br.s (1H, NH). Compound 1b. Yield 55%, colorless crystals, mp 151-152C. 1 H NMR spectrum, delta, ppm: 1.07 t (3H, CH 3 , J = 7.2 Hz), 1.80 sext (2H, CH 2 , J = 6.8 Hz), 3.25 t (2H, CH 2 , J = 7.2 Hz), 7.05 s (2H, H arom ), 7.37 s (1H, H arom ), 12.27 s (1H, NH).

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

Reference:
Article; Kharaneko; Russian Journal of Organic Chemistry; vol. 54; 9; (2018); p. 1363 – 1368; Zh. Org. Khim.; vol. 54; 9; (2018); p. 1350 – 1354,5;,
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. 1546-79-8, name is 2,2,2-Trifluoro-1-(1H-imidazol-1-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,2,2-Trifluoro-1-(1H-imidazol-1-yl)ethanone

1,8-diazabicyclo[5.4.0]undec-7-enium 5′-O-(tert-butyldiphenylsilyl)-2′-O-(tert-butyldimethylsilyl)uridine-3′-yl phosphonate (8u) (100 mumol) are dried by repeated co-evaporation with anhydrous pyridine and then dissolved in anhydrous pyridine (1 mL). N,N’-bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride (BopCl; 500 mumol) is added and the mixture is allowed to stir for 5 minutes.To the mixture, a solution of amino alcohol (L-2) (100 mumol) dissolved in anhydrous pyridine (1 mL) was added dropwise by syringe and the mixture was stirred for 5 min under argon. 2′,3′-O-bis((tert-butyldimethylsilyl)uridine 9u is dried using repeated co-evaporation with anhydrous pyridine and dissolved in 100 mumol pyridine. Thereafter, the mixture is added via cannula to a solution of 2′,3′-O-bis(tert-butyldimethylsilyl)uridine 9u (100 mumol). After 10 minutes N-trifluoroacetylimidazole (CF3COIm; 200 mumol) is added. After an additional 30 seconds N,N’-dimethylthiuram disulfide (DTD; 120 mul) is added. After a further 3 minutes the mixture is dried in vacuo. Concentrated NH3-EtOH (3: 1, v / v, 10 mL) is added to the residue and the mixture is allowed to stir for 12 hours, then concentrated to dryness under reduced pressure. Thereafter, the mixture is diluted with CHCl3 (5 mL) and washed with 0.2 M phosphate buffer (pH 7.0, 5 mL). The aqueous layer is back-extracted with CHCl3 (2 × 5 mL). The organic layers are combined, dried over Na2SO4, filtered and concentrated to dryness under reduced pressure. The residue is purified by preparative TLC. The product was dissolved in CHCl3 (5 mL), washed with 0.2 M 1,8-diazabicyclo [5.4.0] undec-7-enium bicarbonate buffer (5 mL) and washed with CHCl3 (2 × 5 mL) Back extracted. Combine the organic layers, dry over Na2SO4, filter, concentrate and dry to give (SP)-10uu.

According to the analysis of related databases, 1546-79-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONTORII INCORPORATED; VERDINE, GREGORY L; MEENA, MEENA; IWAMOTO, NAOKI; (250 pag.)JP2015/205910; (2015); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 89532-38-7, A common heterocyclic compound, 89532-38-7, name is 2-Cyclopropyl-1H-imidazole, molecular formula is C6H8N2, 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 mixture of ethyl 3-(5-(4-bromophenyl)-1-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-2-yl)propanoate (455 mg, 1.0 mmol) and 2-cyclopropyl-1H-imidazole (17-3) (324 mg, 3.0 mmol, 3.0 eq.) in NMP (4 ml) was added 8-hydroxyquinoline (22 mg, 0.15 mmol, 0.15 eq.), Cu2O (282 mg, 0.1 mmol) and K2CO3 (166 mg, 1.2 mmol) and PEG-2000 (50 mg). The resulting mixture under N2 was irradiated under microwave at 128 C for 6.0 h, cooled to room temperature and diluted with THF (10 ml) and water (10 ml). The mixture was filtered and the resulting aqueous layer was extracted with EA (30 ml x 5). The combined organic layers were washed with brine (20 ml), dried over MgSO4, filtered, concentrated and purified by silica gel column chromatography (MeOH : CH2Cl2 = 1 : 15) to afford the desired compound as a yellow solid (190 mg, yield 39%).

