Category: nitriles-buliding-blocks

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. 64248-64-2, name is 2,5-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3F2N

Potassium carbonate (2.9Og, 21 mmol) was added to a solution of phenol (791 mg, 8.4mmol) in 30 ml of N,N-dimethylformamide. The reaction mixture was stirred for 15 minutes at room temperature, and then 2,5-difluorobenzonitrile (973mg, 7mmol) was added. The resulting mixture was heated to 1000C for 18 hours, after which time it was allowed to cool to room temperature. It was then concentrated in vacuo. The resulting residue was diluted with ethyl acetate (50ml), and then washed with water (2x100ml) and 1 M sodium hydroxide solution (100ml). The organic layer was dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the title compound, as a yellow oil, 1.449g, 97%. 1HNMR(400MHz, CDCI3) delta: 6.87(q, 1 H), 7.05(d, 2H), 7.21(m, 2H), 7.33-7.43(m, 3H); LRMS APCI+ m/z 214 [MH]+

According to the analysis of related databases, 64248-64-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2006/64336; (2006); A2;,
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Adding a certain compound to certain chemical reactions, such as: 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, 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 868-54-2, Product Details of 868-54-2

General procedure: Heterocyclic ketene aminals (1 mmol), aryl aldehydes (1.2 mmol), malononitriledimer (1.5 mmol), acetic acid (1 mmol), piperidine (1 mmol) and ethanol (10 mL)were stirred at refluxing for 1 h. After completion of the reaction (confirmed by TLC),the reaction mixture was filtered to afford the crude product, which was furtherwashed with 95% ethanol to give pure product 4.

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-Aminoprop-1-ene-1,1,3-tricarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sun, Feilong; Zhu, Fengjuan; Shao, Xusheng; Li, Zhong; Synlett; vol. 26; 16; (2015); p. 2306 – 2312;,
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Adding a certain compound to certain chemical reactions, such as: 935-02-4, name is 3-Phenylpropiolonitrile, 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 935-02-4, SDS of cas: 935-02-4

General procedure: To a mixture of acetylene 2 (127 mg, 1 mmol) and S (32 mg, 1 mmol) was added 1-methylimidazole (1a; 82 mg, 1 mmol). The mixture was stirred at 20-25 C for 24 h. Column chromatography afforded thione 3a (132 mg, 67%) 4.3.2 (Z)-3-(3-n-Butyl-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)-3-phenyl-2-propenenitrile (3b) Analogously, from acetylene 2 (64.0 mg, 0.5 mmol), S (16.0 mg, 0.5 mmol), and 1-n-butylimidazole (1b; 62.0 mg, 0.5 mmol) (20-25 C, 24 h), thione 3b (31 mg, 39%) was obtained as a light-brown oil. Initial imidazole 1b was recovered (27 mg, conversion was 57%). 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.30 [m, 5H, Ho,m,p from C(6)-Ph], 6.90 (s, 1H, 4-H), 6.79 (s, 1H, 5-H), 6.06 (s, 1H, 7-H), 4.08 [t, 3JH,H=7.7 Hz, 2H, CH2(CH2)2CH3 from N-n-Bu], 1.83-1.80 (m, 2H, CH2CH2CH2CH3 from N-n-Bu), 1.45-1.40 [m, 2H, (CH2)2CH2CH3 from N-n-Bu], 0.98 [t, 3JH,H=7.3 Hz, 3H, (CH2)3CH3, from N-n-Bu] ppm. 13C NMR (100.62 MHz, CDCl3): delta=164.0 (C-2), 154.4 (C-6), 132.6 [Ci from C(6)-Ph], 131.9 [Cp from C(6)-Ph], 129.2 [Cm from C(6)-Ph], 126.8 [Co from C(6)-Ph], 118.5 (C-4), 117.0 (C-5), 114.7 (CN), 97.2 (C-7), 47.9 [CH2(CH2)2CH3 from N-n-Bu], 30.7 (CH2CH2CH2CH3 from N-n-Bu), 19.8 [(CH2)2CH2CH3 from N-n-Bu], 13.7 [(CH2)3CH3 from N-n-Bu] ppm. IR (film): 2222 (CN), 1622 (C=C), 1402 (C=S) cm-1. Anal. Calcd for C16H17N3S (283.39): C, 67.81; H, 6.05; N, 14.83; S, 11.32. Found: C, 68.04; H, 5.96; N, 14.92; S, 11.03. 4.3.3 (Z)-3-(1-n-Butyl-1H-imidazol-2-yl)-3-phenyl-2-propenenitrile (5b) (0030) Brown oil (26 mg, 37%). 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.26 [m, 5H, Ho,m,p from C(6)-Ph], 7.25 (s, 1H, 4-H), 7.06 (s, 1H, 5-H), 5.94 (s, 1H, 7-H), 3.61 [t, 3JH,H=7.2 Hz, 2H, CH2(CH2)2CH3 from N-n-Bu], 1.60-1.50 (m, 2H, CH2CH2CH2CH3 from N-n-Bu), 1.15-1.10 [m, 2H, (CH2)2CH2CH3 from N-n-Bu], 0.77 [t, 3JH,H=7.6 Hz, 3H, (CH2)3CH3 from N-nBu] ppm. 13C NMR (100.62 MHz, CDCl3): delta=151.6 (C-6), 142.3 (C-2), 136.2 [Ci from C(6)-Ph], 130.9 [Cp from C(6)-Ph], 129.7 (C-4), 129.0 [Cm from C(6)-Ph], 127.3 [Co from C(6)-Ph], 121.6 (C-5), 116.6 (CN), 99.5 (C-7), 46.7 [CH2(CH2)2CH3 from N-n-Bu], 32.6 (CH2CH2CH2CH3 from N-n-Bu), 19.4 [(CH2)2CH2CH3 from N-n-Bu], 13.2 [(CH2)3CH3 from N-n-Bu] ppm. IR (microlayer): 2216 (CN), 1650 (C=C) cm-1. Anal. Calcd for C16H17N3 (251.33): C, 76.46; H, 6.82; N, 16.72. Found: C, 76.15; H, 6.56; N, 16.39.

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

Reference:
Article; Belyaeva, Kseniya V.; Andriyankova, Ludmila V.; Nikitina, Lina P.; Mal’Kina, Anastasiya G.; Afonin, Andrei V.; Ushakov, Igor A.; Bagryanskaya, Irina Yu.; Trofimov, Boris A.; Tetrahedron; vol. 70; 5; (2014); p. 1091 – 1098;,
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Application of 867366-91-4, 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. 867366-91-4, name is 3-Bromo-5-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

3-bromo-5- methoxybenzonitrile (8.3 g, 39.1 mmol),dicyclohexyl(2′,6′-dimethoxy-[l, -biphenyl]-2- yl)phosphine (S-Phos) (1.286 g, 3.13 mmol), phenylboronic acid (5.84 g, 47.0 mmol), Pd2(dba)3 and 200 mL toluene were charged in a flask and refluxed overnight. The reaction was cooled down and 200 mL of ethyl acetate was added. The crude mixture was run though a silica gel plug, and the product was confirmed by GC. After distillation under vacuum, 7.5 g of a white product was obtained.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-5-methoxybenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; XIA, Chuanjin; YEAGER, Walter; LI, David Zenan; FIORDELISIO, James; MA, Bin; ELSHENAWY, Zeinab; LAYEK, Suman; BARRON, Edward; KOTTAS, Gregg; BROOKS, Jason; WO2012/116231; (2012); A2;,
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Electric Literature of 2469-99-0, 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 2469-99-0 as follows.

To a stirring suspension of 5-hydrazinylisoqui- noline (prepared from Example 25 step a, 0.60 g, 3.8 mmol) and 3-oxobutanenitrile (0.31 g, 3.8 mmol) in ethanol (3 mE) was heated at 80 C. for 2 h. After cooling to room temperature, the reaction mixture was in vacuo and the resulting crude residue was purified by flash chromatography (Si02, 0-20% methanol in ethyl acetate) to give the desired product (0.067 g, 2.8 mmol, 73%)

According to the analysis of related databases, 2469-99-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ChemoCentryx, Inc.; Cappel, Markus; (83 pag.)US2018/9797; (2018); A1;,
Nitrile – Wikipedia,
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Electric Literature of 1558-82-3,Some common heterocyclic compound, 1558-82-3, name is Ethyl N-cyanoacetimidate, molecular formula is C5H8N2O, 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.

the last step into the reactor material, heated to 75 ,Add 520kgCyanoethyl ester, Dropping 5 hours, dropping temperature at this temperature for 4 hours, and then cooled to room temperature, filtered to give acetamiprid, and then dried to obtain the finished product 995kg, content of 99%Yield 96%.

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

Reference:
Patent; Jiangsu Changqing Agrochemical Co., Ltd.; Lv Liangzhong; He Shuze; Ma Changqing; Ding Huaping; (5 pag.)CN107501172; (2017); A;,
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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. 147754-12-9, name is 4-Fluoro-2-methylbenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H6FN

A solution of compound 2 (20 g, 148 mmol), NBS (26.4 g, 150 mmol) and AIBN (1 g) in CCl4 under nitrogenThe mixture was refluxed for 2 hours and the reaction was cooled to room temperature. The solid was removed by filtration and the organic solution was concentrated to give the crude product as an oilWhich was used in the next step 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; Shanghai Institute of Pharmaceutical Industry; China Pharmaceutical Industry Research Institute; Chen, Wu; Liu, Xiangkui; Ji, Zhongde; Zhu, Xueyan; Yuan, Zhedong; (10 pag.)CN105418580; (2016); A;,
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Application of 70591-86-5,Some common heterocyclic compound, 70591-86-5, name is 3-Bromobenzoylacetonitrile, molecular formula is C9H6BrNO, 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.

3- (3-bromophenyl)-JH-pyrazol-5-amine: A mixture of 3 -(3 -bromophenyl)-3 – oxopropanenitrile (35 g, 156 mmol) and hydrazine hydrate (11.34 mL, 234 mmol) inethanol (600 mL) was refluxed for 16 h. Mixture was then cooled and concentratedin vacuuo. Crude product was diluted with dichloromethane and stirred for 5 mm.Solids were filtered and dried to afford 3-(3-bromophenyl)-1H-pyrazol-5-amine (30g, 126 mmol, 81 % yield) as off-white solid. ?H NMR (400 MHz, DMSO-d6) oe 12.02(br. s., 0.4H), 11.66 (br. s., 0.6H), 7.86 (t, J1 .6 Hz, 1H), 7.67 (d, J=7.5 Hz, 1H), 7.45(d,J=6.8 Hz, 1H), 7.37-7.18 (m, 1H), 5.78 (br. s., 1H), 5.08 (br. s., 1.2H), 4.68 (br.s., 0.8H). LCMS (M+H) = 240.1.

The synthetic route of 70591-86-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NAIDU, B. Narasimhulu; PATEL, Manoj; D’ANDREA, Stanley; ZHENG, Zhizhen Barbara; CONNOLLY, Timothy P.; LANGLEY, David R.; PEESE, Kevin; WANG, Zhongyu; WALKER, Michael A.; KADOW, John F.; WO2015/126376; (2015); A1;,
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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. 939-83-3, name is 2-Methyl-5-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H6N2O2

EXAMPLE XV 3-Amino-6-methylbenzonitrile STR25 A suspension of 8.11 g (50 mmol) of 6-methyl-3-nitrobenzonitrile and 0.81 g of 10% of palladium-on-charcoal in 50 ml of ethanol and 50 ml of ethyl acetate is hydrogenated under 2.9 bar for 1 hour. The catalyst is filtered off, the filtrate is concentrated and the residue is crystallized from ether/petroleum ether. Yield: 59.6% of theory Melting point: 88 C.

The synthetic route of 939-83-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US5596006; (1997); A;,
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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. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

2-Phenyl-4,5,6,7-tetrahydrooxazolo[5,4-c]pyridine hydrochloride (purchased from Anichem) (150mg, 0.63 mmol), tris(dibenzylideneacetone)dipalladium(0) (40 mg, 0.04 mmol), BINAP (97 mg, 0.16 mmol) and 3-bromo-5-fluorobenzonitrile (126 mg, 0.63 mmol) were combined in toluene (3 mL). The mixture was first flushed with nitrogen before and after the addition of sodium tert-butoxide (73 mg, 0.76 mmol). The solution was heated at 1200C under nitrogen overnight. The solvent was concentrated and removed under vacuum. The residue was then purified by silica gel column (EtOAc (10% MeOEta)/hexanes), followed by recrystallization in methanol to give a white solid (10 mg, 5%). 1H NMR (400 MHz, CDCl3): delta 8.01 (m, 2H), 7.46 (m, 3H), 6.97 (s, IH), 6.81-6.85 (m, IH), 6.78 (m, IH), 4.32 (m, 2H), 3.77 (t, 2H), 2.95-2.98 (m, 2H); LC/MS: m/e = 320 (M+H)+.

According to the analysis of related databases, 179898-34-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SEPRACOR INC.; BURDI, Douglas; SPEAR, Kerry, L.; HARDY, Larry, Wendell; WO2010/114971; (2010); A1;,
Nitrile – Wikipedia,
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