Category: 60710-80-7

Some common heterocyclic compound, 60710-80-7, name is 3-Amino-4-methylbenzonitrile, molecular formula is C8H8N2, 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. name: 3-Amino-4-methylbenzonitrile

i 2-Chloro-N-(5-cyano-2-methylphenyl)acetamide The subtitle compound was prepared from 5-cyano-2-methylaniline (1.6 g) and chloroacetyl chloride (1.1 ml) by the method of Example 33 step (iii) as a white solid. Yield: 1.85 g MS: APCI (-ve) 207 (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 60710-80-7, its application will become more common.

Reference:
Patent; Meghani, Premji; Bennion, Colin; US2003/13721; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 60710-80-7, name is 3-Amino-4-methylbenzonitrile, 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 60710-80-7, category: nitriles-buliding-blocks

To a solution of 2-chloro-4-phenylquinazoline (9.6 g, 40 mmol) in 2-propanol (130 mL) was added 4-aminobenzoic acid (8.2 g, 60 mmol) and the mixture was stirred at reflux for 4 h. The mixture was cooled to it and the precipitate was collected by filtration and washed with 2-propanol. The product, 4-(4-phenylquinazolin-2-ylamino)benzoic acid, was isolated as a yellow solid (12.9 g, 95 %).[00337] To a stirred mixture of 4-(4-phenylquinazolin-2-ylamino)benzoic acid (1.37 g, 4.02 mmol), 3-amino-4-methylbenzonitrile (529 mg, 4.01 mmol), and Hunig’s base (2.1 mL, 12 mmol) in dimethyl formamide (10 mL) was added HATU (3.04 g, 8.00 mmol). Thestirred mixture was heated to 80 0C overnight, then cooled to rt. The reaction was diluted with ethyl acetate and extracted with water. The organic layer was washed with saturated sodium bicarbonate and concentrated on a rotary evaporator. The residue was sonicated with acetonitrile and filtered to give a light yellow solid, which was again washed with water, acetonitrile, and dried under reduced pressure to give jV-(5-cyano-2-methylphenyl)-4-[(4- phenylquinazolin-2-yl)amino]benzamide (1.18 g, 65%) as a light yellow solid. 1H NMR (400 MHz, DMSOd6): delta 10.36 (s, IH), 9.87 (s, IH), 8.19 (d, 2H), 8.00 (d, 2H), 7.91-7.78 (m, 6H), 7.66-7.62 (m, 4H), 7.51 (d, IH), 7.42 (ddd, IH), 2.36 (s, 3H). MS (EI) for C29H21N5O: 456.1 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-4-methylbenzonitrile, and friends who are interested can also refer to it.

Application of 60710-80-7, A common heterocyclic compound, 60710-80-7, name is 3-Amino-4-methylbenzonitrile, molecular formula is C8H8N2, its 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 imidazo[1 ,2-a]pyridine-3-carboxylic acid (1 ) (16.6 g, 102 mmol) in dichloromethane (300 mL) and DMF (0.5 mL) at 0 C was added oxalyl chloride (45 mL, 510 mmol) dropwise over 10 minutes. The reaction was slowly warmed to room temperature and stirred until complete conversion was detected by LCMS in MeOH. The reaction was subsequently reduced to dryness and suspended in dichloroethane (100 mL) and was added to a solution of 3-amino-4-methylbenzonitrile (7) (15 g, 1 13 mmol) in dichloroethane (200 ml_) and Pr2NEt (55 ml_) at 0 C. After the addition, the cold bath was removed and contents were stirred at room temperature for 1 hour and then heated to 50 C for another 2 hours. After the completion of the reaction, the mixture was cooled and a white precipitate formed. The mixture was filtered and the solid was washed with cold dichloromethane. About 10 g of the desired N-(5-cyano-2- methylphenyl)imidazo[1 ,2-a]pyridine-3-carboxamide (8) was obtained. The filtrate was washed with saturated NH4CI, saturated NaHC03, brine, dried over magnesium sulfate, filtered and reduced to dryness. The crude solid was triturated with diethyl ether to remove excess aniline and filtered to afford another crop of N-(5-cyano-2- methylphenyl)imidazo[1 ,2-a]pyridine-3-carboxamide (8) as a white solid. MS m/z 277.1 (M+1 ).

The synthetic route of 60710-80-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; LOREN, Jon; LI, Xiaolin; LIU, Xiaodong; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; RUCKER, Paul Vincent; WO2013/33203; (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. 60710-80-7, name is 3-Amino-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H8N2

To a solution of intermediate 7R (231 g, 0.556 mol) in 1,4-dioxane (2.3 L), ptoluenesulfonic acid monohydrate (179 g, 0.95 mol) and 3-amino-4-methylbenzonitrile (110 g, 0.83 mol) were added, purged three times with N2 and stirred at 95 C for 12 h. Then, the reaction mixture was cooled down to 20 C, and a solution of NaHCO3 was added to neutralize the mixture. The precipitated solid formed was filtrated andcombined with another precipitate coming from a reaction performed on 179 g of intermediate 7R. The resulting solid was dissolved in Me-THF (5 L), washed with water three times (3 x 5 L). A silanethiol resin [from Shanghai Meryer CO.,LTD] (60 g) was added to the mixture and reflux for 1.5 h. Then, the resulting mixture was filtered through a pad of celite and concentrated under vacuum. The residue wassuspended in EtOH (5L) overnight, filtered and dissolved in THF (3L). Methyl ten?butylether (6 L) was added to THF and the solid was precipitated, filtered and dried to afford 243g of compound 1.

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; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; PONCELET, Virginie Sophie; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (477 pag.)WO2017/125530; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 60710-80-7, These common heterocyclic compound, 60710-80-7, name is 3-Amino-4-methylbenzonitrile, its 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 solution of 4-(pyridin-2-ylmethoxy)benzoyl chloride hydrochloride (644 mg, 2.60 mmol) and 3-amino-4-methylbenzonitrile (515 mg, 3.90 mmol) in pyridine was stirred for 16h. Concentration of the reaction mixture under reduced pressure afforded a crude residue, which was purified using ISCO MPLC (40-100% EtOAc/hexane) to yield the title compound. MS (M+H+) = 344.

Statistics shows that 3-Amino-4-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 60710-80-7.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27746; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts