Author: Jessica.F

Application of 101184-73-0, 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. 101184-73-0, name is 2-(4-Bromophenyl)-2-methylpropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-(4-Bromophenyl)-2-methylpropylamine Prepared from alpha,alpha-dimethyl-(4-bromo)phenylacetonitrile (16 g, 0.0676 mol) using the method of description 4 to afford the title compound as the hydrochloride salt (16.87 g, 89%). 1H NMR (CDCI3) delta: 1.23 (6H, s), 2.89 (2H, s), 7.27 (2H, d, J=9 Hz), 7.43 (2H, d, J=9 Hz), 7.77 (3H, br s).

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-(4-Bromophenyl)-2-methylpropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SmithKline Beecham p.l.c.; US6358974; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

935-02-4, name is 3-Phenylpropiolonitrile, 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. SDS of cas: 935-02-4

General procedure: To a solution of cyanoacetylenes (0.4mmol) with N-tosylimines (0.2 mmol) in toluene (2 mL) was added Ph3P (0.2mmol). The mixture was then stirred at 110 C for 36 h in a reaction flask. Thenthe solvent was removed in vacuo and residue was purified by columnchromatography on silica gel to give the desired annulation product.

The synthetic route of 935-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Jinfeng; Zhang, Qi; Ji, Xin; Meng, Ling-Guo; Synlett; vol. 30; 9; (2019); p. 1095 – 1099;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile, 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 179898-34-1, HPLC of Formula: C7H3BrFN

1003751 Step A: 3-fluoro-5-formylbenzonitrile: A solution of 3-bromo-5- fluorobenzonitrile (5.00 g, 25.0 mmol) in dry THF (25 mL) was cooled to 0 C and 2M iPrMgCl (15.0 mE, 30.0 mmol) in TUF was added dropwise over 5 minutes. The mixture was stirred at 0 C for 15 minutes then at ambient temperature for 1 hour. The mixture was cooled to 0 C and dry DMF (5.81 mL, 75.0 mmol) was added. The mixture was stirred for 17 hours during which time the temperature reached ambient temperature after 2 hours. The mixture was added to ice water (150 mE) and Et20 (100 mE). The biphasic mixture was stirred and treated with 6M HC1 to aqueous pH=3. The organic layer was removed and the aqueous layer extracted with Et20 (2X). The combined Et20 fractions were washed with saturated NaC1 and dried over MgSO4/activated carbon. The dried solution was filtered through a Si02 plug eluting with Et20. The filtrate was concentrated to give the title compound as a yellow solid that was dried in vacuum (3.68 g, 99%). ?H NMR (CDCI3) 8 10.0 (s, 1H), 8.00 (s, 1H), 7.81- 7.86 (m, 111), 7.62-7.67 (m, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; JIANG, Yutong; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78372; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 610-66-2, name is 2-(2-Nitrophenyl)acetonitrile, 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 610-66-2, Recommanded Product: 610-66-2

(1) According to a literature (Grob, C.A.; Helv Chim Acta 1961, 44, 1748.), (2-nitrophenyl)acetonitrile was synthesized from 1-chloro-2-nitrobenzene via (+/-)-ethyl cyano(2-nitrophenyl)acetate. Then, (2-nitrophenyl)acetonitrile (3.37 g) was subjected to catalytic hydrogenation in methanol (17 mL) under a normal pressure using 0.15 g of 10% Pd-C (54% wet). The catalyst was removed by filtration and the solvent was evaporated. Diisopropyl ether (20 mL) was added to the resulting concentrated residue and crystals were recovered by filtration to obtain (2-aminophenyl)acetonitrile (2.05 g). FAB (pos.): m/z 133

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-(2-Nitrophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1367058; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 54454-12-5, name is 3-Chloro-2-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 54454-12-5, Computed Properties of C8H6ClN

A. 3-Chloro-2-methylbenzaldehyde To 3-chloro-2-methylbenzonitrile (5 g, 33 mmol) in dichloromethane (150 mL) at -78 C. was added DiBAL (1M in dichloromethane, 41 mL). The reaction mixture was stirred at -78 C. for 2 h then quenched with methanol. The mixture was warmed to 0 C and HCl (10%) was added. The ice-water bath was removed and the mixture was stirred at room temperature for 10 min. The two phases were separated and aqueous phase was extracted with dichloromethane. Combined dichloromethane was washed with brine, dried over sodium sulfate and concentrated. Column chromatography (5% ethyl acetate/hexane) gave 3-chloro-2-methylbenzaldehyde (3.5 g, 69%). 1H NMR (300 MHz, CDCl3) delta 2.64 (s, 3H), 7.21-7.26 (m, 1H), 7.50-7.53(m, 1H), 7.63-7.66 (m, 1H), 10.20 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ALLERGAN, INC.; US2009/239918; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 179898-34-1, These common heterocyclic compound, 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile, 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.

Under argon, 3.60 g (18.0 mmol) of 3-bromo-5-fluorobenzenecarbonitrile, 5.03 g (19.8 mmol) of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane and 5.30 g (54.0 mmol) of potassium acetate are provided in 72 ml of degassed 1,4-dioxane/DMSO (10/1), and 441 mg (0.54 mmol) of 1,1′-bis(diphenylphosphine)ferrocenedichloropalladium(II)/dichloromethane complex are added. The mixture is stirred at 90 C. overnight. Water is subsequently added, the phases are separated, the aqueous phase is extracted with ethyl acetate and the combined organic phases are concentrated. The crude product is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1). 4.48 g (92% of theory) of the title compound are obtained.1H-NMR (400 MHz, DMSO-d6): delta=8.01 (ddd, 1H), 7.82 (s, 1H), 7.70 (ddd, 1H), 1.32 (s, 12H).GC-MS (Method 11): Rt=4.94 min; MS (EIpos): m/z=247 [M]+.

The synthetic route of 179898-34-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AiCuris GmbH & Co. KG; US2012/22059; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, 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. Product Details of 326-62-5

General procedure: To a stirring solution of substituted benzonitrile/phenylacetonitrile (1mmol) in anhydrous methanol (20mL) under N2 atmosphere was added hydroxylamine hydrochloride (1.2mmol). Triethylamine (2.5mmol) was added under continuous stirring condition and the mixture was then heated under reflux condition for overnight at 60C and continued until complete consumption of the starting material (monitored by TLC) [22,23]. The excess solvent was then removed under reduced pressure and the obtained residue was washed successively with water and brine, and extracted with ethylacetate (3×10mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. This reaction mixture was purified using silica gel column chromatography with a gradient solvent system of 10-20% ethylacetate to hexane to obtain the desired product with an average yield of 70-80%.

The synthetic route of 326-62-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Paul, Saurav; Roy, Ashalata; Deka, Suman Jyoti; Panda, Subhankar; Trivedi, Vishal; Manna, Debasis; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 364 – 375;,
Nitrile – Wikipedia,
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Electric Literature of 243128-37-2, A common heterocyclic compound, 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

Add lithium chloride (1.7 g, 40 mmol) to a stirred solution of 4-fluoro-3- methoxybenzonitrile (2.0 g, 13 mmol) in DMF (26 mL). Stir the resulting mixture at 160 C for 5 hours and then cool to room temperature with stirring for 12 hours. Dilute the mixture with ethyl acetate (50 mL) and wash with water (2 x 40 mL). Acidify the isolated aqueous phase with 1 M HC1 and extract with ethyl acetate (3 x 60 mL). Wash the combined organic extracts with water (2 x 100 mL), dry over Na2SC”4, and concentrate under reduced pressure to give the title compound as a yellow solid (0.68 g, 38%): ES/MS (m/z) 138 (M+H), which is directly used without further purification.

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; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; LIU, Kevin Kun-Chin; XIE, Yinong; WU, Liang; ZHOU, Guoqiang; WO2015/89800; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 40497-11-8, 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. 40497-11-8, name is Ethyl 2,3-dicyanopropanoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

300L glass lined kettle add 80.142kg of absolute ethanol, stir,Then add 30.1% hydrogen chloride ethanol 45.579kg (containing hydrogen chloride 376.273mol), Configured to about 11% hydrogen chloride ethanol,Then add 98.0% 2,6-dichloro-4-trifluoromethylaniline 47.060kg (200.504mol),Control temperature 30 40 , after stirring and dissolving,Add 98.0% ethyl 2,3-dicyanopropionate 31.026kg (199.838mol), stir well,It is prepared as a raw material liquid and stored at about 20 .Add 25.136 kg of absolute ethanol to the axial-flow stirring tank, stir, and add 16.523 kg (234.704 mol) of 98.0% sodium nitrite, keeping the stirring configuration as a suspension.Pass the frozen brine at about 0 C into the reactor casing described in Example 1 above, and adjust the flow rate of the frozen brine after normal circulation. Then, the raw material liquid described in this example was pumped into the reactor described in Example 1 with a diaphragm metering pump at a flow rate of 5.00 l / min, and the suspension liquid in this example was pumped using a diaphragm metering pump at a flow rate of 1.00 l / min. Into the reactor described in Example 1, the reactor outlet was connected to a 500L glass-lined kettle. The flow rate of frozen brine is adjusted to control the temperature of the first stage of the reactor at 10-15 C, the temperature of the second stage at 15-20 C, and the temperature of the third stage at 20-25 C. Monitor the pH value and nitrite concentration, fine-tune the suspension flow, control the nitrite concentration at the outlet of the reactor to 0.1 to 0.5%, and the pH value to 1 to 5, after starting the discharge,Sampling HPLC to detect 2,6-dichloro-4-trifluoromethylaniline content of 0.169% (Figure 1, 12.329min is the raw material peak).After continuing to feed until the material is pumped, add 50 liters of 10% hydrogen chloride ethanol to the 300L mentioned in this example, add 10 liters of absolute ethanol to the stirring tank, and continue to use 5.00 liters / min and 1.00 liters / min. The partial flow rate is pumped into the reactor. After the pumping is completed, the contents of the reactor are purged with nitrogen.

The synthetic route of Ethyl 2,3-dicyanopropanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Youpu Biochemical Technology Co., Ltd.; Zhang Jiqian; Shi Yunyun; Ma Chenglong; Jiang Fei; Gu Jialin; (10 pag.)CN111018786; (2020); A;,
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. 120315-65-3, name is 4-Bromo-3-methoxybenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 120315-65-3

0.18 mmol intermediate example 2.1 (0.45 mL, 0.4M in NMP), 0.15 mmol 4-Bromo-3-methoxybenzonitrile (1.44 mL, 0.5M in NMP, 4 eq), 0.018 mmol Pd2(dba)3 (0.180 mL, 0.1M in NMP, 0.1 eq), 0.036 mmol rac-BINAP (0.180 mL, 0.1M in NMP, 0.2 eq) and 0.3 mmol NaOtBu (0.188 mL, 1.6M in water, 3 eq) were combined in a sealed vial and heated at 170 C under microwave irradiation for 45 min. After cooling, the solution was filtered and subjected to preparative HPLC to give 12.0 mg (17 %) 4-{[6-(4-hydroxy-3,5-dimethylphenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-methoxybenzonitrile: 1H-NMR (300 MHz, d6-DMSO): delta = 9.00 (1 H, s), 9.02 (1 H, s), 8.61 (1 H, s), 8.42 (1 H, d), 8.41 (1 H, s), 7.88 (1 H, d) 7.62 (1 H, d), 7.43 (1 H, d), 7.40 (1H, s), 7.33 (2H, s), 3.90 (3H, s), 2.20 (6H, s) ppm. UPLC-MS: RT = 1.23 min; m/z (ES+) 386.4 [MH+]; required MW = 385.4.

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; Bayer Schering Pharma AG; EP2343295; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts