Tag: M.W=100-200

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. 3695-84-9, name is Methyl 2-cyano-3-phenylacrylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H9NO2

General procedure: A mixture of pyrazoline-5-one 1 (5 mmol), activated olefin 2 (5 mmol) and sodium bromide (0.31 g, 3 mmol) in methanol (20 mL) was electrolyzed in undivided cellequipped with a magnetic stirrer, a graphite anode and an iron cathode at 20 C under a constant current density of 100 mA cm-2 (I = 500 mA, electrodes square5 cm2) until the quantity of electricity 2.5 Fmol-1 of charge was passed. After the electrolysis was finished, spirocyclopropylpyrazolone 3 was filtered out and dried under reduced pressure. An additional amount of spirocyclopropylpyrazolone was isolated as follows. The reaction mixture was concentrated to 5 mL and cooled to -10 C overnight and filtered.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3695-84-9.

Reference:
Article; Elinson, Michail N.; Dorofeeva, Evgeniya O.; Vereshchagin, Anatoly N.; Korshunov, Alexander D.; Egorov, Mikhail P.; Research on Chemical Intermediates; vol. 42; 3; (2016); p. 2191 – 2200;,
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Reference of 327056-73-5, 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. 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3: 3-chloro-5-(2-chloro-3-fluoro-5-methoxyphenoxy)benzonitrile (50-4); Under a nitrogen atmosphere, 2-chloro-3-fluoro-5-methoxyphenol (50-2) (6.7 g, 37.9 mmol) was diluted in NMP (40 mL, 0.95 M). To this solution Cs2CO3 (24.73 g, 76 mmol) was added and the reaction was allowed to stir at room temperature for 5 minutes. Then, 3-chloro-5-fluorobenzonitrile (11.81 g, 76 mmol) was added to the reaction and it was then heated to 120 C. After 2 hours the reaction was cooled to room temperature and then diluted with EtOAc (40 mL). It was partitioned with water (20 mL) and then extracted with EtOAc (3×30 mL). The organic extracts were then washed with water (3×20 mL) and brine (1×20 mL), dried over sodium sulfate and concentrated. Silica gel chromatography (1%-15% EtOAc/Hexanes) gave 3-chloro-5-(2-chloro-3-fluoro-5-methoxyphenoxy)-benzonitrile (50-4) (10.4 g, 88%).

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-Chloro-5-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Saggar, Sandeep A.; Sisko, John T.; Tucker, Thomas J.; Tynebor, Robert M.; Su, Dai-Shi; Anthony, Neville J.; US2007/21442; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5332-06-9, name is 4-Bromobutanenitrile, 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 5332-06-9, category: nitriles-buliding-blocks

Step 1: tert-butyl 4-(3-cyanopropyl)-3-methylpiperazine-1-carboxylate To the stirred solution of tert-butyl 3-methylpiperazine-1-carboxylate (prepared according to procedure reported in US200876758A1, 2008, 5 g, 24.97 mmol) in N,N-dimethylformamide (50 ml) were added potassium carbonate (17.25 g, 125 mmol) and 4-bromobutanenitrile (2.98 ml, 30.0 mmol) at 25 C. The resulting solution was stirred at 25 C. for 16 h. The progress of the reaction was monitored by TLC. After completion of the reaction water (100 ml) was added and extracted with dichloromethane (3*60 ml). The combined extract was washed with brine (25 ml) and dried over sodium sulphate, filtered and concentrated to give crude compound. The crude compound was purified by column chromatography over silica gel (100-200) using 15% ethyl acetate in hexane to obtain the title compound (5 g, 75%). 1H NMR (400 MHz, CDCl3) delta 3.66-3.62 (m, 2H), 3.16-3.13 (m, 1H), 2.85-2.66 (m, 3H), 2.41-2.14 (m, 5H), 1.81-1.74 (m, 2H), 1.72 (s, 9H), 1.00 (d, J=6.4 Hz, 3H).

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

Reference:
Patent; LUPIN LIMITED; Jana, Gourhari; Kurhade, Sanjay Pralhad; Jagdale, Arun Rangnath; Kukreja, Gagan; Sinha, Neelima; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/152118; (2015); A1;,
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Synthetic Route of 6574-97-6, A common heterocyclic compound, 6574-97-6, name is 2,3-Dichlorobenzonitrile, molecular formula is C7H3Cl2N, 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.

General procedure: A mixture of a benzonitrile, 3a (310mg, 3mmol), 28 sodium azide (586mg, 9 mmol), and 29 triethylamine hydrochloride (1.24 g, 9 mmol) in 30 toluene (80 mL) was heated to 100°C for 24h with stirring. After cooling, the reaction mixture was extracted with water. Then, 36percent 31 HCl was added dropwise to the aqueous layer. Precipitation occurred, which was filtered off and washed with water to provide 32 4a as white solid (395mg, 90percent). Mp: 214?216°C. 1H NMR (500MHz, DMSO-d6): delta 8.04?7.02 (m, 2H), 7.62?7.57 (m, 3H)

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:
Article; Paudel, Suresh; Min, Xiao; Acharya, Srijan; Khadka, Daulat Bikram; Yoon, Goo; Kim, Kyeong-Man; Cheon, Seung Hoon; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5278 – 5289;,
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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, Quality Control of 3-Phenylpropiolonitrile

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%), 4.3.7 (Z)-3-(3-Benzyl-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)-3-phenyl-2-propenenitrile (3e) Analogously, from acetylene 2 (64.0 mg, 0.5 mmol), S (16.0 mg, 0.5 mmol), and 1-benzylimidazole (1e; 79.0 mg, 0.5 mmol) in MeCN (1 mL) (20-25 C, 24 h) thione 3e (27 mg, 96%) was obtained as a light-yellow microcrystalline powder, mp 129-131 C (washed with ether). Initial imidazole 1e was recovered (65 mg, conversion was 18%). 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.30 [m, 10H, Ho,m,p from C(6)-Ph and Ph from N-Bn], 6.74 (s, 2H, 4-H, 5-H), 6.06 (s, 1H, 7-H), 5.27 (s, 2H, CH2 from N-Bn) ppm. 13C NMR (100.62 MHz, CDCl3): delta=164.7 (C-2), 154.1 (C-6), 135.2 (Ci, Ph from N-Bn), 132.4 [Ci from C(6)-Ph], 131.8 [Cp from C(6)-Ph], 129.1 [Cm from C(6)-Ph], 128.9 (Cm, Ph from N-Bn), 128.2 (Cp, Ph from N-Bn), 128.1 (Co, Ph from N-Bn), 126.7 [Co from C(6)-Ph], 118.3 (C-4), 117.1 (C-5), 114.5 (CN), 97.2 (C-7), 51.3 (CH2 from N-Bn) ppm. IR (KBr): 2221 (CN), 1621 (C=C), 1398 (C=S) cm-1. Anal. Calcd for C19H15N3S (317.41): C, 71.90; H, 4.76; N, 13.24; S, 10.10. Found: C, 71.67; H, 4.85; N, 12.92; S, 9.84.

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:
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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Synthetic Route of 7251-09-4, These common heterocyclic compound, 7251-09-4, name is 4-Amino-2-methoxybenzonitrile, 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.

(Step 2) A solution of the compound obtained in Step 1 (670 mg, 4.52 mmol) and 3-methylglutaric anhydride (579 mg, 4.52 mmol) in THF (20 mL) was heated with reflux for 14 hr. The reaction solution was concentrated under reduced pressure to give 5-((4-cyano-3-methoxyphenyl)amino)-3-methyl-5-oxopentanoic acid (1.35 g, 4.89 mmol, quantitative) as a brownish-red oil. 1H-NMR(300MHz,DMSO-d6): delta0.75-1.12(3H,m), 1.58-1.91(1H,m), 2.08-2.19(1H,m), 2.22-2.46(2H,m), 2.48-2.55(1H,m), 2.65-2.94(1H,m), 3.36(1H,brs), 3.60(1H,t,J=6.4Hz), 7.25(1H,dd,J=8.3,1.5Hz), 7.45-7.76(2H,m), 10.34(1H,s), 12.11(1H,brs).

Statistics shows that 4-Amino-2-methoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 7251-09-4.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; YONEMORI, Kazuko; NAKAGAWA, Hideyuki; EP2759533; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 394-47-8, name is 2-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 394-47-8, Safety of 2-Fluorobenzonitrile

To a suspension of2-fluorobenzonitrile (10.0 g, 82.6 mmol) and phenol (7.7g,5.1 mmol) in DMF (80 mL) was added K2C03 (22.8 g, 165 mmol) at rt. The reaction was stirred at 130 oc for 10 h. The reaction mixture was diluted with water, extracted with EtAOAc (100 mLx3), washed with brine (100 mL), dried (Na2S04), and concentrated togive 15.0 g, (93%) of the title compound as a yellow oil. 1NMR (400 MHz, CDCh): 8 6.85 (1H, d, J = 8.4 Hz), 7.07-7.14 (3H, m), 7.22 (1H, t, J = 7.2 Hz), 7.40 (2H, t, J = 8.0Hz), 7.47 (1H, td, J = 2.0, 8.4 Hz), 7.65 (1H, dd, J = 1.2, 8.0 Hz).

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

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; CHEN, Young, K.; KANOUNI, Toufike; NIE, Zhe; STAFFORD, Jeffrey, Alan; VEAL, James, Marvin; WALLACE, Michael, Brennan; WO2014/100818; (2014); A1;,
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Synthetic Route of 59997-51-2, A common heterocyclic compound, 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, molecular formula is C7H11NO, 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.

The cyanoxime ligand was obtained according to the modified procedure described by Fedorenko [38] using the pivaloylacetonitrile, NC-CH2-C(O)C(CH3)3, as starting material. Thus, 4.06 g (3.24 mM) of the latter were dissolved in 75 mL of CH3OH to which 2.46 g (3.57 mM; 1.10 times excess with respect to the acetonitrile) of NaNO2 in 150 mL of H2O were added. Then 2.80 mL of glacial acetic acid were added dropwise within 2 h; this mixture precooled to -2 C under the N2 blanket. The mixture was allowed to stay overnight at 0 C and then 100 mL of water and 5 drops of HCl (conc.) were added at once, which resulted in the mixture discoloration and the quick formation of the HPiCO as a white precipitate.The latter was filtered, washed twice with 10 mL ofwater and dried in a desiccator under vacuum, yielding 3.54 g ofthe cyanoxime. An additional portion of 1.07 g of HPiCO can berecovered from the mother liquor using extraction with 3 portions(50 mL each) of ether. The combined total yield is 92% (4.61 g); the compound melts at 150 C followed by rapid decomposition. TheNMR spectra in dmso-d6 (ppm): 1H – 14.88 (1H, slightly broadenedsinglet, oxime), 1.28 (9H, singlet, three methyl groups); 13C – 198.17(CO), 132.10 – oxime, 109.19 (CN), 44.29 – C(CH3)3, 27.03-methylgroups. The bands in the IR-spectrum (KBr, cm1): 3275, strong – m(OH); 2985, 2944, 2924, 2877 all medium – mas, ms (CH); 2231, weak- m (C?N); 1674, strong – m (CO); 1590, weak – m (CN); 1054,1030, strong – m (NAO). The compound represents a whitecrystalline solid not soluble in water, sparingly soluble in hexaneand cyclohexane, and well soluble in alcohols, acetone andchlorohydrocarbons.

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:
Article; Mann, Alexandra; Gerasimchuk, Nikolay; Silchenko, Svitlana; Inorganica Chimica Acta; vol. 440; (2016); p. 118 – 128;,
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Some common heterocyclic compound, 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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. HPLC of Formula: C7H3FN2O2

To a solution of 4-fluoro-3-nitrobenzonitrile (300 mg) and dimethyl malonate (286 mg) in DMF was added 60percent NaH at 0°C, followed by reaction at room temperature to obtain dimethyl (4-cyano-2-nitrophenyl)malonate (198 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1009-35-4, its application will become more common.

Reference:
Patent; Astellas Pharma Inc.; EP2003132; (2008); 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. 628-20-6, name is 4-Chlorobutyronitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 628-20-6

K2CO3 663.40g (4.8mol), KI 26.60g (0.16mol),1-(2-methoxy-phenyl)piperazine hydrochloride 457.40 g (2.0 mol),After adding 1500 mL of acetonitrile, 52.70 g (2.4 mol) of 4-chlorobutyronitrile was added dropwise with stirring at 70 C, and after 44.5 h of reaction, the reaction was completed on the spot plate. stop,In order to avoid solid precipitation of [4-(2-methoxyphenyl) piperazinyl]butyronitrile,The mixture was washed with hot water, and the solid was washed well with acetonitrile.Wash the solid slightly with a mixed solvent of acetone and petroleum ether.The mother liquor is evaporated to dryness and then recrystallized with a small amount of acetone petroleum ether.A total of 466.8 g of a white solid was obtained in a total of 90.0% yield.

The synthetic route of 628-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Li Jin; Yang Rifang; Song Rui; Wu Ning; Li Yunfeng; Wang Weina; Song Dake; (26 pag.)CN109419802; (2019); A;,
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