Simple exploration of 5922-60-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-chlorobenzonitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, 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 5922-60-1, Formula: C7H5ClN2

To the stirred solution of 2-amino-5-chloro-benzonitrile (500 mg, 3.28 mmol) in diethyl ether (10 ml) was added 3-chloro phenyl magnesium bromide (freshly prepared 1M solution in ether, 10 ml, 9.83 mmol) drop wise at 0¡ãC and the resulting reaction mixture was refluxed for 1 h. Then the mixture was stirred for 16 h at 25¡ãC, cooled to 5¡ãC and quenched with water followed by 2 N HC1 solution (20 ml). The reaction mixture was stirred at 45¡ãC for 5 h and then the pH of the reaction mixture was adjusted to 8-9 with 2N aqueous NaOH solution. The mixture was extracted with diethyl ether (3×30 ml) and the combined organic extracts were washed with brine (25 ml), dried over sodium sulfate and concentrated in vacuo to give a crude residue which was purified by flash column chromatography (5percent ethyl acetate in hexane) to yield (2-amino-5-chloro-phenyl)-(3- chloro-phenyl)-methanone (550 mg, 63percent) as a yellow solid. LC-MS (ESI): 266 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-chlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CECCARELLI, Simona M.; CONTE, Aurelia; KUEHNE, Holger; KUHN, Bernd; NEIDHART, Werner; OBST SANDER, Ulrike; RUDOLPH, Markus; WO2013/64465; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The origin of a common compound about 2-Amino-5-chlorobenzonitrile

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-chlorobenzonitrile, and friends who are interested can also refer to it.

5922-60-1, 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. 5922-60-1 name is 2-Amino-5-chlorobenzonitrile, 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.

Example 1 4-tert.Butyl-N-(4-chloro-2-cyano-phenyl)-benzenesulfonamideA solution of 0.15 g of 2-amino-5-chloro-benzonitrile and 0.23 g of 4-tert.butyl- benzenesulfonyl chloride is dissolved in 2 ml of NMP (N-methyl 2-pyyrolidone) and cooled in an ice bath to 5 C. 2.5 ml of a solution of potassium-tert.butylat (1 N in THF) is added, the mixture obtained is stirred for 30 min, quenched with water and from the mixture obtained solvent is evaporated. The evaporation residue is dissolved in EtAc, washed with saturated NaHCO3 solution and dried. Solvent is evaporated and the evaporation residue is subjected to chromatography on a reversed phase column. 4-tert.Butyl-N-(4-chloro-2-cyano-phenyl)- benzenesulfonamide is obtained.1H-NMR (DMSO): 1.27 (s, 9 H), 7.06 (d, J = 8.5 Hz, 1H), 7.57-7.70 (m, 5 H), 7.99 (d, J = 2 Hz1 1H), 10.6 (broad s, 1H, NH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-chlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/71440; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts