Month: August 2021

Electric Literature of 40497-11-8, These common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, 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.

In a 250 mL round bottom three-necked flask, 0.01 mol of 3.5-dimethylaniline and a small amount of ethanol were added,3.0 mL (0.035 mol) of concentrated hydrochloric acid was added dropwise under ice-cooling with stirring.0.018 mol of sodium nitrite was dissolved in 10 mL of water,Slowly dropping into the flask,After the reaction was completed 0.5h yellow diazonium salt solution.0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask,The prepared diazonium salt solution was dropped into the flask,After dropping the reaction 2 h.Adding ammonia,Adjust the pH to 9-10,Reaction at room temperature for 2h.After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane,The organic layer was washed with water (2 x 30 mL)Washed with saturated sodium chloride solution (1 x 40 mL)Dried over anhydrous magnesium sulfate,A portion of the solvent was evaporated under reduced pressure to give 0.86 g of product,The yield was 40.5%

Statistics shows that Ethyl 2,3-dicyanopropanoate is playing an increasingly important role. we look forward to future research findings about 40497-11-8.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Wang, Xinlin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (13 pag.)CN105820167; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 185836-35-5, name is 4-(Benzyloxy)-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 185836-35-5, Quality Control of 4-(Benzyloxy)-2-fluorobenzonitrile

(B) 4-(Benzyloxy)-2-(methylsulfanyl)benzonitrile To a mixture of 4-(benzyloxy)-2-fluorobenzonitrile (500 mg) and DMF (10 mL), sodium methanethiolate (325 mg) was added at room temperature, and then the reaction mixture was stirred at the same temperature overnight. The reaction mixture was added to saturated aqueous ammonium chloride solution at room temperature and then extracted with ethyl acetate. The extract was washed with water and brine and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (442 mg). MS: [M+H]+ 255.9.

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, 4-(Benzyloxy)-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OKANIWA, Masanori; BANNO, Hiroshi; HIRAYAMA, Takaharu; CARY, Douglas Robert; ONO, Koji; IWAMURA, Naoki; (99 pag.)EP3133075; (2017); A1;,
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Some common heterocyclic compound, 42872-73-1, name is 2-Bromo-4-methylbenzonitrile, molecular formula is C8H6BrN, 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 42872-73-1

To a solution of compound 1 (19.6 g, 100 mmol) in H2SO4 (80 mL) was added HNO3 (80 mL) at 0 C. The mixture was heated to 60 C. for 1 h, cooled to rt and poured into ice water and extracted with EtOAc. The combined extracts were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography (petroleum ether/EtOAc=3/1) to give the desired product (17.3 g, 71.7 mmol, 71.7%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 42872-73-1, its application will become more common.

Reference:
Patent; CoMentis, Inc.; BILCER, Geoffrey M.; NG, Raymond; (104 pag.)US2016/9706; (2016); A1;,
Nitrile – Wikipedia,
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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. 622-75-3, name is 2,2′-(1,4-Phenylene)diacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H8N2

Add p-hydroxybenzaldehyde (0.01 mol, 1.22 g) and epichlorohydrin (0.10 mol, 9.25 g) to a 250 mL single-necked bottle with magnets, heat up to 68 C, and add tetrabutyl dibutyl ether after the raw materials are dissolved. Ammonium bromide (0.001mol, 0.322g). After 8 hours of reaction, terephthalonitrile (0.0045mol, 0.7000g) and 150mL of ethanol were added. After stirring for 10 minutes, solid sodium hydroxide (0.03mol, 1.20g) was added. , Continue the reaction for 4 to 6 hours and stop the reaction.After the temperature of the reaction system dropped to room temperature, suction filtration was performed to collect the solid product, washed with water, and dried to obtain a crude product. The crude product was recrystallized from a mixed solvent of DMF and ethanol (V: V = 3: 1) to obtain a pure yellow product 1.95. g, yield 93%.

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 622-75-3.

Reference:
Patent; Xiangtan University; Zhang Hailiang; Tan Huiping; Yuan Yongjie; Yang Bohao; (15 pag.)CN110407772; (2019); A;,
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Electric Literature of 98730-77-9, These common heterocyclic compound, 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, 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.

Thionyl chloride (0.13 mL) was added to a solution of 1-(hydroxymethyl)cyclopropanecarbonitrile (87 mg) in toluene (2.0 mL) at room temperature. The reaction mixture was stirred at 80C for 2 hr, and the solvent was evaporated. The resulting residue was dissolved in DMF (2.0 mL), and 2-(4-chlorophenyl)-5-(4-hydroxy-3-methoxyphenyl)furo[3,2-c]pyridin-4(5H)-one (110 mg) and potassium carbonate (165 mg) were added. The reaction mixture was stirred at 80C for 3 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) and recrystallized from ethanol/2-propanol to give the title compound (56.5 mg) as a pale yellow solid. 1H NMR (400 MHz, CHLOROFORM-d): delta 1.11-1.18 (2H, m), 1.35-1.44 (2H, m), 3.88 (3H, s), 4.07 (2H, s), 6.65 (1H, d, J = 7.4 Hz), 6.90 (1H, d, J = 8.4 Hz), 6.98 (1H, d, J = 1.8 Hz), 7.05 (1H, d, J = 8.3 Hz), 7.21-7.33 (2H, m), 7.42 (2H, d, J = 8.4 Hz), 7.71 (2H, d, J = 8.3 Hz). MS (ESI+) : [M+H]+ 447.1.

The synthetic route of 98730-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; KINA, Asato; EP2848622; (2015); A1;,
Nitrile – Wikipedia,
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Reference of 2338-75-2, A common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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: Absolute ethyl alcohol (100 mL), substituted benzylcyanide (5.4 mmol), and 2,3,4-trimethoxybenzaldehyde (5.4 mmol) were added to three-necked reaction flask with a mechanical stirrer. The reaction mixture was stirred for 0.5 h at 70 C. Then, a sodium hydroxide (20 %) solution was added dropwise until a precipitate formed. The reaction was cooled to room temperature and the mixture was poured into ice-water. The residue was filtered and washed with hot water to pH 7. The crude product was dried under vacuum and then recrystallized in ethanol

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Oezen, Furkan; Tekin, Suat; Koran, Kenan; Sandal, Sueleyman; Goerguelue, Ahmet Orhan; Research on Chemical Intermediates; vol. 42; 12; (2016); p. 7793 – 7805;,
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Electric Literature of 630-18-2, 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. 630-18-2, name is Pivalonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Example 20 (1Z)-N’-hydroxy-2,2-dimethylpropanimidamide; A mixture of trimethylacetonitrile (41.9 g, 504 mmol), 50% hydroxylamine solution (100 mL, 1512 mmol), and ethanol (200 mL) was heated under reflux for 16 hr. The reaction mixture was concentrated, toluene was added thereto, and the remaining water was removed by azeotropic distillation under reduced pressure. To the residue was added ethyl acetate, and the mixture was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated. The residue was crystallized from ethyl acetate to give the title compound as colorless crystals (58.5 g, yield quaint.). 1H-NMR (300 MHz, CDCl3)delta:1.19 (s, 9 H), 4.60 (br. s., 2 H), 8.22 (br. s., 1 H).

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, Pivalonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2399914; (2011); A1;,
Nitrile – Wikipedia,
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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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 103146-25-4

A test tube equipped with a stopper was charged with 100 mg (0.292 m mol) of [ 4- [4-DIMETHYLAMINO-1- (4′-FLUOROPHENYL)-1-HYDROXYBUTYL)-3-HYDROXYMETHYL-] benzonitrile, 50 mg of Novozym 435 (product [OF NOVOZYMES),] 333 mg (2.92 m mol) of vinyl butyrate, 0.292 m mol of various kinds of additives and 1 ml of toluene, and stirred at the temperature [OF 40C] for 16 hours. The results are shown in Table 3.

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; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2469-99-0, name is 3-Oxobutanenitrile, 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 2469-99-0, Application In Synthesis of 3-Oxobutanenitrile

39 mg (0.3 mmol) of acetyl acetonitrile is added to 89 mg (0.3 mmol) of the third compound.Mix 5 mL of absolute ethanol for 3-5 minutes.Then add piperidine 5 muL,The temperature was raised to 78 C to carry out the reaction.TLC monitors the reaction until the third compound is completely reacted,The reaction is over,And add 20-30ml 10M HCl solution, heated for 30min,Adjust the pH to neutral with saturated sodium bicarbonate,Then extract with dichloromethane,Washed 4 times with saturated brine,Collect organic phase,And dried with anhydrous Na2SO4,Filter to obtain the filtrate,The solvent was distilled off under reduced pressure.Purification by column chromatography (V petroleum ether: V dichloromethane = 2:1) gave 79 mg of red powder, which is a phenothiazine coumarin dye 5B with a large Stokes shift, Mp of 141-143 C, yield 72%,

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

Reference:
Patent; Guangxi Normal College; Sheng Jiarong; Chen Wenqiang; Yue Xiuxiu; Huang Chusheng; (29 pag.)CN108250220; (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. 796600-15-2, name is 2-Chloro-4-fluoro-3-methylbenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H5ClFN

Example 79; (R)-2-chloro-4-(1-(5-(4-cyanophenyl)-1,3,4-oxadiazol-2-yl)-3-hydroxypropylamino)-3-methylbenzonitrile; Intermediate 79a; (R)-2-(3-chloro-4-cyano-2-methylphenylamino)-4-hydroxybutanoic acid; To a suspension of D-Homoserine (2.5 g, 20.99 mmol) and K2CO3 (5.8 g, 41.98 mmol) in DMSO (30 mL) was added 2-chloro-3-methyl-4-fluorobenzonitrile (3.56 g, 20.99 mmol) at room temperature. The reaction mixture was heated to 80 C. and stirred for 17 h. The reaction mixture was allowed to cool to room temperature and quenched with H2O (200 mL) and extracted with EtOAc (3×200 mL). The aqueous layer was then acidified with solid citric acid and extracted with EtOAc (2×100 mL). The organic extracts were combined, washed with H2O (3×100 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to provided the title compound as a beige solid (3.39 g, 60%): 1H NMR (400 MHz, delta in ppm) 7.49 (d, J=9 Hz, 1H), 6.62 (d, J=9 Hz, 1H), 6.06 (br d, J=9 Hz, 1H), 4.49-4.41 (m, 1H), 3.83-3.80 (m, 2H), 2.29 (s, 3H), 2.27-2.20 (m, 1H) and 2.18-2.09 (m, 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; Miller, Chris P.; US2009/253758; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts