Brief introduction of 221289-88-9

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

Application of 221289-88-9, 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. 221289-88-9, name is 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3,4-diaminobenzonitrile (2.60 g, 18.2 mmol) and pyridine (2 mL, 25 mmol) in DMF (20 mL) was added a solution of bis(trichloromethyl)carbonate (2.12 g, 7.14 mmol) in tetrahydrofuran (20 mL) dropwise under ice-cooling. The mixture was stirred at room temperature for 18 h. Dilute hydrochloric acid was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure. To the residue was added ethyl acetate, and then the precipitate was collected by filtration to give 2-hydroxybenzimidazole-5-carbonitrile (896 mg, 29%) as a purple solid. A mixture of the above compound (894 mg, 5.62 mmol) and phosphorus oxychloride (12 mL) was refluxed for 3 h. The reaction mixture was added to ice, and extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure. The residue was purified by silica gel chromatography with n-hexane/ethyl acetate (2:3, v/v) to give the title compound (322 mg, 32%) as a white powder. LC-MS (ESI) m/z 178.0 [M+H]+.

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

Reference:
Article; Yoshida, Tomohiro; Akahoshi, Fumihiko; Sakashita, Hiroshi; Sonda, Shuji; Takeuchi, Masahiro; Tanaka, Yoshihito; Nabeno, Mika; Kishida, Hiroyuki; Miyaguchi, Ikuko; Hayashi, Yoshiharu; Bioorganic and Medicinal Chemistry; vol. 20; 16; (2012); p. 5033 – 5041;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Simple exploration of 221289-88-9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile, its application will become more common.

Related Products of 221289-88-9,Some common heterocyclic compound, 221289-88-9, name is 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile, molecular formula is C8H5N3O, 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 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile (XVTI, 1.19 g, 7.48 mmol, 1 equiv) in acetonitrile (5 mL) was added phosphorus(v) oxy chloride (1.398 mL, 14.95 mmol). The reaction was stirred at 1 10 C for 16 hours, then cooled to room temperature. It was diluted with acetonitrile and then slowly added to a cold, rapidly -stirring beaker of saturated aqueous sodium bicarbonate (50 mL). The mixture was extracted with ethyl acetate; which was dried over anhydrous magnesium sulfate, filtered, and concentrated to provide 2~chloro-1H-benzo d]imidazole~6-carbonitrile as a tan powder. (ESI, pos. ion) m/z: 178.2 [M+i]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile, its application will become more common.

Reference:
Patent; AMGEN INC.; BARTBERGER, Michael D.; CHAKKA, Nagasree; GAO, Hua; GUZMAN-PEREZ, Angel; HORNE, Daniel B.; HUA, Zihao; KIEFFER, Madeleine; LIN, Daniel C. H.; MILGRAM, Benjamin Charles; PANTELEEV, Jane; SCHENKEL, Laurie; STELLWAGEN, John; WEISS, Matthew; WHITE, Ryan D.; ZHAO, Wei; (345 pag.)WO2019/79578; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem