Tag: M.W=100-200

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. 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H8N2O

General procedure: Benzimidazole 1 or 2 (1 mmol)was added to the mixture of TfOH (1 mL) or H2SO4 (2 mL) and arene (2-18 mmol). Reactionmixture was stirred at room temperature for the time as indicated in Table 3 or Scheme 2. Themixture was poured into ice water (30 mL). After extraction with CH2Cl2 (3 ¡Á 30 mL), thecombined extracts were consequently washed with water (50 mL), saturated aqueous solution ofNa2CO3 (30 mL), water (50 mL), dried with anhydrous Na2SO4 and evaporated in vacuo to givecrude products, which was subjected to chromatographic separation on silica gel using petroleumether/diethyl ether as an eluent.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3012-80-4.

Reference:
Article; Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1962 – 1973;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 106429-59-8, 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. 106429-59-8, name is 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

Step 4.5-((7-(5-((5-fluoro-2′-isopropyl-[1,1′-biphenyl]-2-yl)oxy)pyrimidin-4-yl)-2,7- diazaspiro[4.4] nonan-2-yl)methyl)-1H-benzo[d]imidazol-2(3H)-one (0987) A mixture of 2-(5-((5-fluoro-2′-isopropyl-[1,1′-biphenyl]-2-yl)oxy)pyrimidin-4- yl)-2,7-diazaspiro [4.4]nonane (6.8 g, 15.7 mmol), 2-oxo-2,3-dihydro-1H- benzo[d]imidazole-5-carbaldehyde (Intermediate 40, 3.05 g, 18.8 mmol), NaBH3CN (3.9 g, 62.8 mmol) and HOAc (3.4 mL) in MeOH (130 mL) was stirred at 70 C for 18 h. The mixture was then concentrated under reduced pressure and the residue adjusted to pH = 8 with saturated NaHCO3 solution and extracted with ethyl acetate (3 ¡Á 150 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by basic preparative RP- HPLC method D to give 5-((7-(5-((5-fluoro-2′-isopropyl-[1,1′-biphenyl]-2- yl)oxy)pyrimidin-4-yl)-2,7-diazaspiro[4.4]nonan-2-yl)methyl)-1H-benzo[d]imidazol- 2(3H)-one as a slight yellow solid. Yield: 7.2 g. LCMS method C: Rt = 0.663 min; (M+H)+ = 579.1.1H NMR (CD3OD): delta 8.13 (s, 1H), 7.58 (d, J = 6.8 Hz, 1H), 6.95-7.35 (m, 10H), 3.62 (s, 2H), 3.40-3.55 (m, 3H), 2.55-2.85 (m, 4H), 2.30-2.45 (m, 2H), 1.65- 1.85 (m, 4H), 1.00-1.10 (m, 6H).

The chemical industry reduces the impact on the environment during synthesis 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; MORALES-RAMOS, Angel; SINGH, Suresh, B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; PARENT, Stephan, D.; HOUSTON, Travis, L.; (444 pag.)WO2017/214367; (2017); A1;,
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Imidazole | C3H4N2 – PubChem

Electric Literature of 10394-38-4, A common heterocyclic compound, 10394-38-4, name is 1-Methylbenzoimidazol-5-amine, molecular formula is C8H9N3, 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 suspension of 6-(4-((2,5-dichloropyrimidin-4-yl)amino)piperidin-l- yl)pyridazine-3-carbonitrile (285.8 mg, 0.82 mmol) and l-methyl-li7-benzo[Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); 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 3314-30-5 as follows. name: 1H-Benzo[d]imidazole-2-carbaldehyde

General procedure: The appropriate imidazolecarboxaldehyde derivative (10 mmol, 1 equiv.) was dissolved inmethanol. The amine (1 equiv.) in dry THF (5.0 mL), and activated 4 molecular sieves (2.00 g) wereadded. The reaction mixture was stirred at room temperature, under nitrogen for 12 hours. Then,sodium borohydride (1.2 equiv.) was added portionwise and the reaction was stirred at roomtemperature. After 3 hours water was added, and the mixture was stirred for 10 minutes. Molecular sieves were filtered off through a Celite pad. The filtrate was evaporated under reduced pressure.The residue was taken up with EtOAc and the organic layer was washed with 2N NaOH ( ¡Á 1), driedover sodium sulfate and concentrated in vacuo. The crude material was purified by columnchromatography using the indicated eluents

According to the analysis of related databases, 3314-30-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Galli, Ubaldina; Hysenlika, Rejdia; Meneghetti, Fiorella; Grosso, Erika Del; Pelliccia, Sveva; Novellino, Ettore; Giustiniano, Mariateresa; Tron, Gian Cesare; Molecules; vol. 24; 10; (2019);,
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Imidazole | C3H4N2 – PubChem

Electric Literature of 116989-51-6,Some common heterocyclic compound, 116989-51-6, name is 2-(2-Nitro-1H-imidazol-1-yl)ethanamine hydrochloride, molecular formula is C5H9ClN4O2, 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.

Synthesis of N1-[2-(2-nitro-1H-1-imidazolyl)ethyl]-3-iodobenzamide Into a solution of 2-(2-nitro-1H-1-imidazolyl)-1-ethylamine hydrochloride (23.3 mg) in dimethylformamide (5 mL), triethylamine (50.3 muL) and a solution of 2,5-dioxotetrahydro-1H-1-pyrrolyl-3-iodobenzoate (50 mg) in dimethylformamide (1 mL) were added, followed by stirring at room temperature overnight. After distilling off the solvent, dichloromethane was added to the residue, followed by washing with water. The resulting organic layer was dried over anhydrous sodium sulfate and after that the solvent was distilled off. The resulting residue was then dissolved in dichloromethane and impurities were filtered off to give the title compound (21.8 mg). 1H-NMR (400 MHz, DMSO-d6) delta: 3.66-3.70 (2H, m), 4.54-4.57 (2H, t, J=6.3), 7.12 (1H, t, J=0.98 Hz), 7.24-7.28 (1H, t, J=7.8 Hz), 7.52 (1H, s), 7.71-7.73 (1H, m), 7.86-7.89 (1H, m) 8.04 (1H, d). ESI-MS (m/z): 387 (M-H+)

The synthetic route of 116989-51-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM RI PHARMA CO., LTD.; US2012/219500; (2012); 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 50995-95-4 as follows. name: 2-Propylimidazole

EXAMPLE 19 8-(2-n-Propyl-1H-imidazol-1-yl)-7-trifluoromethyl[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione, hydrochloride The title compound was prepared from 4-amino-2-fluoro-5-nitrobenzotrifluoride and 2-n-propylimidazole by a method analogous to the method described in example 10. M.p.>300 C. 1 H-NMR (DMSO-d6): delta0.86 (t, 3H), 1.55-1.79 (m, 2H), 2.65 (t, 2H), 7.83 (d, 1H), 7.87 (s, 1H), 7.91 (br.s, 1H), 8.82 (s, 1H), 12.44 (s, 1H), 13.30 (s, 1H).

According to the analysis of related databases, 50995-95-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Novo Nordisk A/S; US5532236; (1996); 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 934-22-5 as follows. Quality Control of 6-Aminobenzimidazole

General procedure: A mixture of compound II-1, II-2 or II-3 (2 mmol),SnCl2¡¤2H2O (10 mmol) in EtOAc (15 mL) was refluxed for12 h. When the reaction was complete according to TLCanalysis, the resulting reaction mixture was cooled to room temperature. Subsequently, the reaction mixture wasadjusted to pH 8-9 with saturated aq. NaHCO3 (50 mL).Then the mixture was extracted with EtOAc (2 ¡Á 150 mL).The combined organic phase was washed with brine (200mL), dried over anhydrous Na2SO4, and concentrated toafford compounds III-1, III-2 or III-3, which were useddirectly for the next step without further purification. To amixture of 5-amino-1H-benzimidazole (III-1, III-2 or III-3,2 mmol), water (5 mL) and concentrated HCl (12 mol/L,0.51 mL) at 0C, a solution of sodium nitrite (NaNO2, 2.1mmol) in water (10 mL) was added dropwise whilemaintaining the temperature below 5C. After stirring for 20min, a solution of diazonium chloride was prepared.Subsequently, a solution of diazonium chloride was addedgradually to a mixture of phenols (IV-1-IV-10, 2 mmol),sodium hydroxide (NaOH, 2 mmol), ethanol (15 mL) andwater (25 mL) at 0-5C. After the addition of the abovediazonium solution, the mixture was continued to stir for 3-6h until a lot of precipitate was produced. The solid wascollected, washed with water (3¡Á10 mL), dried and purifiedby PTLC to give the target products V-1~V-28.

According to the analysis of related databases, 934-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ke, Yazhen; Zhi, Xiaoyan; Yu, Xiang; Ding, Guodong; Yang, Chun; Xu, Hui; Combinatorial Chemistry and High Throughput Screening; vol. 17; 1; (2014); p. 89 – 95;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

71759-89-2, name is 5-Iodo-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: imidazoles-derivatives

A mixture of 4-iodoimidazole (2.5 g, 12.89 mmol), CS2CO3 (6.3 g, 19.33 mmol) and BnBr (2.6 g, 15.47 mmol) in CH3CN (50 mL) was stirred at 80 C for 12 hrs. After being cooled to rt, the solid was filtered and the filtrate was concentrated in vacuo. The residue was purified by prep-HPLC to give l-benzyl-4-iodo-imidazole (2.68 g) as a white solid.

The synthetic route of 71759-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; WANG, Yongguang; YANG, Song; (84 pag.)WO2018/83081; (2018); A1;,
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. 7189-69-7, name is 1,1′-Sulfonyldiimidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 7189-69-7

A solution of n-butyllithium (2.50 M in hexanes, 340 muL, 0.86 mmol, 7.00 equiv) was added to astirred solution of hexamethyldisilazane (230 muL, 0.94 mmol, 7.70 equiv) in tetrahydrofuran (15mL) at 0 C. The resultant solution was warmed briefly to 23 C, then was cooled to 0 Cwhereupon a solution of 10 (50 mg, 0.12 mmol, 1 equiv) in tetrahydrofuran (5 mL) was added.The resultant mixture was stirred at 0 C for 30 min, then was cooled to -10 C whereuponN,N?-sulfuryldiimidazole (218 mg, 1.10 mmol, 9.00 equiv) was added. The reaction mixture waswarmed to 23 C and stirred at that temperature for 12 h. Excess N,N?-sulfuryldiimidazole wasquenched by the addition of methanol (5 mL), and the resultant mixture was concentrated. Theresidue was partitioned between saturated aqueous sodium bicarbonate solution (20 mL) anddichloromethane (20 mL). The layers were separated and the aqueous phase was extractedwith dichloromethane (3 ¡Á 25 mL). The combined organic layers were dried over anhydroussodium sulfate and the dried solution was concentrated. Purification of the residue by flashcolumn chromatography (20% ethyl acetate-hexanes) gave 28 (39 mg, 60%) as a colorless oil.

According to the analysis of related databases, 7189-69-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fash, David M.; Peer, Cody J.; Li, Zhenwu; Talisman, Ian J.; Hayavi, Sima; Sulzmaier, Florian J.; Ramos, Joe W.; Sourbier, Carole; Neckers, Leonard; Figg, W. Douglas; Beutler, John A.; Chain, William J.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2641 – 2644;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 4857-06-1,Some common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, 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 7; 2-Chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazole; To a suspension of sodium hydride (6.2 g, 245 MMOL) in DMF (275 mL) at 5 C was added 2-chlorobenzimidazole (37 G, 243 MMOL) via a solid-addition funnel over 30 min while maintaining the internal temperature of the mixture below 10 C. An additional 25 mL of DMF was added, and the ice bath was removed. After 2 h, 2-(TRIMETHYLSILYL) ETHOXYMETHYL CHLORIDE (SEM-CI) was added dropwise over 5 min. A white precipitate formed. The reaction mixture was stirred at room temperature for 18 h. To the mixture was added H20 (500 mL) and ethyl acetate (750 mL). The organic layer was washed with additional H20 (500 mL), dried (MGS04), and concentrated under reduced pressure, giving 65.8 g (96% yield) of the desired product as a clear golden oil, which solidified upon standing to give a beige solid. TLC (SI02, 5% ACETONE/CH2CI2) : Rf = 0.64. MS (ESI) : mass calculated for C13H19CIN2OSI, 282.10 ; m/z found, 283. 1. H NMR (400 MHz, CDC13) : 7.70 (d, J = 7.3, 1 H), 7.46 (d, J = 7.6, 1 H), 7.40-7. 25 (m, 2H), 3.58 (t, J = 7.9, 2H), 0.92 (t, J = 8.3, 2H), 0.04 (s, 9H)

The synthetic route of 4857-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/12296; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem