Month: June 2021

Related Products of 873697-68-8, A common heterocyclic compound, 873697-68-8, name is 3-Amino-2-fluorobenzonitrile, molecular formula is C7H5FN2, 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 3; Step 2; A solution of 3B in dichloromethane (about 1.5 M 3B in DCM) at RT under nitrogen mixture was cooled to 0 C., and 2.0 eq of 1M diisobutyllithiumaluminum hydride (DIBAlH) in DCM was added dropwise over 3.5 hours, maintaining an internal reaction temperature 0 C. Upon completion of the DiBAlH addition, the reaction mixture was added dropwise with vigorous stirring to a cooled solution (0 C.) of 40 volumes of 15% Rochelle salt and 10 volumes of DCM, maintaining an internal reaction temperature below 10 C. The flask was rinsed with 10 volumes of DCM and the mixture was allowed to warm to room temperature and stirred for 4 hours. The layers were separated, and the aqueous layers were back-extracted with 20 volumes of DCM. The combined organic layers were washed with 20 volumes of water. The organic layer was dried over sodium sulfate and concentrated to afford a brown foam, which was dried under vacuum (30 in Hg) at RT to afford 3C (92% yield).

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; Morgan, Bradley Paul; Muci, Alex; Lu, Pu-Ping; Kraynack, Erica Anne; Tochimoto, Todd; Morgans, David J.; US2006/14761; (2006); 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. 915394-28-4, name is 2-Methyl-2-(3-nitrophenyl)propanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 915394-28-4

Step b: Synthesis of 2-methyl-2-(3-nitrophenyl)propanamide To a solution of 2-methyl-2-(3-nitrophenyl)propanenitrile (1.5 g, 7.89 mmol) in 2-propanol was added benzyltriethyl ammonium chloride (0.054 g, 0.237 mmol) and 25% aq. KOH solution (5.0 ml). Resulting solution was stirred for 5 min. and H2O2 (2.5 ml, 30% aq. solution) was added (slow addition). Reaction mixture was heated at 75 C. for 4 hr. Solvent was evaporated under vacuum and residue was suspended in water (200 ml). Precipitate was filtered and dried to obtain 2-methyl-2-(3-nitrophenyl)propanamide (0.98 gm). 1H NMR (400 MHz, DMSO-d6), delta 8.15-8.10 (m, 2H), 7.80 (d, J=7.6 Hz, 1H), 7.64 (t, J=8.00 Hz, 1H), 7.11 (brs., 1H), 7.05 (brs., 1H) 1.50 (s, 6H).

The synthetic route of 915394-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dave, Bhavesh; Banerjee, Rakesh Kumar; Phukan, Samiron; Khoje, Abhijit Datta; Hangarge, Rajkumar; Jadhav, Jitendra Sambhaji; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/133424; (2015); A1;,
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Synthetic Route of 13338-63-1, The chemical industry reduces the impact on the environment during synthesis 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, I believe this compound will play a more active role in future production and life.

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 4-fluorobenzaldehyde 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: 73.9%,

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, 3,4,5-Trimethoxyphenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yanbian University; Bu Gonggaofamingren; (14 pag.)CN108503561; (2018); A;,
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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 49674-15-9 as follows. Recommanded Product: 3-Bromo-5-nitrobenzonitrile

To a stirring solution of 1.8 g of 3-bromo-5-nitrobenzonitrile in 8 mL of EtOH and 8 mL of THF was added 8.8 g (38.6 mmol) of SnCl22H2O in several portions. The mixture was allowed to stir at r.t. for 10.5 h and then concentrated. A solution of 2N NaOH (60 mL) was added and stirring continued for 2 h. EtOAc was added, and the layers were separated. The organic layer was washed with H2O and brine. The aqueous layer was reextracted with EtOAc and washed with brine. The combined extracts were dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (35% EtOAc/hexanes) provided 965 mg of 3-amino-5-bromobenzonitrile.

According to the analysis of related databases, 49674-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 1187-42-4, name is Diaminomaleonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1187-42-4

General procedure: To a solution of DAMN (0.54 g, 0.5 mmol) in acetonitrile (5 mL), the appropriate aromatic aldehyde (0.5 mmol) and CAN (5 molpercent) were added. The reaction mixture was stirred at room temperature for 1?3 min. Then, 5 mL acetonitrile and 40 molpercent of CAN were added again and the reaction mixture stirred at 50 °C for the desired time (Table 3). After completion of the reaction (reaction progress was monitored by TLC, ethyl acetate/n-hexane, 2:1), acetonitrile solvent was removed from the reaction mixture, and, by increasing the minimum ethanol and water, a precipitate was formed which was filtered and washed with cold water and ethanol. The product obtained in this way was pure.

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 1187-42-4.

Reference:
Article; Kalhor, Mehdi; Seyedzade, Zahra; Research on Chemical Intermediates; vol. 43; 5; (2017); p. 3349 – 3360;,
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Related Products of 654-70-6, 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.

EXAMPLE 1 Thionyl chloride (0.6 ml.) was added to a stirred solution of 2-hydroxy-2-methyl-3-phenylthiopropionic acid (1.7 g.) in N,N-dimethylacetamide (40 ml.) which was cooled to -15 C., at such a rate that that temperature was maintained, and the mixture was stirred at that temperature for 15 minutes. 4-Cyano-3-trifluoromethylaniline (1.5 g.) was added, the mixture was stirred at -15 C. for 30 minutes and then at laboratory temperature for 15 hours, and was then poured into water (800 ml.). The mixture was extracted six times with diethyl ether (80 ml. each time) and the combined extracts were washed successively (50 ml. portions each time) twice with aqueous 3N-hydrochloric acid, once with saturated aqueous sodium chloride solution, twice with saturated aqueous sodium bicarbonate solution, and again once with saturated aqueous sodium chloride solution, dried over magnesium sulphate and evaporated to dryness under reduced pressure. The residue was purified by chromatography on a silica gel column (Merck 7734) using methylene chloride as eluant. The product was crystallized from a 5:1 v/v mixture of toluene and petroleum ether (b.p. 60-80 C.) and there was thus obtained 4-cyano-3-trifluoromethyl-N-(2-hydroxy-2-methyl-3-phenylthiopropionyl)aniline, m.p. 81.5-83 C.

The synthetic route of 654-70-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Imperial Chemical Industries PLC; US4636505; (1987); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 77326-36-4, The chemical industry reduces the impact on the environment during synthesis 77326-36-4, name is 2-Amino-6-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of amino alcohol (0.91 eq.) inanhydrous THF (5 ml) was added NaH as a 60% dispersion in oil (1.0 eq.). Themixture was stirred at 0 C for 30 min, at r.t. for another 30 min beforecooling down to 0 C again. 2-Amino-6-fluorobenzonitrile (1.0 eq.) was addedand the reaction was refluxed for 2 hours before cooling down to r.t. H2O(0.7 ml) was added and the solvents were evaporated in vacuo. The residue was purified by flash column chromatography.

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-Amino-6-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hensbergen, Albertus Wijnand; Mills, Vanessa R.; Collins, Ian; Jones, Alan M.; Tetrahedron Letters; vol. 56; 46; (2015); p. 6478 – 6483;,
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Application of 15666-97-4,Some common heterocyclic compound, 15666-97-4, name is Octyl 2-cyanoacetate, molecular formula is C11H19NO2, 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 compound 1 (575 mg, 1 mmol) in chloroform (30 mL), octyl cyanoacetate (601 mg, 3.05 eq) and two drops of triethylamine were added, and the mixture was refluxed overnight under nitrogen. After cooling to r.t., DCM was added and the solution was washed with water and dried over MgSO4. After solvent was removed by evaporation, the residue was purified through column chromatography (silica gel, petroleum ether:ethyl acetateof 2:1 in v:v) to give target compound (890 mg) as a deep orange solid with yield of 80%. 1H NMR (300 MHz, CDCl3) (ppm): 8.28 (s, 3H), 7.75-7.73 (d, 3H, J 7.4 Hz), 7.65-7.63 (d, 6H, J 8.7 Hz),7.38-7.37 (d, 3H, J 4.0 Hz), 7.20-7.17 (d, 6H, J 8.7 Hz), 4.31-4.27 (t, 6H, J 6.7 Hz), 1.77-1.70 (m, 6H), 1.42-1.28 (m, 30H), 0.89e0.85(m, 9H). 13C NMR (75 MHz, CDCl3) (ppm): 163.1, 153.9, 147.6, 146.4,139.3, 134.6, 128.2, 127.8, 124.7, 124.7, 123.9, 116.1, 97.7, 66.6, 31.8,29.2, 29.1, 28.6, 25.8, 22.6, 14.1. FTIR (KBr, cm-1): 3023, 2956, 2924,2854, 2215 (C?N), 1719 (C?O), 1580, 1495, 1438, 1327, 1279, 1217,1189, 1096, 1066. MS (MALDI-TOF) calcd for C66H72N4O6S3 1112.461, found 1112.366. Melting point (Mp) 146.2 C. HRMS: M+ calcd for 1112.4506, found 1112.4512.

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

Reference:
Article; Li, Wei; Li, Qingduan; Duan, Chunhui; Liu, Shengjian; Ying, Lei; Huang, Fei; Cao, Yong; Dyes and Pigments; vol. 113; (2015); p. 1 – 7;,
Nitrile – Wikipedia,
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These common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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. COA of Formula: C8Cl4N2

5 g of 3,4,5,6-tetrachlorophthalonitrile, 2.45 g of 2,6-difluorophenol, 3.9 g of K2CO3 and 25 ml of N, N-dimethylformamide were stirred at 100 ml flask and then stirred while heating at 70 °C. When the reaction is complete, EA (ethyl acetate) is used for extraction. After extraction, the resultant was concentrated to obtain a solid. Here, the obtained solid is dissolved in a small amount of dichloromethane and then washed several times with hexane, filtered and dried in vacuo to give 3,4,6-trichloro-5- (2,6-difluoro -phenoxy) -phthalonitrile.

The synthetic route of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanxing SDI Co., Ltd.; Zheng Yishu; Xu Huiyuan; Xin Mingye; Shen Xianxiong; Zheng Zhouhao; Han Guishi; (48 pag.)CN107522704; (2017); A;,
Nitrile – Wikipedia,
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501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 2-(3-Fluorophenyl)acetonitrile

2-Chloro-N-(2-chloroethyl)ethanaminium chloride (12.5 g, 70.2 mmol) was stirred in 351 mL of THF. To this mixture was added triethylamine (10.3 mL, 73.7 mmol) and then di-tert-butyl dicarbonate (16.1 g, 73.7 mmol), which was stirred for 19 hours. The reaction was diluted with dichloromethane (250 mL), washed with water (3 x 250 mL), and partitioned between water and dichlormethane. The organic layer was dried over sodium sulfate, filtered, and concentrated to afford tert-butyl bis(2-chloroethyl)carbamate. A mixture of 3-fluorophenylacetonitrile (200 mg, 1.48 mmol) and tert-butyl bis(2- chloroethyl)carbamate (358 mg, 1.48 mmol) was dissolved in 14.8 mL of anhydrous DMSO. The reaction was purged with a stream of nitrogen and cooled to 18 0C. To this reaction was added sodium hydride (358 mg, 1.48 mmol), which was then warmed to ambient temperature and stirred for 2 hours. The reaction was warmed to 50 0C and stirred for 17 hours. The mixture was diluted with dichloromethane (40 mL), washed with water (3 x 40 mL), and partitioned between water and dichloromethane. The organic layer was dried over sodium sulfate, filtered, concentrated, and subjected to silica gel chromatography eluting with 0-20% EtOAc in hexanes. Collection of product containing fractions and removal of solvent yielded tert-butyl 4-cyano-4- (3-fluorophenyl)piperidine- 1 -carboxylate. The title compound was prepared in a manner analogous to that described inExample 1 that gave a proton NMR spectrum consistent with theory and a high resolution mass spectrum (ES+) m/z of 406.1575 calculated for M+H+ [C23H20FiN3O3: 406.1562]: 1H NMR (500 MHz, CD3OD) delta 9.56 (d, J= 7.1 Hz, IH), 8.70 (s, IH), 8.47 (d, J= 9.0 Hz, IH), 8.18 (t, J= 7.9 Hz, IH), 7.72 (t, J= 6.8 Hz, IH), 7.46-7.51 (m, IH), 7.37 (d, J= 8.6 Hz, IH), 7.30 (d, J= 10.0 Hz, IH), 7.16 (t, J= 8.4 Hz, IH), 4.67 (bs, 2H), 3.65 (m, 2H), 3.37 (m, 2H), 2.46 (d, J= 14.2 Hz, 2H), 2.29 (m, 2H).

The synthetic route of 501-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/51715; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts