Category: 98873-55-3

Reference of 98873-55-3, The chemical industry reduces the impact on the environment during synthesis 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, I believe this compound will play a more active role in future production and life.

EXAMPLE 20 Synthesis of Methyl 5-(cyano[2-(1-naphthyl)ethyl]methyl)-3-tetrahydropyranyl-imidazole-4-carboxylate The cyanomethyl imidazole (5.0 g, 20 mmol) was alkylated using NaH (1.2 g) and 2-(1-naphthyl)ethyl bromide (7.1 g, 30 mmol, Frinton Labs, Piscataway, N.J.), as described in Example 5, and purified according to the procedure discussed in Example 1. White foam, 5.0 g, 62%. 1 H-NMR (200 mHz): delta,8.23 (s, 1H, H-2); 8.1-7.3 (m, 7H, naphthyl); 5.80 (m, 1H, H-2′ tetrahydropyranyl); 4.58 (m, 1H, methene); 3.57 (s, 3H, COOCH3). Anal. Calcd for C24 H35 N3 O3 (403.48): C, 71.44; H, 6.24;N, 10.41. Found: 71.38; H, 6.16; N, 10.45.

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-(1H-Imidazol-1-yl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISIS Pharmaceuticals, Inc.; US5457191; (1995); 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. 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H5N3

Example 1 Synthesis of 2-(1-imidazolyl)-2-(4-isobutyl-1,3-dithiolan-2-ylidene)acetonitrile (Compound Nos. 8 and 9) To a mixed solution of 0.55 g (0.005 mole) of 1-cyanomethylimidazole, 0.4 g (0.005 mole) of carbon disulfide and 10 ml of dimethyl sulfoxide was added 0.8 g (0.014 mole) of potassium hydroxide powder with stirring, and the reaction was carried out at room temperature for 1 hour. Then, 1.5 g (0.006 mole) of 1,2-dibromo-4-methylpentane was added dropwise with stirring, and the resulting solution was subjected to reaction for 2 hours. After completion of the reaction, 20 ml of water was added to the reaction solution, after which the resulting mixture was subjected to extraction with ethyl acetate, and the organic layer was washed with water and dried. The solvent was distilled off and the residue was purified by silica gel chromatography to obtain 0.45 g of the Z isomer and 0.3 g of the E isomer individually in the form of colorless crystals. The Z isomer (Compound No. 8): melting point 73.3C, yield 34%. The E isomer (Compound No. 9): melting point 118.1C, yield 23%.

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; NIHON NOHYAKU CO., LTD.; EP218736; (1987); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, molecular formula is C5H5N3, 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 C5H5N3

General procedure: A solution of aryl acetonitrile 2 (50 mg), and triethylamine (1.1 equiv.) in dimethylformamide dimethyl acetal (0.5 mL, 3.76 mmol) was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT, and solvents were then evaporated. To the resulting crude product 3 was added hydrazine mono-hydrobromide (3.0 equiv.), 200 proof EtOH (1.0 mL), and H2O (0.3 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT and concentrated in vacuo. The resulting residue was subjected to liquid-liquid extraction using saturated NaHCO3 (aq) and CH2Cl2. The organic layer was collected, dried over anhydrous MgSO4, filtered and removed under vacuum to afford 4.The resulting crude product 4 and 2-arylsubstitutedmalondialdehydes or 1,1,3,3tetramethoxypropane (1.0 equiv.) were dissolved in glacial AcOH (1.0 mL) and 200 proof EtOH (1.5 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. After cooling on ice, the precipitate was collected on a fine scintered-glass frit and washed with icecold EtOH (2 x 1.0 mL). The resulting crystals 5-32 were dried and collected.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 98873-55-3, its application will become more common.

Reference:
Article; Singleton, Justin D.; Dass, Reuben; Neubert, Nathaniel R.; Smith, Rachel M.; Webber, Zak; Hansen, Marc D.H.; Peterson, Matt A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, 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 98873-55-3, Formula: C5H5N3

The cyanomethyl imidazole (5.0 g, 20 mmol) was alkylated using NaH (1.2 g, 60% in oil, washed with hexanes) and iodononane (7.6 g, 30 mmol) as described in Example 5, the General Procedure for the nucleosides. The products were purified by FC using a gradient of ethyl acetate in hexanes (20 to 50%). Evaporation of the fractions containing the products yielded methyl 5-(cyano[nonyl]methyl)-3-tetrahydropyranyl-imidazole-4-carboxylate (5.0 g, 67%) as a yellow foam. 1 H-NMR (200 mHz): 67,8.22 (s, 1H, H-2); 5.87 (m, 1 H, H-2′ tetrahydropyranyl); 4.58 (m, 1H, methene); 3.85 (s, 3H, COOCH3); 1.30 and 0.88(2 m, 19H, nonyl). Anal. Calcd for C21 H33 N3 O3 (375.51): C, 67.17; H, 8.86;N, 11.19. Found: C, 67.47; H, 8.95;N, 11.21.

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-(1H-Imidazol-1-yl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISIS Pharmaceuticals, Inc.; US5457191; (1995); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, 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. Quality Control of 2-(1H-Imidazol-1-yl)acetonitrile

Reference Example 9 Using 0.88 g of 1-cyanomethylimidazole obtained in Reference Example 2, 1.309 g of 1-imidazolylthioacetamide hydrochloride was obtained by the same manner as described in

The synthetic route of 98873-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5565479; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, 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. HPLC of Formula: C5H5N3

A 25 mL flask is charged with powdered KOH (211 mg, 3.23 mmol), DMSO (3 mL), purged with Argon and is cooled at 10CC with a water bath. A solution of 2-imidazol-1-ylacetonitrile (166 mg, 1.55 mmol) and CS2 (0.195 mL, 3.23 mmol) in DMSO (3 mL) is then added slowly to give an orange mixture. The cooling bath is removed and the reaction is stirred at room temperature for 30 minutes. A solution of [2-chloro-1-(2,5-dichloro-3-thienyl)ethyl] methanesulfonate (400 mg, 1.29 mmol) in DMSO (2 mL) isthen added dropwise. After 30 minutes, the reaction mixture is poured into H20 (15 mL). The aqueous phase is extracted with dichloromethane, the combined organic phases are washed with brine, dried with Na2504, filtered and evaporated to give a crude pale yellow residue. Purification by chromatography on silica gel (heptanes Iethyl acetate, 5:1-* 1:1 -* 1:3) afford (2E)-2-[4-(2,5-dichloro- 3-thienyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile (Compound l.h.25) as a white solid. Mp =117-1 19CC. 1H-NMR (400 MHz, CDCI3): oe = 7.63 (s, 1H), 7.18 (s, 1H), 7.05 (t, J = 1.3 Hz, 1H), 6.96 (s,1H), 5.39 (dd, J= 5.2, 8.7 Hz, 1H), 3.74 (dd, J= 5.2, 11.9 Hz, 1H), 3.63 (dd, J= 8.7, 11.9 Hz, 1H). MS (ESI): m/z= 360, 362 (M+1).

The synthetic route of 2-(1H-Imidazol-1-yl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; GAGNEPAIN, Julien Daniel Henri; MAITY, Pulakesh; JEANMART, Stephane Andre Marie; LAMBERTH, Clemens; WO2015/162269; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 98873-55-3, The chemical industry reduces the impact on the environment during synthesis 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, I believe this compound will play a more active role in future production and life.

EXAMPLE 20 Synthesis of Methyl 5-(cyano[2-(1-naphthyl)ethyl]methyl)-3-tetrahydropyranyl-imidazole-4-carboxylate The cyanomethyl imidazole (5.0 g, 20 mmol) was alkylated using NaH (1.2 g) and 2-(1-naphthyl)ethyl bromide (7.1 g, 30 mmol, Frinton Labs, Piscataway, N.J.), as described in Example 5, and purified according to the procedure discussed in Example 1. White foam, 5.0 g, 62%. 1 H-NMR (200 mHz): delta,8.23 (s, 1H, H-2); 8.1-7.3 (m, 7H, naphthyl); 5.80 (m, 1H, H-2′ tetrahydropyranyl); 4.58 (m, 1H, methene); 3.57 (s, 3H, COOCH3). Anal. Calcd for C24 H35 N3 O3 (403.48): C, 71.44; H, 6.24;N, 10.41. Found: 71.38; H, 6.16; N, 10.45.

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-(1H-Imidazol-1-yl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISIS Pharmaceuticals, Inc.; US5457191; (1995); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, 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. Application In Synthesis of 2-(1H-Imidazol-1-yl)acetonitrile

A 25 mL flask is charged with powdered KOH (239 mg, 4.26 mmol), DMSO (5 mL), purged with Argon and is cooled at 10C with a water bath. A solution of 2-imidazol-1-ylacetonitrile (228 mg, 2.13 mmol) and CS2 (257 mu, 4.26 mmol) in DMSO (2 mL) is then added slowly to give an orange mixture. The cooling bath is removed and the reaction is stirred at room temperature for 15 minutes. A solution of [2-chloro-1-[2-chloro-4-[(6-methoxy-3-pyridyl)oxy]phenyl]ethyl] methanesulfonate (620 mg, 1.59 mmol) in DMSO (2 mL) is then added dropwise. After 4 hours, the reaction mixture is poured into H20 (15 mL). The aqueous phase is extracted with dichloromethane, the combined organic phases are washed with brine, dried with Na2S04, filtered and are evaporated to give a crude pale yellow residue. Purification by chromatography on silica gel (heptanes / EtOAc, 1 :1?1 :3?1 :4) afford (2E)-2- [4-[2-chloro-4-[(6-methoxy-3-pyridyl)oxy]phenyl]-1 ,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile (compound l.bj.25) as a white foam. Mp = 88-91 C. H-NMR (400 MHz, CDCI3): delta = 7.96 (d, J = 3.0 Hz, 1 H), 7.63 (s, 1 H), 7.50 (d, J = 8.9 Hz, 1 H), 7.31 (dd, J = 3.0, 8.9 Hz, 1 H), 7.16 (s, 1 H), 7.05 (t, J = 1.3 Hz, 1 H), 6.97 (d, J = 2.7 Hz, 1 H), 6.88 (dd, J = 2.7, 8.5 Hz, 1 H), 6.79 (d, J = 8.5 Hz, 1 H), 5.65 (dd, J = 5.1 , 8.3 Hz, 1 H), 3.95 (s, 3H), 3.92 (dd, J = 5.1 , 12.0 Hz, 1 H), 3.74 (dd, J = 8.3, 12.0 Hz, 1 H). MS (ESI): m/z = 443, 445 (M+1 ).

The synthetic route of 2-(1H-Imidazol-1-yl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; GAGNEPAIN, Julien Daniel Henri; MAITY, Pulakesh; RAJAN, Ramya; JEANMART, Stephane Andre Marie; LAMBERTH, Clemens; WO2015/162271; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, 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 98873-55-3, Formula: C5H5N3

A 10 mL flask is charged with powdered KOH (159 mg, 2.43 mmol), DMSO (3 mL), purged with Argon and is cooled at 10CC with a water bath. A solution of 2-imidazol-1-ylacetonitrile (125 mg,1.17 mmol) and carbon disulfide (0.147 mL, 2.5 mmol) in DMSO (3 mL) is then added slowly to givean orange mixture. The cooling bath is removed and the reaction is stirred at room temperature for 30minutes. A solution of [2-bromo-1-(3-bromopyrazin-2-yl)ethyl] methanesulfonate (350 mg, 0.97 mmol)in DMSO (2 mL) is then added dropwise. After two hours, the reaction mixture is poured into H20 (15mL). The aqueous phase is extracted with dichloromethane, the combined organic phases are washedwith brine, dried with Na2504, filtered and evaporated to give a crude pale yellow residue. Purificationby chromatography on silica gel (heptanes I EtOAc, 5:1-*1:1-*1:3) afford (2E)-2-[4-(3-bromopyrazin-2-yl)-1 ,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile (Compound l.ao.25) as a yellow gum. 1HNMR(400 MHz, CDCI3): oe = 8.55 (d, J = 2.2 Hz, 1H), 8.41 (d, J = 2.2 Hz, 1H), 7.61 (s, 1H), 7.16 (s, 1H),7.03 (s, 1H), 5.67 (t, J= 5.5 Hz, 1H), 4.14 (dd, J= 5.5, 11.8 Hz, 1H), 3.91 (dd, J= 5.5, 11.8 Hz, 1H).MS (ESI): m/z= 366, 368 (M+1).

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 of 98873-55-3,Some common heterocyclic compound, 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, molecular formula is C5H5N3, 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 stirred solution of 2-(lH-imidazol-l-yl)acetonitrile (400 mg, 3.73 mmol) in dimethylsulfoxide (5 mL), potassium hydroxide (461 mg, 8.22 mmol) was added at 0 C and stirred for 30 min at 25 C. To this reaction mixture, carbon disulfide (0.29 mL, 4.85 mmol) was added and stirred for another 15 min. 5,6-Dichloropyrazine-2,3-dicarbonitrile (743 mg, 3.73 mmol) was added portion- wise to the reaction mixture and allowed to stir for 2 h at 25 C. After completion of the reaction, water was added to the reaction mixture and the product was extracted twice with ethyl acetate (50 mL). Ethyl acetate layer was washed with brine (50 mL), dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure to obtain a crude product. The crude product was then purified by column chromatography on silica gel (eluent-hexane to 40% ethyl acetate in hexane) to obtain 2-(cyano(lH-imidazol-l-yl)methylene)-[l,3]dithiolo[4,5-b]pyrazine-5,6-dicarbonitrile (350 mg, 1.31 mmol, 30% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(1H-Imidazol-1-yl)acetonitrile, its application will become more common.

Reference:
Patent; PI INDUSTRIES LTD.; SAXENA, Rohit; PUJARI, Sandip Appaji; THOK, Sambhaji Shivnath; DEBNATH, Sankha; RAJU, Jella Rama; MISHRA, Rupesh Kumar; GARG, Ruchi; AUTKAR, Santosh Shridhar; VENKATESHA, Hagalavadi M; KLAUSENER, Alexander G.M.; (110 pag.)WO2019/150311; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem