Category: 4475-95-0

Some common heterocyclic compound, 4475-95-0, name is 2-Amino-2-methylbutanenitrile, molecular formula is C5H10N2, 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 C5H10N2

5.00 g (50.94 mmol) of 2-amino-2-methylbutanonitrile [synthesis described in: Lonza AG, U.S. Pat. No. 5,698,704 (1997); Deng, S. L. et al. Synthesis 2001, 2445; Hjorringgaard, C. U. et al. J. Org. Chem. 2009, 74, 1329; Ogrel, A. et al. Eur. J Org. Chem. 2000, 857] were initially charged in 50 ml of THF and 6.5 ml of water, 21.83 g (157.92 mmol) of potassium carbonate were added and, at 0 C., 7.9 ml (56.04 mmol) of benzyl chlorocarbonate (benzyl chloroformate) were added. After the addition of 8 ml of THF and 3 ml of water, the reaction mixture was stirred overnight, slowly warming to RT. Water was then added, and the mixture was extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated. The residue was dissolved in diethyl ether and precipitated with petroleum ether. The product was filtered off and the solid was washed with a little petroleum ether and dried under high vacuum. This gave 11.35 g of the target compound (93% of theory, purity 97%). LC-MS (Method 5): Rt=0.97 min MS (ESpos): m/z=233 (M+H)+1H NMR (400 MHz, DMSO-d6): delta=0.95 (t, 3H), 1.51 (s, 3H), 1.75-1.95 (m, 2H), 5.07 (s, 2H), 7.30-7.43 (m, 4H), 7.88-8.03 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4475-95-0, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; STASCH, Johannes-Peter; WUNDER, Frank; MARQUARDT, Tobias; DIETZ, Lisa; LI, Volkhart Min-Jian; (74 pag.)US2017/233345; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 4475-95-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4475-95-0 name is 2-Amino-2-methylbutanenitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a mixture of carboxylic acid (1 mmol), EDC·HCl (1.2 mmol) and HOBt (1.2 mmol) in dry dichloromethane (10 mL) was added a mixture of amine (1 mmol) and triethyl amine (1.5 mmol) in dichloromethane (5 mL) at 0 C. The mixture was stirred at room temperature till the completion of reaction (judged by TLC). The reaction mixture was diluted with additional DCM (20 mL). The organic layer was washed with water, brine and dried (Na2SO4). Concentration and purification over silica gel (100-200 mesh) afforded the desired compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-2-methylbutanenitrile, and friends who are interested can also refer to it.

Reference:
Article; Sasmal, Pradip K.; Talwar, Rashmi; Swetha; Balasubrahmanyam; Venkatesham; Rawoof, Khaji Abdul; Neelima Devi; Jadhav, Vikram P.; Khan, Sanjoy K.; Mohan, Priya; Srinivasa Reddy; Nyavanandi, Vijay Kumar; Nanduri, Srinivas; Shiva Kumar; Kannan; Srinivas; Nadipalli, Prabhakar; Chaudhury, Hira; Sebastian; Bioorganic and Medicinal Chemistry Letters; vol. 21; 16; (2011); p. 4913 – 4918;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 4475-95-0, name is 2-Amino-2-methylbutanenitrile, molecular formula is C5H10N2, 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. category: nitriles-buliding-blocks

5.00 g (50.94 mmol) of 2-amino-2-methylbutanonitrile [synthesis described in: Lonza AG, U.S. Pat. No. 5,698,704 (1997); Deng, S. L. et al. Synthesis 2001, 2445; Hjorringgaard, C. U. et al. J. Org. Chem. 2009, 74, 1329; Ogrel, A. et al. Eur. J Org. Chem. 2000, 857] were initially charged in 50 ml of THF and 6.5 ml of water, 21.83 g (157.92 mmol) of potassium carbonate were added and, at 0 C., 7.9 ml (56.04 mmol) of benzyl chlorocarbonate (benzyl chloroformate) were added. After the addition of 8 ml of THF and 3 ml of water, the reaction mixture was stirred overnight, slowly warming to RT. Water was then added, and the mixture was extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated. The residue was dissolved in diethyl ether and precipitated with petroleum ether. The product was filtered off and the solid was washed with a little petroleum ether and dried under high vacuum. This gave 11.35 g of the target compound (93% of theory, purity 97%). LC-MS (Method 5): Rt=0.97 min MS (ESpos): m/z=233 (M+H)+1H NMR (400 MHz, DMSO-d6): delta=0.95 (t, 3H), 1.51 (s, 3H), 1.75-1.95 (m, 2H), 5.07 (s, 2H), 7.30-7.43 (m, 4H), 7.88-8.03 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4475-95-0, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; STASCH, Johannes-Peter; WUNDER, Frank; MARQUARDT, Tobias; DIETZ, Lisa; LI, Volkhart Min-Jian; (74 pag.)US2017/233345; (2017); 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. 4475-95-0, name is 2-Amino-2-methylbutanenitrile, A new synthetic method of this compound is introduced below., SDS of cas: 4475-95-0

5:00 g (50.94 mmol) of 2-amino-2-methylbutanonitril [synthesis described in: Lonza AG, US 5,698,704 (1997);Deng, SL et al.Synthesis 2001, 2445;Hjorringgaard, CU et al.. J. Org. Chem 2009, 74, 1329;Ogrel, A. et al.EUR. J. Org. Chem. 2000, 857] were introduced into 50 ml of THF and 6.5 ml of water, 21.83 g (157.92 mmol) of potassium carbonate and treated at 0 C slowly with 7.9 ml (56.04 mmol) Benzylchlorocarbonat (benzylchloroformate) ,After addition of 8 ml THF and 3 ml of water, the reaction mixture was stirred slowly at RT coming overnight.Then was treated with water and extracted three times with ethyl acetate.The combined organic phases were dried over sodium sulfate and concentrated.The residue was dissolved in diethyl ether and precipitated with petroleum ether.The product was filtered off, the solid washed with a little petroleum ether and dried under high vacuum.There were 11:35 g of the target compound (93%. Th.)

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.