The synthetic route of 89532-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sun, Xicheng; Qiu, Jian; Strong, Sarah A.; Green, Louis S.; Wasley, Jan W.F.; Blonder, Joan P.; Colagiovanni, Dorothy B.; Mutka, Sarah C.; Stout, Adam M.; Richards, Jane P.; Rosenthal, Gary J.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5849 – 5853;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 5465-29-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5465-29-2 name is 2-Propylbenzimidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of 22 (65 mg, 0.18 mmol) and 2-propylbenzo[d]imidazole (32 mg, 0.20 mmol) in DMF (1.5 mL) was added potassiumcarbonate (125 mg, 0.908 mmol), and the solution was stirredfor 4 h at 60 C. After the consumption of the starting material, thereaction mixture was poured into water and extracted twice with ethylacetate. The combined organic layers were washed with brine, driedover sodium sulfate, and filtered. The organic layer was concentrated togive the residue. The obtained residue was then purified by flashcolumn chromatography on silica gel (100:0 to 50:50 hexane/ethylacetate) to give 25 (63 mg, 79%) as an amorphous. 1H NMR (300 MHz,CDCl3): delta 0.98 (t, J=7.4 Hz, 3H), 1.71-1.93 (m, 2H), 2.23 (s, 3H),2.74-2.91 (m, 2H), 4.73 (d, J=12.4 Hz, 1H), 5.23-5.38 (m, 3H),6.72-6.85 (m, 2H), 6.90-7.18 (m, 7H), 7.39-7.47 (m, 1H). LC/MS (ESI,[M+H]+, m/z) 438.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Propylbenzimidazole, and friends who are interested can also refer to it.

Reference:
Article; Yamamoto, Keisuke; Tamura, Tomohiro; Nakamura, Rina; Hosoe, Shintaro; Matsubara, Masahiro; Nagata, Keiko; Kodaira, Hiroshi; Uemori, Takeshi; Takahashi, Yuichi; Suzuki, Michihiko; Saito, Jun-ichi; Ueno, Kimihisa; Shuto, Satoshi; Bioorganic and Medicinal Chemistry; vol. 27; 22; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 2302-25-2, 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. 2302-25-2, name is 4-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

4-(4-bromo-1H-imidazol-1-yl)-3-methoxybenzoic acidA mixture of methyl 4-fluoro-3-methoxybenzoate (2.13 g), 4-bromo-1H-imidazole (3.74 g) and potassium carbonate (4.80 g) in DMF (20 mL) was stirred at 100 C. overnight, and allowed to cool to room temperature, and ethyl acetate and water were added. The aqueous layer was separated, and acidified with 6N hydrochloric acid (pH=3-4), and the resultant precipitate was collected by filtration to give the title compound (1.92 g).MS (ESI+): [M+H]+ 297.0.

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

Reference:
Patent; KOIKE, Tatsuki; Nakamura, Minoru; Tomata, Yoshihide; Takai, Takafumi; Hoashi, Yasutaka; Kajita, Yuichi; Tsukamoto, Tetsuya; Kamata, Makoto; US2012/59030; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 15965-54-5, The chemical industry reduces the impact on the environment during synthesis 15965-54-5, name is 2-Chloro-5-methoxy-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life.

EXAMPLE 158 5-Methoxy-2-chlorobenzimidazole (0.55 g), thiourea (0.2 g) and ethanol (10 ml) were refluxed for 2 hours. To the reaction mixture was added a solution of 1-methyl-8-chloromethyl-1,2,3,4-tetrahydroquinoline hydrochloride (0.51 g) and sodium hydroxide (0.3 g) in water (5 ml) and the mixture was refluxed for 5 hours. After completion of the reaction, ethanol was distilled off and water was added to the resulting residue, and the mixture was extracted with chloroform. After drying over anhydrous magnesium sulfate, chloroform was distilled off. The resulting residue was purified by silica gel column chromatography [eluent:n-hexane-ethyl acetate (4:1)] to give 8-(5-methoxy-2-benzimidazolyl)thiomethyl-1-methyl-1,2,3,4-tetrahydroquinoline (0.62 g). NMR (CDCl3) delta: 1.60-2.00 (2H, m), 2.70 (2H, t, J=7 Hz), 2.73 (3H, s), 2.83-3.23 (2H, m), 3.73 (3H, s), 4.30 (2H, s), 6.67-7.40 (6H, m), 12.50 (1H, br.).

