Category: 288251-96-7

Some common heterocyclic compound, 288251-96-7, name is 2-Isobutyl-5-nitrobenzonitrile, molecular formula is C11H12N2O2, 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. SDS of cas: 288251-96-7

(2) 5-amino-2-isobutylbenzonitrile Under an argon gas atmosphere, the compound obtained in the Example 59(1) (500 mg) was dissolved in the mixed solution of ethanol (5 ml) and ethyl acetate (5 ml), and Pt/C (sulfided) (50 mg) was added to the mixture. The atmosphere was substituted with hydrogen, and the mixture was stirred at room temperature for 6 hours. After filtration of the reaction solution on Celite, the resulting filtrate was removed under reduced pressure to obtain the target compound (447 mg) as a pale black oily substance or solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288251-96-7, its application will become more common.

Reference:
Patent; MEIJI SEIKA PHARMA CO., LTD.; YOSHIDA, Satoshi; NINOMIYA, Tomohisa; US2013/217663; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 288251-96-7, name is 2-Isobutyl-5-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C11H12N2O2

To a mixture of 2-isobutyl-5-nitrobenzonitrile (500 mg, 2.9 mmol), cuprous bromide (86 mg, 0.6 mmol), cupric bromide (1.3 g, 5.8 mmol), hydrobromic acid (364 muL, 6.7 mmol) and acetonitrile (20 mL) in a 100 mL single-neck flask cooled in an ice bath was added a solution of sodium nitrite (242 mg, 3.0 mmol) in acetonitrile slowly. After stirred in the ice bath for half an hour, the mixture was slowly warmed to room temperature and stirred overnight. After the materials had all reacted when being determined by TLC, solvent was removed in vacuo, and saturated sodium chloride (20 mL) was added. The mixture was extracted with ethyl aceate (8 mL) and dried over anhydrous sodium sulfate. The organic layers were combined and concentrated in vacuo, and the cruded product was separated by a silica gel column (eluent: 100% of petroleum ether) to give a product (white solid, 260 mg), with a yield of 37.8%. 1H NMR (400 MHz, CDCl3) delta 7.72 (s, 1H), 7.61 (d, J = 8.4 Hz, 1H), 7.16 (d, J = 8.4 Hz, 1H), 2.66 (d, J = 7.3 Hz, 2H), 2.01 – 1.88 (m, 1H), 0.94 (d, J = 6.6 Hz, 6H).

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; Fudan University; WANG, Yonghui; HUANG, Yafei; QIU, Ruomeng; TANG, Ting; (68 pag.)EP3581561; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 288251-96-7, name is 2-Isobutyl-5-nitrobenzonitrile, belongs to nitriles-buliding-blocks 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 288251-96-7, name: 2-Isobutyl-5-nitrobenzonitrile

To a solution of 2-isobutyl-5-nitrobenzonitrile (D56) (7.5 g) in methanol (80 mL) and water (80 mL) was added ammonium formate (51.9 g) and zinc (26.9 g). The reaction mixture was stirred at 80 C for 4 h. After cooling the reaction, the solid was filtered, the filtrate was concentrated under reduced pressure, the residue was extracted with EtOAc(300mL*2), the combined organic layers were washed with water (30mL*2), dried and concentrated to give 5-amino-2-(2- methylpropyl)benzonitrile (D57) (17.5 g) as a colorless solid. MS (ES): CnH14N2 requires 174; found 175.1 (M+H+).

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Reference:
Patent; GLAXO GROUP LIMITED; DENG, Guanghui; LIN, Xichen; REN, Feng; ZHAO, Baowei; WO2011/134280; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts