Tag: M.W=100-200

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 38487-86-4 as follows. Quality Control of 2-Amino-4-chlorobenzonitrile

General procedure: 2-Aminobezonitrile derivatives (1 mmol),substituted carbonyl compounds (1.5 mmol) and [Nbmd][OH] (1 mL) werestirred at room temperature. The progress of the reaction was monitored byTLC under UV light. After completion of the reaction the mixture was extractedwith ethyl acetate (3 x 10 mL) and washed with water (3 x 10 mL). Thecombined extract was dried over anhydrous Na2SO4. The filtrate wasconcentrated under reduced pressure. The product was purified by columnchromatography over silica gel using n-hexane/ethyl acetate (3:1 v/v) aseluent to get the purified product. The products were then characterized byESI-MS, 1H NMR, 13C NMR and 1F NMR spectra.

According to the analysis of related databases, 38487-86-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dutta, Apurba; Damarla, Krishnaiah; Kumar, Arvind; Saikia, Prakash J.; Sarma, Diganta; Tetrahedron Letters; vol. 61; 10; (2020);,
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These common heterocyclic compound, 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, 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. Product Details of 6393-40-4

General procedure: To a suspension of 2-Nitroanilines 2a-2g (10mmol) in water (5mL) and hydrochloric acid (37%, 2.5mL), a solution of sodium nitrite (0.74g, 10.75mmol) in water (4mL) at 0C was added dropwise. The mixture was stirred for 1h, diluted with water (30mL) and made acid with concentrated hydrochloric acid (2mL). In the case of 2b,f the reactions were carried out at room temperature. To this solution, freshly distilled 2,5-dimethyl-3-oxo-2,3-dihydrofuran [36] (1.24g, 11mmol) was added and the mixture was stirred for 1h at room temperature. The crude residue was collected by filtration. After drying, it was purified by column chromatography using a dichloromethane/ethyl acetate mixture in gradient as eluent and recrystallized from ethanol.

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

Reference:
Article; Mingoia, Francesco; Di Sano, Caterina; Di Blasi, Francesco; Fazzari, Marco; Martorana, Annamaria; Almerico, Anna Maria; Lauria, Antonino; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 345 – 356;,
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Application of 1009-35-4, The chemical industry reduces the impact on the environment during synthesis 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

[019Theta] A solution of 4-(2-fluoro-4-methoxyphenoxy)piperidine hydrochloride (0.785 g, 3 mmol), 4-fluoro-3-nitrobenzonitrile (0.598 g, 3.60 mmol) and K2CO3 (1.244 g, 9.00 mmol) in DMSO (9.09 mL) was stirred at 80°C overnight. Tire reaction mixture was subsequently partitioned between EtOAc and water, and the organic layer was washed with water (2 x) and dried over anhydrous Na?,SQ4. The solvent was evaporated to give the title compound as a yellow solid, which was used without further purification (1.005 g, 90percent). ESI-MS m/z [M+H] 372.3.

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-Fluoro-3-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
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Related Products of 5922-60-1, 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. 5922-60-1, name is 2-Amino-5-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-amino-5-chlorobenzonitrile (1.00 g, 6.55 mmol) was suspended in ethyl chloroformate (3.1 mL, 33 mmol) and heated to 93 °C. The reaction was carried out for 18 h, cooled to room temperature and then worked up with a saturated solution of sodium bicarbonate and EtOAc. No further purification was required. The reaction yielded an orange solid 1.25 g, 5.56 mmol, 85percent. (Rf = 0.30, 20percent EtOAc/Hex). Mp 136-138 °C. 1H NMR (300 MHz, CDCl3) delta 8.29 – 8.22 (m, 1H, ArH), 7.59 – 7.52 (m, 2H, ArH), 7.13 (s, 1H, NH), 4.29 (q, J = 7.1 Hz, 2H, CH2), 1.36 (t, J = 7.1 Hz, 3H, CH3). 13C NMR (75 MHz, CDCl3) delta 152.68, 139.68, 134.47, 131.44, 128.14, 120.59, 117.64, 115.11, 62.27, 14.37. HRMS: calcd for C10H10N2O2Cl [M+H]+, 225.0431, found 225.0426.

The synthetic route of 2-Amino-5-chlorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Brigg, Siobhan; Pribut, Nicole; Basson, Adriaan E.; Avgenikos, Moscos; Venter, Reinhardt; Blackie, Margaret A.; van Otterlo, Willem A.L.; Pelly, Stephen C.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 6; (2016); p. 1580 – 1584;,
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Synthetic Route of 21803-75-8, 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. 21803-75-8, name is 4-Amino-3-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of intermediate 79 (50 mg, 0.176 MMOL) in anh. DME (1 mL) were added Pd2 (dba) 3 (16 mg, 0.1 eq), 2- (dicyclohexylphosphino)-2′-methylbiphenyl (19 mg, 0.3 eq), K3PO4 (101 mg, 2.7 eq) and 4-amino-3-chlorobenzonitrile (47 mg, 1 eq). The reaction mixture was subjected to microwave irradiation (150W, 100 C, 60 psi) for 20 min. It was then quenched with sat. aq. NH4CI and extracted with EtOAc (2X10 mL). The combined organic extracts were washed with sat. aq. NaCI and dried over anh. NA2SO4. The solids were filtered and the solvent evaporated. The crude product was purified by flash chromatography (silica gel, cHex/EtOAc 8: 2- 7: 3) to give the title compound as a white solid (16 mg, 22%).

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-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; GLAXO GROUP LIMITED; WO2004/62665; (2004); A1;,
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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 60702-69-4 as follows. Product Details of 60702-69-4

A mixture of 2-chloro-4-fluorobenzonitrile (4.26 g, 27.5 mmol), 1,1-dimethylethyl (36)-3-amino-l- pyrrolidinecarboxylate (5.11 g, 27.5 mmol) and NaHCO3 (4.62 g, 55 mmol) in 45 mL of DMSO and 5 mL OfH2O was heated with stirring at 96 0C for 6 h and 86 0C for 16 h. The reaction was diluted with 200 mL OfH2O and extracted with Et2O (3x). The extracts were washed with H2O (2x), dried over Na2SO4, filtered, and concentrated. The residue was crystallized from Et2O/hexane to

According to the analysis of related databases, 60702-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/65093; (2007); A2;,
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These common heterocyclic compound, 766-84-7, name is 3-Chlorobenzonitrile, 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. Quality Control of 3-Chlorobenzonitrile

To a solution of 3-chlorobenzonitrile (10 g, 72.7 mmol) in 367 ml ethanol was added hydroxylammonium chloride (7.58 g, 109.0 mmol) and triethylamine (9.56 g, 94.5 mmol) and then the reaction mixture was stirred overnight at 50 C. After cooling to RT, the solvent was evaporated and the crude was solved in ethyl acetate and extracted with water. The organic phase was dried over magnesium sulfate, filtered and evaporated under vacuum to yield the title compound (10.77 g, 81% of theory, 93 % purity). The compound was used without further purification. LC-MS (method 2B): RT = 1.64 min, m/z = 171 (M+H)+

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ELLERMANN, Manuel; VALOT, Gaelle; CANCHO GRANDE, Yolanda; HAssFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; BEYER, Kristin; ROeHRIG, Susanne; SPERZEL, Michael; STAMPFUss, Jan; MEYER, Imke; KOeLLNBERGER, Maria; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; HEIERMANN, Joerg; HENGEVELD, Willem Jan; (764 pag.)WO2016/71216; (2016); A1;,
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Electric Literature of 39581-21-0,Some common heterocyclic compound, 39581-21-0, name is N-Butyl-2-cyano-acetamide, molecular formula is C7H12N2O, 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 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.

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

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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Electric Literature of 64248-62-0, These common heterocyclic compound, 64248-62-0, name is 3,4-Difluorobenzonitrile, 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.

Intermediate 34-(4-Ethyl-5-fluoro-2-methoxyphenoxy)-3-fluorobenzonitrile (D3)Molecular Weight =289,28Molecular Formula =C16H13F2N02To a solution of 4-ethyl-5-fluoroguaiacol (8 g; 47 mmol) and 3,4- difluorobenzonitrile (6.53 g ; 47 mmol; which may be prepared as hereinbefore described for D2) in 80 ml_ anhydrous acetonitrile is added FAB-P978PC – 11 Nov 0916potassium hydroxide (3.15 g ; 56.4 mmol). The reaction mixture under argon atmosphere is stirred under reflux for 16h. Concentration, addition of a saturated aqueous solution of ammonium chloride (100 mL), extraction with ethyl acetate (2*25 mL), reunification of the organic phases, brine wash (100 mL, drying (Na2S04) and final concentration affords 12.95 g (95%) of the title compound as a brown solid .MS (ES) m/e 290 (M + H)+ TLC : eluent cyclohexane/EtOAc 7/3 Rf = 0,74

The synthetic route of 64248-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FAB PHARMA SAS; GERUSZ, Vincent; FAIVRE, Fabien; OXOBY, Mayalen; DENIS, Alexis; BONVIN, Yannick; WO2011/26529; (2011); A1;,
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Synthetic Route of 501-00-8,Some common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, molecular formula is C8H6FN, 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 1 : Preparation of methyl 3-(3-bromo-5-fluorophenyl)-4-cyano-4-(3-fluoro- phenyl)butyrate [1-316]; At -78C and under argon, 248 mg of (3-fluorophenyl)acetonitrile were added dropwise to a solution of 238 mg of potassium tert-butoxide in 2 ml of THF, and a solution of 500 mg of methyl 3-(3-bromo-5-fluorophenyl)acrylate in 1 ml of THF was then added. After 1 h of stirring at -78C, 5 ml of CH2CI2 were added. After washing with 2N HCI, sat. NaHCO-3 solution and sat. NaCI solution, drying of the organic phase and removal of the solvent under reduced pressure, the residue was purified by preparative HPLC.This gave 215 mg of the title compound (erythro:threo ratio 1.9:1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; BASF SE; VESCOVI, Andrea; REINHARD, Robert; SIEVERNICH, Bernd; ZAGAR, Cyrill; KIBLER, Elmar; NIGGEWEG, Ricarda; KUeHN, Toralf; WITSCHEL, Matthias; MOBERG, William Karl; PARRA RAPADO, Liliana; QU, Tao; STELZER, Frank; KLOET, Andree van der; SEITZ, Thomas; EHRHARDT, Thomas; KREUZ, Klaus; GROssMANN, Klaus; MICHROWSKA-PIANOWSKA, Anna Aleksandra; SIMON, Anja; EVANS, Richard Roger; HUPE, Eike; REINHARD, Klaus; BERGTOLD, Matthias; KOLLE, Susanne Noreen Evelyn; TRESCH, Stefan; SONG, Dschun; MAJOR, Julia; HUTZLER, Johannes; NEWTON, Trevor William; WO2011/98417; (2011); A1;,
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