Tag: M.W=200-300

Electric Literature of 57418-97-0, The chemical industry reduces the impact on the environment during synthesis 57418-97-0, name is 4-Bromo-3-chlorobenzonitrile, I believe this compound will play a more active role in future production and life.

Next, into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed dioxane (5 mL), water (1 mL), 6-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)-1H-indole (100 mg, 0.29 mmol, 1.00 equiv), 4-bromo-3-chlorobenzonitrile (62.6 mg, 0.29 mmol, 1.00 equiv), (phosphoperoxy)potassium; dipotassium (184 mg, 0.866 mmol, 3.00 equiv), Pd(dppf)Cl2.CH2Cl2 (21 mg, 0.10 equiv). The resulting solution was stirred overnight at 80 C. in an oil bath. The reaction mixture was cooled. The crude product was purified by Prep-HPLC product was obtained. This resulted in 23.9 mg (23%) of 3-chloro-4-[6-chloro-2-(trifluoromethyl)-1H-indol-5-yl]benzonitrile as a off-white solid. (ES, m/z): 353 [M-H]-; (300 MHz, DMSO-d6, ppm): delta 12.64 (brs, 1H), 8.20 (s, 1H), 7.95-7.92 (m, 1H), 7.69 (s, 2H), 7.63-7.60 (d, J=8.1 Hz, 1H), 7.12 (s, 1H).

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-Bromo-3-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERIAL, INC.; Meng, Charles; Le Hir de Fallois, Loic; (40 pag.)US2015/366198; (2015); A1;,
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Related Products of 13338-63-1, 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. 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Using the method of synthesizing an intermediate similar to that in Example 1, 0.01 mol of 3,4,5-trimethoxyphenylacetonitrile (5),0.01 mol of 2-chlorobenzaldehyde and 20 mL of methanol into a 50 mL three-necked flask, stirring and heating to 60 C, adding 0.005 mol of sodium methoxide, and reacting at a constant temperature for 4-6 h.TLC scanning and detection, after the reaction is completed, it is cooled to room temperature, filtered, washed with water, dried, and recrystallized from methanol to obtain a pale yellow solid. Yield: 76.2%,

The chemical industry reduces the impact on the environment during synthesis 3,4,5-Trimethoxyphenylacetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yanbian University; Bu Gonggaofamingren; (14 pag.)CN108503561; (2018); 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. 105942-08-3, name is 4-Bromo-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrFN

a 4-Bromo-2-methoxybenzonitrile A suspension of potassium methoxide (4.24 g, 60.0 mmol) in tetrahydrofuran (40 mL) was added in portions to a solution of 4-Bromo-2-fluorobenzonitrile (8.0 g, 40.0 mmol) in tetrahydrofuran (50 mL) at -50¡ã C. After one hour, the dry ice bath was removed and the reaction mixture was allowed to warm up to room temperature and stirred at room temperature for 6 hours. The reaction mixture was poured onto water (250 mL) and the solid was collected by filtration to give 4-bromo-2-methoxybenzonitrile (7.85 g, 92percent). 1H NMR (DMSO-d6) delta 3.94(s, 3H), 7.32 (d, J=8.23 Hz, 1H), 7.15 (s, 1H), 7.69 (d, J=8.23 Hz, 1H).

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; Abbott Laboratories; US2002/156081; (2002); 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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C13H18N2O4

e) Synthesis of N’-[2-cyano-4, 5-bis (2-methoxyethoxy) phenyl]-N, N- dimethylformamidine:; _To a solution of DMF(12ml) and N,N-dimethylformamide dimethylacetal(DMA, 6ml, 0.045 moles) was added 2-amino-4,5-bis(2- methoxyethoxy)benzonitrile(6g, 0.0225moles) and refluxed for about 3hrs, concentrated excess DMF-DMA to obtain light brown liquid(6.5g)1HNMR (CDCI3): delta 3.06(s, 6H), 3.44(s, 6H), 3.75(m, 4H), 4.13(m, 4H), 6.48(s, ? 1 H), 7.02(s, 1H)1 7.55(s, 1 H)

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; VITTAL MALLYA SCIENTIFIC RESEARCH FOUNDATION; WO2007/138613; (2007); A2;,
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Reference of 101184-73-0, The chemical industry reduces the impact on the environment during synthesis 101184-73-0, name is 2-(4-Bromophenyl)-2-methylpropanenitrile, I believe this compound will play a more active role in future production and life.

Reference Example 30b 2,2-Dimethyl-(4-[Furan-2-yl]-Phenyl)-Acetonitrile. Using essentially the same procedure as in reference example 30a, except using 2-(4-Bromo-phenyl)-2-methyl-propionitrile (reference example 31b). 1H NMR (CDCl3) d 1.74 (s, 6H), 6.47 (dd, J=2, 1 Hz, 1H), 6.66 (d, J=2 Hz, 1H), 7.47 (m, 3H), 7.68 (m, 2H),. MS (EI) m/z 211 (M)+.

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; Aventis Pharmaceuticals Inc.; US6541505; (2003); B1;,
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Reference of 1250444-23-5, 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. 1250444-23-5, name is 3-Bromo-2,6-difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

3-bromo-2,6-difluorobenzonitrile and triethyl phosphite were fed at a ratio of 1: 8.0, N2 was protected, reacted The temperature is 100 C and the reaction is carried out under light conditions. TLC was monitored and reacted for 30 h until the feed point disappeared. The product is decompressed Distillation, the oil bath temperature to 10 C, steaming low boiling point fraction. The product was again subjected to vacuum distillation at an oil bath temperature of 190 C and steamed A high boiling fraction is taken and the fraction is taken at a temperature of 135-145 C. The distillate is dissolved in ethyl acetate and treated with 10% Na2C03, saturated sodium chloride, washed with anhydrous magnesium sulfate, filtered and evaporated to give a yellow oily liquid product in 83% yield.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-2,6-difluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tianjin Normal University; Song, fanbo; Zhang, ZhongBiao; Li, huayun; Tang, hongying; Wang, ZhiJiang; Song, AiRu; (8 pag.)CN104017021; (2016); B;,
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Reference of 114897-91-5, These common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, 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.

To a solution of 2-(4-bromo-2-fluorophenyl)acetonitrile (397 g, 1.82 mol) in MeOH (500 mL) stirred under N2 at 20 C was added NaOH (2.22 L, 2.5M, 5.56 mol) solution in one charge. The reaction mixture was stirred at 80 C for 5 h. Then the solution wasconcentrated and neutralized with cone. HC1 to pH = 5 with stirring. Then the solution was extracted with EA (1.5 L x 2). Another two batches were prepared following the same procedure. Then the three batches were combined. The combined organic extract was washed with brine, dried over Na2504, filtered and concentrated in vacuo to give the pure 2-(4-bromo-2-fluorophenyl)acetic acid (1200 g, 92%): TLC (PE/EA = 5:1, Rf = 0.2); ?HNIVIR (400 IVIFIz, CDC13) 7.24 (br. s., 1H), 7.12 (t, J 7.9 Hz, 1H), 3.65 (s, 2H).

The synthetic route of 114897-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEUNG, Mui; CLARK, William M.; EIDAM, Hilary Schenck; LAMEY, Kimberly Anne; THOMAS, James V.; (73 pag.)WO2016/38519; (2016); A1;,
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Some common heterocyclic compound, 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, molecular formula is C11H19NO4, 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. name: Ethyl 2-cyano-4,4-diethoxybutyrate

Compound 44 (2.5 g, 10.7 mmol) and 2-cyano-4,4-diethoxy-butyric acid ethyl ester (3.2 g, 13.0 mol) were suspended in 15 mL of sodium ethoxide solution (2.8 g of sodium dissolved in 60 mL of ethanol), and the reaction mixture irradiated with microwave at 140 0C for 30 min. TLC (DCM: MeOH = 10:1) showed the starting material was reacted completely. The reaction mixture was cooled and evaporated under reduced pressure to get the residue, which was dissolved in a mixture of water (20 mL) and EtOAc (20 mL). The aqueous layer was extracted with EtOAc (20 mL x 3). The combined organic layers were washed with water and brine, dried over sodium sulfate, and concentrated to afford the title compound (4.0 g, 90percent) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 52133-67-2, its application will become more common.

Reference:
Patent; TARGEGEN INC.; WO2009/49028; (2009); A1;,
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Synthetic Route 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.

Step 1 A solution of 3-bromo-5-fluorobenzonitrile (CIV) (44.0 g, 220.0 mmol, 1.0 eq) was dissolved in THF (30 mL). BH3-Me2S (33.43 g, 440.0 mmol, 2.0 eq) was added to the solution at 20 C. Then it was stirred at 80 C. for 2 h, HCl (6 N, 100 mL) was added to the mixture slowly at 20 C. The mixture was stirred at 80 C. for 1 h, then it was washed with EtOAc (300 ml). The water phase was basified with 50% aqueous NaOH and it was extracted with EtOAc (300 mL*3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo to produce (3-bromo-5-fluoro-phenyl)methanamine (CV) (24.0 g, 117.62 mmol, 53.5% yield). 1H NMR (CDCl3, 300 MHz) 3.86 (s, 2H), 7.01 (d, J=8 Hz, 1H), 7.12 (d, J=8 Hz, 1H), 7.28 (s, 1H); ESIMS found C7H7BrFN m/z 203.9 (Br79M+H).

Statistics shows that 3-Bromo-5-fluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 179898-34-1.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); A1;,
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Application of 239087-12-8, These common heterocyclic compound, 239087-12-8, name is 3-Fluoro-5-(trifluoromethyl)phenylacetonitrile, 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.

Example S55; Preparation of 2-(3-fluoro-5-trifluoromethyl-phenyl)-ethylamine hydrochloride; 5.45 g of (3-fluoro-5-trifluoromethyl-phenyl)-acetonitrile (26.3 mmol) were dissolved in 45 ml THF and cooled down to 0 C. under nitrogen. 138 ml of a 1M borane-THF complex solution in THF (138 mmol) were then added dropwise over 20 min by keeping the temperature between 0-2 C. After addition the reaction mixture was stirred at rt for additional 45 min, and refluxed for 17 h. The reaction mixture was then cooled down to 0 C. and treated between 2 and 5 C. with 33 ml methanol over a period of 45 min. After 1 h refluxing the reaction mixture was concentrated, the residue dissolved in DCM and the amine extracted twice with 1N aqueous HCl. The combined aqueous phases are then treated with concentrated NaOH to adjust the pH to 12, and then extracted twice with DCM. The combined organic phases were then washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo leading to 4.44 g colorless oil. This was dissolved in 100 ml diethylether, treated with 9 ml 2.6N HCl in diethylether, stirred at rt for additional 30 min, filtered and dried under high vacuo, leading to 4.6 g white solid (72%). MS (ISP) 207.1 (M+H)+.

Statistics shows that 3-Fluoro-5-(trifluoromethyl)phenylacetonitrile is playing an increasingly important role. we look forward to future research findings about 239087-12-8.

Reference:
Patent; Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2006/30613; (2006); A1;,
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