Month: July 2021

Electric Literature of 6609-57-0,Some common heterocyclic compound, 6609-57-0, name is 2-Ethoxybenzonitrile, molecular formula is C9H9NO, 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 III 2-Ethoxy-benzamidine hydrochloride 21.4 g (400 mmol) of ammonium chloride are suspended in 375 ml of toluene and the suspension is cooled down to 0 C. 200 ml of a 2 M solution of trimethylaluminum in hexane are added dropwise and the mixture is stirred at room temperature until the evolution of gas has come to an end. After 29.44 g (200 mmol) of 2-ethoxybenzonitrile (example II) have been added, the reaction mixture is stirred overnight at 80 C. (bath). Having been cooled down, the reaction mixture is added, while cooling with ice, to a suspension consisting of 100 g of silica gel and 950 ml of chloroform and the mixture is stirred at room temperature for 30 minutes. Filtration with suction is carried out and the subsequent washing takes place with the same quantity of methanol. The mother liquor is evaporated and the resulting residue is stirred up with a mixture of dichloromethane and methanol (9:1), after which the solid is filtered off with suction and the mother liquor is evaporated. 3.4 g (76%) of a colorless solid are obtained. 200 MHz 1H-NMR (DMSO-D6): 1.36, t, 3H; 4.12, quart., 2H; 7.10, t, 1H; 7.21, d, 1H; 7.52, m, 2H; 9.30, s, broad, 4H.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Ethoxybenzonitrile, its application will become more common.

Reference:
Patent; Niewoehner, Ulrich; Haning, Helmut; Lampe, Thomas; Es-Sayed, Mazen; Schmidt, Gunter; Bischoff, Erwin; Dembowsky, Klaus; Perzborn, Elisabeth; Schlemmer, Karl-Heinz; US2003/195210; (2003); A1;,
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Synthetic Route of 39581-21-0, 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. 39581-21-0, name is N-Butyl-2-cyano-acetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of N-alkyl-2-cyano-acetamides 1a-c (2 mmol), aldehydes 2a-f (2 mmol),malononitrile (3) (2 mmol), K2CO3 (2 mmol), and EtOH (2 mL) in a 10 mL septum-capped microwavevials was irradiated under microwave conditions at 90 C, 500 W, 200 rpm, for 10-15 min. Aftercompletion of the reaction, as indicated by TLC, each vial was de-capped and the contents were left tocool to room temperature. Then, the reaction mixture was worked up as described in method I to givecompounds 4a-q. Analytical samples were obtained by recrystallization from MeOH.

The synthetic route of N-Butyl-2-cyano-acetamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mekheimer, Ramadan Ahmed; Al-Sheikh, Mariam Abdullah; Medrasi, Hanadi Yousef; Alsofyani, Najla Hosain Hassan; Molecules; vol. 23; 3; (2018);,
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Some common heterocyclic compound, 1194-65-6, name is 2,6-Dichlorobenzonitrile, molecular formula is C7H3Cl2N, 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. Recommanded Product: 2,6-Dichlorobenzonitrile

EXAMPLE 37; N-{[1-(2-Cyclopropylethyl)-2-(2,6-dichlorophenyl)-4-hydroxy-6-oxo-1,6-dihydro-5-pyrimidinyl]carbonyl}glycine; 37a) 3-(2-Cyclopropylethyl)-2-(2,6-dichlorophenyl)-6-hydroxy-4(3H)-pyrimidinone; A 2 M solution of trimethylaluminium in hexane (1.38 mL, 2.76 mmol) was added to a stirred mixture of 2-(cyclopropyl)ethylamine hydrochloride (PCT Int. Appl. (2004), WO 2004052312, 0.305 g, 2.49 mmol), 2,6-dichlorobenzonitrile (0.516 g, 3.00 mmol) and toluene (5 mL) at room temperature. The mixture was stirred in a microwave reactor at 160 C. for 0.5 h, then cooled and the solvent removed under reduced pressure. Diethyl malonate (1.60 g, 10.0 mmol), 2-methoxyethanol (15 mL) and 4.37 M sodium methoxide in methanol (2.30 mL, 10.1 mmol) were added and the mixture refluxed under nitrogen for 18 h. After cooling, the mixture was poured into water (200 mL) containing 1 M aqueous sodium hydroxide (2 mL), washed with ether, acidified to pH 2 with 6 M aqueous hydrochloric acid, and extracted with ethyl acetate. The extracts were washed with water and brine, dried (MgSO4) and evaporated under reduced pressure. The residue was triturated with ether and the solid collected, washed with ether and dried to give the title compound (0.478 g, 59%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm -0.29–0.20 (m, 2 H) 0.26-0.34 (m, 2 H) 0.44-0.60 (m, 1 H) 1.33-1.44 (m, 2 H) 3.60-3.72 (m, 2 H) 5.49 (s, 1 H) 7.66 (dd, J=9.09, 7.07 Hz, 1 H) 7.70-7.78 (m, 2 H) 11.80 (br. s., 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1194-65-6, its application will become more common.

Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
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These common heterocyclic compound, 39786-34-0, name is Ethyl 2-(2-cyanophenoxy)acetate, 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. Safety of Ethyl 2-(2-cyanophenoxy)acetate

To a 1000 mL flask 50.0 g (244 mmol) of the intermediate product (L-1) was added, stirred and 6.43 g (268 mmol) of sodium hydride in 500 ml of DMF (dimethylformamide) are added slowly at 0C. The reaction was allowed to proceed to room temperature for 10 hours. After confirming the completion of the reaction by TLC, 500 mL of dichloromethane and 2000 mL of distilled water were injected to separate the organic layer, and concentrated under reduced pressure to obtain 37.0 g (yield 64%) of intermediate L-2.

The synthetic route of Ethyl 2-(2-cyanophenoxy)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEIL INDUSTRIES INC.; JEONG, SOO-YOUNG; YU, EUN-SUN; KANG, DONG-MIN; SHIN, JI-HUN; RYU, DONG-KYU; LEE, SANG-SHIN; LEE, HAN-IL; JANG, YU-NA; HAN, SU-JIN; HONG, JIN-SEOK; (35 pag.)KR2015/17817; (2015); A;,
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Some common heterocyclic compound, 19295-57-9, name is 3-Hydroxy-2,2-dimethylpropanenitrile, molecular formula is C5H9NO, 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. category: nitriles-buliding-blocks

To a solution of 9j (0.33g, 1.96mmol) in ethanol (5mL) was added 50% aqueous hydroxylamine solution (0.39g, 5.88mmol), and the reaction mixture was then stirred at room temperature for 1h and evaporated in vacuo. The residue was purified using silica gel column chromatography (methanol/chloroform) to yield 10j (0.23g, 58%) as a colorless oil. 1H NMR (200MHz, CDCl3) delta 1.52-2.09 (m, 7H), 2.87-3.03 (m, 2H), 3.14-3.28 (m, 1H), 3.33-3.46 (m, 1H), 4.35 (br s, 2H), 4.71-4.90 (m, 1H); MS (ESI): m/z 202 [M+H]+, 224 [M+Na]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19295-57-9, its application will become more common.

Reference:
Article; Oka, Yusuke; Yabuuchi, Tetsuya; Oi, Takahiro; Kuroda, Shoichi; Fujii, Yasuyuki; Ohtake, Hidenori; Inoue, Tomoyuki; Wakahara, Shunichi; Kimura, Kayo; Fujita, Kiyoko; Endo, Mayumi; Taguchi, Kyoko; Sekiguchi, Yoshinori; Bioorganic and Medicinal Chemistry; vol. 21; 24; (2013); p. 7578 – 7583;,
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Related Products of 218632-01-0, The chemical industry reduces the impact on the environment during synthesis 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

The title compound was prepared following the procedure described in step-3, Intermediate80 by using 3-fluoro-4-nitrobenzonitrile (5 g, 30.i mmol), pyridin-3-ylmethanol (5.0 g, 45.i mmol), K2C03 (6.3 g, 45. i mmol) in DMF (30.0 mL) to afford 4.5 g of title compound:_To a solution of 4-iodo-3-(3-(pyridin-3-yloxy)propyl)benzoic acid (500 mg, i .30 mmol) inDMF (iO.0 mL) was added K2C03 (270 mg, i.95 mmol) and the reaction mass was stirred at60C for i h. Then added ethyl bromide (2i3 mg, i.95 mmol) and continued stirring at rt for4-5 h. The reaction mixture was quenched with water and filtered off precipitate to afford 500 mg of title compound.

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-Fluoro-4-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; PISAL, Dnyandeo; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; KADAM, Sheetal R; (303 pag.)WO2016/55947; (2016); A1;,
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These common heterocyclic compound, 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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. Recommanded Product: 654-70-6

To a solution of the acid chloride as prepared in the previous example (2.1 g, 0.0072 moles) in 12 mL of anhydrous toluene is added 0.9 g (0.0072 moles) of DMAP, maintaining the solution at room temperature; the suspension is allowed to react for 10 minutes then 1.15 g (0.0062 moles) of 4-amino-2-trifluoromethyl-benzonitrile dissolved in toluene is added and the mixture is heated at 75-80 C. (external temperature) for 8-10 hours following the disappearance of the amine by TLC (eluent: ethyl acetate/toluene 75/25 or CH2Cl2). After cooling to room temperature the solution is diluted with toluene and treated with a 5% solution of HCl, separated and washed with 5% bicarbonate solution. The organic phase is cured and evaporated under reduced pressure. Crude N-[4-cyano-3-(trifluoromethyl)-phenyl-]-3-[4-fluorophenylthio]-2-acetoxy-2-methyl-propionamide is obtained in quantitative yield as shown by HPLC analysis, NMR spectroscopy and TLC.

The synthetic route of 4-Cyano-3-trifluoromethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pizzatti, Enrica; Vigano, Enrico; Lussana, Massimiliano; Landonio, Ernesto; US2006/41161; (2006); A1;,
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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. 20925-24-0, name is 2-(Dimethylamino)benzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 20925-24-0

To a solution of 2-dimethylamino-benzonitrile (300 mg, 2.1 mmol) in CH3OH (5 mL) and NET4OH (1 mL) was added Raney-Ni (100 mg). The reaction mixture was stirred at room temperature overnight under H2 balloon atmosphere. The suspension was filtered and the filter cake was washed with CH3OH (20 mL). The combined filtrate were concentrated to dryness to give the (2- aminomethyl-phenyl)-dimethyl-amine (200 mg, yield: quantitative) as colorless oil.

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; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); A1;,
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Related Products of 846023-24-3, These common heterocyclic compound, 846023-24-3, name is 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide, 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.

Reference Example 2; 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl )-3-r(3-iodo-4-methoxyphenv?amino1- prop-2-enamide; To a suspension of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (5.00 g, 19.30 mol) in 400 ml_ of /so-propanol, under N2, is added 3-iodo-p-anisidine (5.80 g, 23.16 mmol). This mixture is heated to reflux to give a clear yellow solution. To this solution, triethylorthoformate (8.60 ml_, 52.11 mmol) is added dropwise and the reaction mixture is heated at reflux overnight. An additional 10 ml_ of triethylorthoformate is added and the mixture is heated at reflux overnight. The mixture is allowed to cool to room temperature and the white solid is collected by filtration, washing with /so-propanol, and dried overnight at -4O0C under reduced pressure. Purification by suspension in hot ethyl acetate followed by addition of cold hexanes gives 8.50 g (85%) of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(3-iodo- 4-methoxyphenyl)amino]prop-2-enamide as a yellow solid, mp 289-290 0C; MS (ES) m/z 516.7 (M-H)-. Analysis for C18H14CI2IN3O3:Calcd: C, 41.73; H, 2.72; N, 8.11. Found: C, 40.88; H, 2.64; N, 7.90.

Statistics shows that 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide is playing an increasingly important role. we look forward to future research findings about 846023-24-3.

Reference:
Patent; WYETH; WO2006/47262; (2006); A1;,
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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. 628-20-6, name is 4-Chlorobutyronitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H6ClN

A mixture of l-methylimidazole (8.21g, 0.10 mmol) and Cl(CH₂)₃CN (12.43g, 0.12 mol)is stirred at 807deg;C for 24 hours. The resulting white solid is washed with diethyl ether (3 x 30 ml). The product is dried in vacuum for 24 hours. Yield: 17.6 g, 95%; M.p. 80C. ESI-MS(CH₃OH): Positive ion: 150 [C,sub>3CNmim], negative ion: 35 [Cl]. 1H NMR (CDCl₃): delta= 8.73 (s, 1H), 7.45 (s, 1H), 7.39 (s, 1H), 4.27 (t, J(H, H) = 6.8 Hz, 2H), 3.82 (s, 3H), 2.50 (t, J(H, H) = 6.8 Hz, 2H), 2.20 (t, J(H, H) = 6.8 Hz, 2H). ₁₃C NMR (CDCl₃): delta = 134.11, 130.49, 120.01, 116.19, 44.01,30.87, 21.21, 9.87. IR (cm-1): 3373, 3244, 3055 (V_C-H aromatic), 3029, 2974, 2949, 2927 (V_C-H aliphatic), 2243 (V_C-N), 1692 (V_C=N). Anal. Calcd for C₈H₁₂ClN₃ (%): C, 51.76, H, 6.51, N, 22.63; Found: C 51.72, H 6.55, N 22.71.

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

Reference:
Patent; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); WO2005/19185; (2005); A1;,
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