Category: 98873-55-3

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. 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 2-(1H-Imidazol-1-yl)acetonitrile

A mixture of potassium hydroxide (0.17 g, 3.1 mmol) in 3 ml of dimethylsulfoxide was purged with argon and cooled to 10C. A solution of 2-imidazol-1-ylacetonitrile (13, 0.15 g, 1.5 mmol) and carbon disulfide (0.2 g, 3.0mmol) in 2 ml of dimethylsulfoxide was then slowly added. The cooling bath was removed and the resulting orange mixture was stirred for 20 min at room temperature. A solution of (2-bromo-4,6-dichloroindan-1-yl) methanesulfonate(11, 0.35 g, 1.0 mmol) in 2 ml of dimethylsulfoxide was then added dropwise.The reaction mixture was stirred for 1 h at room temperature and then poured on water. The phases were separated, the aqueous phase was extracted with dichloromethane, the combined organic layer was washed with water and brine,dried over sodium sulfate and evaporated under reduced pressure. The remainder was purified by chromatography on silica gel, using ethyl acetate / heptane 1 : 1 as eluent system to deliver 2-(5,7-dichloro-4,8b-dihydro-3aH-indeno[1,2-d][1,3]dithiol-2-ylidene)-2-imidazol-1-yl-acetonitrile (5, 0.16 g, 0.44 mmol, 44%) as an inseparable 1.25 : 1 mixture of the E- and Z-isomer. 1H-NMR (400 MHz,CDCl3): delta = 3.20 – 3.28 (m, 1H), 3.31 – 3.51 (m, 2.6 H), 4.92 – 4.99 (m, 1H), 5.00- 5.07 (m, 0.4H), 5.35 (d, 0.6H, J = 3.7 Hz), 5.42 (d, 0.4H, J = 4.8 Hz), 6.98 (s,1H), 7.00 (s, 0.4H), 7.13 (bs, 1.6H), 7.17 (s, 0.4H), 7.31 (s, 1H), 7.38 (s, 1.6H),7.56 (s, 1H), 7.58 (s, 0.4H). LC-MS: Rt = 0.94 min; MS: m/z = 365 [M+1]+.

According to the analysis of related databases, 98873-55-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gagnepain, Julien; Jeanmart, Stephane; Bonvalot, Damien; Jacob, Olivier; Lamberth, Clemens; Synlett; vol. 30; 1; (2019); p. 59 – 62;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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.

10.9 g of potassium hydroxide was added to 200 ml of dimethylsulfoxide,A solution prepared by dissolving 7.5 g of 1-cyanomethylimidazole and 5.2 g of carbon disulfide in 100 mL of dimethyl sulfoxide under cooling in a water bath was added dropwise thereto,And stirred at room temperature for 1 hour to prepare a dithiolate solution.Subsequently, under cooling in a water bath, the resultant dithiolate solution was added to 200 mL of dimethylsulfoxide, 26.1 g of the crude product (S) -1- (2,4-dichlorophenyl) -ethan-1,2-bismethanesulfonate Was added dropwise to the solution.After stirring at room temperature for 2 hours, the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water,After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure.The residue was purified by silica gel column chromatography (ethyl acetate / hexane = 2/1).The resulting crystals were dissolved in ethyl acetate,Hexane mixed solvent to obtain 5.1 g (the yield: 21%) of the desired product.The purity of the product is 99.66%.

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; Kyongbo Pharmaceutical Co., Ltd.; Son, Hwe Joo; Kim, Young Taek; Oh, Do Yeon; Kim, Sung Ho; (9 pag.)KR2016/61542; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application 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.

A mixture of potassium hydroxide (0.25 g, 4.5 mmol) in 3 ml of dimethylsulfoxide was purged with argon and cooled to 10C. A solution of 2-imidazol-1-ylacetonitrile (13, 0.23 g, 2.2 mmol) and carbon disulfide (0.32 g, 4.3mmol) in 2 ml of dimethylsulfoxide was then slowly added. The cooling bath was removed and the resulting orange mixture was stirred for 15 min at room temperature. A solution of [2-(2,4-dichlorophenyl)-3-methylsulfonyloxy-propyl]methanesulfonate (25, 0.54 g, 1.4 mmol) in 2 ml of dimethylsulfoxide was then added dropwise. The reaction mixture was stirred for 1 h at room temperature and then poured on water. The phases were separated, the aqueous phase was extracted with dichloromethane, the combined organic layer was washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure.The remainder was purified by chromatography on silica gel, using ethyl acetate/ heptane 1 : 1 as eluent system to deliver 2-[5-(2,4-dichlorophenyl)-1,3-dithian-2-ylidene]-2-imidazol-1-yl-acetonitrile (26, 0.49 g, 1.3 mmol, 92 %) as an inseparable 1 : 1 mixture of the E- and Z-isomer. 1H-NMR (400 MHz, CDCl3): delta= 3.12 (dd, 1H, J = 7.1, 14.1 Hz), 3.18 (dd, 1H, J = 6.8, 14.1 Hz), 3.31 (dd, 1H, J= 6.8, 14.1 Hz), 3.49 (dd, 1H, J = 7.1, 14.1 Hz), 4.10 (q, 1H, J = 7.1 Hz), 7.02 (t,1H, J = 1.3 Hz), 7.17 (s, 1H), 7.29 (dd, 1H, J = 2.2, 8.4 Hz), 7.44 (d, 1H, J = 2.2Hz), 7.48 (d, 1H, J = 8.4 Hz), 7.59 (s, 1H). LC-MS: Rt = 0.97 min; MS: m/z = 368[M+1]+.

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:
Article; Gagnepain, Julien; Jeanmart, Stephane; Bonvalot, Damien; Jacob, Olivier; Lamberth, Clemens; Synlett; vol. 30; 1; (2019); p. 59 – 62;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

98873-55-3, 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.

EXAMPLE 7 Synthesis of 2-(1-imidazolyl)-2-[4 (2-chlorophenyl)1,3-dithiolan-2-ylidene]acetonitrile (Compound Nos. 34 and 35) To a mixed solution of 2.2 g (0.02 mole) of 1cyanomethylimidazole, 1.60 g (0.02 mole) of carbon disulfide and 10 ml of dimethyl sulfoxide wa added 3.0 g (0.05 mole) of potassium hydroxide powder, and the reaction was carried out with stirring at room temperature for 1 hour. Then, 6.0 g (0.02 mole) of 2′-chloro-(1,2-dibromoethyl)benzene was added dropwise with stirring, and the resulting solution was subjected to reaction for another 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 silia gel chromatography to obtain 0.3 g of the Z isomer and 1.3 g of the E isomer individually in the form of light-yellow crystals. The Z isomer: melting point 119.4 C., yield 5%. The E isomer: melting point 141.5 C., yield 20%.

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.; US4636519; (1987); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common compound: 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 98873-55-3

A 10 mL schienk tube was charged with powdered KOH (116 mg, 2.07 mmol), DMSO (1 mL), purged with Argon and cooled at 18CC with a water bath. A solution of 2-imidazol-1- ylacetonitrile (104 mg, 0.97 mmol) and CS2 (117 pL, 1.9408 mmol) in DMSO (500 pL) 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. Then a solution of freshly prepared (2-bromo-5-fluoro-indan-1-yl)methanesulfonate (step 3) in DMSO is added dropwise. After 30 minutes stirring at room temperature, the reaction is poured into H20 (20 mL). The aqueous phase is extracted with AcOEt (3 x 5 mL), the combined organic phases were washed with H20 (10 mL), brine (10 mL), dried with Mg504, filtered and evaporated to give a crude pale yellow residue. Purification by chromatography on silica gel (heptanes/ethylacetate 2:1-1:3) afford2-(6-fluoro-4,8b-dihydro-3aH-indeno[1 ,2-d][1 ,3]dithiol-2-ylidene)-2-imidazol-1 -yl-acetonitrile as an inseparable (2:1) mixture of E/Z-isomers.

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, 98873-55-3, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; GAGNEPAIN, Julien, Daniel; BONVALOT, Damien; JEANMART, Stephane, Andre, Marie; WO2015/11194; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem