Category: nitriles-buliding-blocks

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. 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Methyl-3-oxopentanenitrile

EXAMPLE 58 Preparation of 1-methyl-3-(1-methylethyl)-5(1H)-pyrazolamine 4-Methyl-3-oxo-pentanenitrile (39.58 g; 0,356 mol) dissolved in glacial acetic acid (400 ml) and methylhydrazine (18.05 g; 0.382 mol) is added thereto, at 15-20 C. The reaction mixture is heated to 70-75 C. under nitrogen stream for about 5 hours. Then the mixture is cooled, and the solvent is evaporated under reduced pressure. The residue is taken up with water (200 ml) and the pH adjusted to about 9. After extraction with methylene chloride, the solvent of the dried organic layer is stripped off. The residue is taken up in ethyl ether and recovered by filtration. M.p. 115-118 C.

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; Gruppo Lepetit S.p.A.; US4954508; (1990); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 198633-76-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 198633-76-0, name is 2-Fluoro-6-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-Fluoro-6-methyl- benzonitrile (1000 mg, 7.4 mmol) was added to trifluoromethanesulfonic acid (4.98 mL, 56.2 mmol) cooled in ice. The resulting cold solution was treated with N-bromosuccinimide (1380 mg, 7.8 mmol). The mixture was allowed to stir at ambient temperature. After 30 min, the reaction mixture was poured into ice water and extracted with 2 portions dichloromethane. The combined dichloromethane layers were washed with brine, dried over MgS04, filtered, and evaporated to yield 3-bromo-6-fluoro-2-methyl-benzonitrile (1560 mg, 7.3 mmol, 98% yield) as a light brown oil that solidified.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Fluoro-6-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; DIXON, Darryl, David; GRINA, Jonas; JOSEY, John, A.; RIZZI, James, P.; SCHLACHTER, Stephen, T.; WALLACE, Eli, M.; WANG, Bin; WEHN, Paul; XU, Rui; YANG, Hanbiao; WO2015/35223; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

10496-75-0, name is 2-Methoxy-5-nitrobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 2-Methoxy-5-nitrobenzonitrile

The 2-methoxy-5-nitrobenzyl cyanide (1eq, 220mg, 1.23mmo1), 20mL of methanol, 10mg of palladium on carbon (10% of mass) were added sequentially in to the 100mL round bottom flask, the bottle connected to the three links, reaction was stirred at room temperature. Vacuum pumping then recharging N2 , repeat this cycle for 3 times , and N2 loading time not less than 5 min. the reaction was allow to react for 30min at room temperature under H2 protection. After the reaction was complete in 30mins , the palladium-carbon was filtered, concentrated, and column chromatography separation (PE: EA = 5: 1) to give 150 mg of product as a white crystalline solid (compound 7). Yield 82%.

The synthetic route of 10496-75-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Long Yaqiu; Xu Zhongliang; Wang Heyao; Cai Mengxin; (31 pag.)CN106892871; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1483-55-2 as follows. Recommanded Product: 2-Bromo-5-(trifluoromethyl)benzonitrile

To a solution of 2-bromo-5-(trifluoromethyl)benzonitrile (10.0 g, 40 mmol) in dichloromethane (100 mL) was dropwise added a 1.0 M solution of diisobutylaluminum hydride in hexane (48 mL). The resulting solution was stirred under nitrogen at ambient temperature for 1 h and was then diluted by addition of ether (100 mL). After cooling in an ice bath, a 3 N solution of HCl was carefully added, and the mixture was vigorously stirred at ambient temperature for 15 min. The organic layer was washed with brine, dried (MgSO4) and evaporated. The resulting oil was purified by flash chromatography (5% EtOAc/hexane) affording 5 g of 2-bromo-5-trifluoromethylbenzaldehyde. 1H NMR (CDCl3) delta 10.39 (s, 1H), 8.18 (d, J=2 Hz, 1H), 7.82 (d, J=8.8 Hz, 1H), 7.70 (dd, J=8.5 Hz, 2 Hz, 1H).

According to the analysis of related databases, 1483-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xue, Chu-Biao; Cao, Ganfeng; Huang, Taisheng; Chen, Lihua; Zhang, Ke; Wang, Anlai; Meloni, David; Anand, Rajan; Glenn, Joseph; Metcalf, Brian W.; US2005/261310; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 622-75-3, 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. 622-75-3, name is 2,2′-(1,4-Phenylene)diacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

1,4-Benzene diacetonitrile solid (0.312 g, 2 mmol) and pyridine-4-carbaldehyde liquid (0.45 mL, 4.4 mmol) were added to a round bottom flask containing dichloromethane (40 mL). When the solid is completely dissolved, the solution is brownish yellow. The mixture was heated and stirred at 50 C in a water bath, and 0.45 mL of tetrabutylammonium hydroxide (TBAH, 40% methanol solution) was added by a syringe, and the solution was changed from brownish yellow to dark green. The reaction was stirred with a water bath at 50 C for 2 h, and TLC showed the reaction was completed. The solvent was evaporated to dryness with a rotary evaporator, and the solid was washed with water, filtered, and filtered, and then filtered, and then filtered and washed with EtOAc. The solid was 0.49 g. The yield was 73.5%.

The chemical industry reduces the impact on the environment during synthesis 2,2′-(1,4-Phenylene)diacetonitrile. I believe this compound will play a more active role in future production and life.

Electric Literature of 4426-11-3,Some common heterocyclic compound, 4426-11-3, name is Cyclobutanecarbonitrile, molecular formula is C5H7N, 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.

Example 116A 1-[4-(trifluoromethyl)pyridin-2-yl]cyclobutanecarbonitrile 2-Fluoro-4-(trifluoromethyl)pyridine (0.731 mL, 6 mmol) and cyclobutane-carbonitrile (0.841 mL, 9.00 mmol) were dissolved in toluene (10 mL). 0.5M KHMDS (18.00 mL, 9.00 mmol) in toluene was added, and the reaction stirred at ambient temperature for 3 days. The reaction mixture was quenched with water and extracted three times with diethyl ether. The combined organic layers were washed with brine, dried with MgSO4, filtered, and concentrated. The residue was chromatographed on an AnaLogix SF25-60 g column and eluted with 10% EtOAc in hexanes to give Example 116A (0.88 g, 3.89 mmol, 64.8% yield). MS (DCI+): m/z 227.2 (M+H), 244.1 (M+NH4). 1H NMR (300 MHz, DMSO-d6) delta 8.93 (d, J=5.0 Hz, 1H), 7.96-7.90 (m, 1H), 7.82 (ddd, J=5.1, 1.5, 0.7 Hz, 1H), 2.90-2.68 (m, 4H), 2.35-2.21 (m, 1H), 2.13-2.00 (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 Cyclobutanecarbonitrile, its application will become more common.

Reference of 149793-69-1,Some common heterocyclic compound, 149793-69-1, name is 3-Fluoro-5-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, 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.

In a 500-mL, 3N round-bottomed flask equipped with anlOO-mL pressure- equalizing addition funnel fitted with a nitrogen inlet, and a rubber septum, 3-fluoro-5- (trifluoromethyl)benzonitrile (8.0 g, 1.0 eq.), in acetone (40 mL). Sodium thiomethoxide (3.42 g, 1.15 eq) was dissolved in water to make 21% aqueous solution and was added dropwise in 30 min at 5C temperature. The temperature of the reaction was slowly raised to RT and stirred for 3 h. Then temperature was raised to 50-60C and maintained for further 4-6 h. The progress of the reaction was followed by TLC analysis on silica gel with 10% MeOH – DCM as mobile phase and visualization with UV, SM Rf=0.40 and Product Rf=0.25. Reaction was stirred for 3 hr at 25C and 4-6 Hrs at 50-60C and reaction mixture was transparent. The reaction mass was quench by water and extracted by ethyl acetate (3×100 mL). The combined organic layer was washed with brine 50 mL and dried over sodium sulphate and evaporated on buchi rotaevaporator. The resulting crude compound White (8 g) was subjected to further stage Yield (80.9 %).Mass: (ES+) 235.94 (M+l).

The synthetic route of 149793-69-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 1953-99-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 100 mL flask was added the solid (4- (biphenyl-2-ylamino) -3,5,6-trichlorophthalonitrile) (1.0 g), 3,4,5,6-Tetrachlorophthalonitrile (0.67 g), 1,8-Diazabicycloundec-7-ene (1.5 g) and 1-pentanol (15 mL). Thereafter, zinc acetate (0.23 g) is added and refluxed with heating. After completion of the reaction, the solvent was removed,Purify by chromatography. Dichloromethane was appropriately added to the obtained solid to dissolve the solid, and hexane was added to obtain crystals. At this time, the obtained solid was filtered and dried under vacuum to obtain a compound represented by the following general formula (8).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, other downstream synthetic routes, hurry up and to see.

Related Products of 63069-50-1, The chemical industry reduces the impact on the environment during synthesis 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

4-Amino-3-chloro-5-fluorobenzonitrile A mixture of 4-amino-3-fluorobenzonitrile (1 equiv.) and N-chlorosuccinimide (1.5 equiv.) in acetonitrile (0.24 M) was stirred at 85 C. for 5 h. The solvent was removed by concentration and the residue was partitioned between ethyl acetate and 5% NaOH. The organic phase was washed with 5% NaOH and brine. Then the organic phase was dried over MgSO4 and dried in vacuum to afford 4-amino-3-chloro-5-fluorobenzonitrile (88%) as a beige solid. 1H NMR (400 MHz, CDCl3) delta ppm: 7.41 (t, J=6 Hz, 1H), 7.24 (dd, J=1.8, 10.2 Hz, 1H), 4.66 (s, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Amino-3-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Electric Literature of 51762-67-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 51762-67-5 as follows.

3-Nitrophthalonitrile (1.73 g, 0.01 mol) and 4-tert-butylphenol (1.50 g, 0.01 mol) were dissolved in DMSO (30 mL), LiOH (0.42 g,0.01 mol) was then added. The resulted mixture was then stirred at 50 C for 24 h under N2 atmosphere. The product solution was cooled and then poured into NaCl solution (10% aqueous, 100 mL), the precipitated solid was filtered, washed with water and dried under vacuum. White needles were obtained after recrystallization in toluene. Yield: 51%. m.p. 116-118 C. IR (KBr), nu(cm-1): 3083, 3014, 2232 (C?N), 1695, 1632, 1563, 1506, 1485, 1465, 1429, 1386, 1351, 1275 (C-O-C), 1258, 1222, 1165, 1142, 1015, 938, 917. 1H NMR (400 MHZ, CDCl3, ppm): delta 1.353 (s, 9H, t-butyl), 6.992 (d, 2H, J=7 Hz, Ar-H), 7.245 (d, 1H, J=6 Hz, Ar-H), 7.510 (d, 2H, J=7 Hz, Ar-H), 7.799 (m, 2H, Ar-H), 7.835 (m, 1H, Ar-H). MS, m/z: 298.95 [M+Na]+.

According to the analysis of related databases, 51762-67-5, the application of this compound in the production field has become more and more popular.