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-Chloro-5-methoxy-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US4963566; (1990); 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 496-46-8 as follows. Recommanded Product: Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

A suspension of 28.4 g (0.2 mol) of glycoluril 1 and 80 g of 40% formaldehyde solution was alkalized with a 20% NaOH solution to 9-10, after which the mixture was stirred at 50 C for 2 h. 70% of water was distilled off, and tetra-N-hydroxymethyl glycoluril was separated and washed with acetone. Yield of 2 26.2 g (50%), mp 136.5 C. IR spectrum(KBr), nu, cm-1: 1718.31 (=), 3337.39 (). 1H NMR spectrum (400 MHz, DMSO), delta, ppm: 5.47 s(2H, CH), 4.62-4.79 m (8H, CH2).

According to the analysis of related databases, 496-46-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sal?keeva; Bakibaev; Khasenova; Taishibekova, Ye. K.; Sugralina; Minaeva, Ye. V.; Sal?keeva; Russian Journal of Applied Chemistry; vol. 89; 1; (2016); p. 132 – 139; Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.); vol. 89; 1; (2016); p. 103 – 111,9;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1467-16-9, 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. 1467-16-9, name is 1H-Imidazole hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: For the intercalations of aromatic amines and diamines, a five fold molar excess of the corresponding amine was hydrothermally treated in water (9mL) with ZrSPhP 2H2O at 130C for 20h .Imidazole and pyridine were intercalated by stirring a suspension of ZrSPhP 2H2O with a five foldmolar excess of the corresponding heterocycle in the water/ethanol mixture(1:1) at 50 C for 4 days. 4,4?-Bipyridine was intercalated by both abovementioned methods (at 130 C and 50 C). Poly(ethyleneimine)was intercalated analogously at 50 C using 50% aqueous solution of poly(ethyleneimine)(2mL)added to asuspension of ZrSPhP 2H2O in 20 mL of a water/ethanol mixture(1:1). Amino acids were intercalated by stirring a suspension of ZrSPhP 2H2O with a five fold molar excess of the corresponding amino acid in the water-ethanol mixture(1:1)at room temperature for 4 days.The resulting mixtures were centrifuged, the separated solid interca-lates were washed with the water-ethanol mixture and dried at ambient conditions.Elemental analysiscalcd./foundforthefollowingselectedintercalates: p-Toluidine-C,38.96/33.0970.21;H, 3.75/3.6670.09;N,3.32/4.5270.06;S,7.61/7.9870.10%forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 1.8C7H7NH2 H2O. 1,8-Diaminonaph-thalene -C,34.71/33.0870.12;H,2.91/3.6470.04;N,3.24/3.0370.02;S,8.34/7.2270.09% forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 0.8C10H10N2 2H2O.1-Aminopyrene-C,48.51/47.5770.07;H,3.22/3.8970.04;N,2.36/2.4670.10;S,6.48/5.7570.29%forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 1.5C16H11NH2O.

The chemical industry reduces the impact on the environment during synthesis 1H-Imidazole hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Svoboda, Jan; Zima, Vitezslav; Melanova, Klara; Benes, Ludvik; Trchova, Miroslava; Journal of Solid State Chemistry; vol. 208; (2013); p. 58 – 64;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 614-97-1, 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. 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-methyl-1H-benzo[d]imidazole (2.0 g, 15.13 mmol), triethylamine (5.27 mL, 37.8 mmol) in dichloromethane (30 mL) was added di-tert-butyl dicarbonate (5.27 mL, 22.70 mmol). The reaction mixture was stirred overnight at room temperature, and the resulting solution was diluted with water (30 mL), extracted with ethyl acetate (3 x 20 mL). The organic layers were combined, washed with aqueous sodium carbonate and brine, dried, filtered, and concentrated under vacuum to afford a mixture of tert-butyl 5-methyl- 1H-benzo[d]imidazole-1-carboxylate and tert-butyl 6-methyl-1H-benzo[d]imidazole-1- carboxylate (3.12 g) as a yellow oil. LCMS m/z = 177.1 [M+H-isobutylene]+.

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-Methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 32673-41-9, name is 4-Imidazolemethanol hydrochloride, 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 32673-41-9, Product Details of 32673-41-9

Step B 4-Hydroxymethyl-1-triphenylmethylimidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in 250 mL of dry DMF at room temperature is added triethylamine (90.6 mL, 650 mmol). A white solid precipitates from the solution. Chlorotriphenylmethane (76.1 g, 273 mmol) in 500 mL of DMF is added dropwise. The reaction mixture is stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product is slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product which is sufficiently pure for use in the next step.

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; Merck & Co., Inc.; US5891889; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem