Month: September 2021

Reference of 105942-08-3, A common heterocyclic compound, 105942-08-3, name is 4-Bromo-2-fluorobenzonitrile, molecular formula is C7H3BrFN, 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.

A mixture of 4-bromo-2-fluoro-benzonitrile (15.0 g, 75.0 MMOL), methanol (30.4 mL, 350 MMOL) and potassium carbonate (31.1 g, 225 MMOL) in DMF (150 mL) was stirred under argon at 55 °C overnight. At this point TLC (100percent methylene chloride) revealed no starting material, and the reaction mixture was poured into ether (300 mL) and water (150 mL). The layers were separated, and the organic layer was washed with water (150 mL) and brine (50 mL), dried over MG2S04, filtrated, and concentrated under reduced pressure, providing (15.2 g, 95.5percent) OF 4-BROMO-2-METHOXY-BENZONITRILE AS a white SOLID. H-NMR (CDCI3) 8 7.41 (d, J = 8.1 Hz, 1H), 7.16 (dd, J = 8.1, 1,6 Hz, 1H), 7.13 (d, J = 1,6 Hz, 1H), 3.93 (s, 3H); MS GC-MS (M+ = 211; RT= 6.15 min).

The synthetic route of 105942-08-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/14566; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 1080-74-6, These common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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.

The compound of the formula (III) prepared in the step (1) (100 mg, was added to a 100 mL double-necked flask under argon gas protection.0.116 mmol), the compound of the formula (V) (89.9 mg, 0.464 mmol) and the solvent B (re-evaporated chloroform, 30 mL), after the dissolution was completed, three drops of pyridine (0.15 ml) were added.The mixture was heated to 60 C and stirred under reflux for 3 h, and the reaction solution was cooled to room temperature.The cooled reaction solution was poured into water (100 mL) and extracted with dichloromethane (50ml×2).The organic phase was washed twice with water and dried over anhydrous MgSO4.The filtered filtrate was removed using a rotary evaporator to give a crude material.The crude product was separated and purified by silica gel chromatography column (silica gel effective length 20 cm) using dichloromethane/petroleum ether (1:2 by volume) as an eluent. The Rf value was 0.4-0.5.The effluent, followed by a mixture of dichloromethane and methanol in a volume ratio of 1:10,Dichloromethane and n-hexane are recrystallized one by one in a volume ratio of 1:10 to obtain a compound of formula (VII), DINCNDTS, which is a purple-black solid compound.(77.4 mg, 0.064 mmol, 54.9%).

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Normal University; Zhang Qian; Qiu Huayu; Chen Xianjie; Yin Shouchun; Lin Zhijing; Wang Zhaolong; Xu Xin; (12 pag.)CN109134525; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, molecular formula is C7H5ClN2, 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: 2-Amino-5-chlorobenzonitrile

To a mixture of 2- amino-5-chlorobenzonitrile (5.0 g, 32.8 mmol) and hydroxylamine hydrochloride (2.56 g, 36.8 mmol) in water (1 mL) and EtOH (30 mL) was added sodium methoxide (25% wt. soln; 9 mL) and the mixture heated to reflux for 16 hrs. After cooling, 3M NaOH solution was added (75 mL) and the volatiles removed in vacuo. The remaining aqueous phase was washed with DCM, separated and then adjusted to pH~4 by the addition of IN HC1 solution. Filtration and washing of the subsequent precipitate with water gave the N-hydroxybenzimidamide as a colorless solid used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5922-60-1, its application will become more common.

Reference:
Patent; INCEPTION 1, INC.; JACINTHO, Jason, Duarte; CLARK, Ryan, Christopher; SHENG, Tao; OBALLA, Renata, Marcella; STOCK, Nicholas, Simon; ROPPE, Jeffrey, Roger; (161 pag.)WO2017/192304; (2017); 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. 105942-08-3, name is 4-Bromo-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-2-fluorobenzonitrile

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° 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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 59997-51-2,Some common heterocyclic compound, 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, molecular formula is C7H11NO, 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.

At room temperature 4,4-dimethyl-3-oxopentanenitrile (J-Il) (1 eq., 5 g) was taken up in EtOH (100 ml), mixed with hydrazine hydrate (2 eq., 4.42 g) and refluxed for 3 h. The residue obtained after removal of the EtOH by distillation was taken up in water (100 ml) and extracted with EE (300 ml). The combined organic phases were dried over sodium sulphate, the solvent was removed under vacuum and the product (J-III) (5 g, 89 % yield) was obtained as a light red solid after recrystallisation from hexane (200 ml).

The synthetic route of 59997-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeon-Seop; WO2010/127856; (2010); 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. 3759-28-2, name is 2-(Cyanomethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H6N2

General procedure: A mixture of 6-aryl-2-oxo-4-sec-amino-1-yl-2H-pyran-3-carbonitrile (0.5 mmol), 2-cyanomethylbenzonitrile (0.5mmol, 71.0 mg), and NaNH2 (1.0 mmol, 39.0 mg) in dryDMF (4.0 mL) was stirred at 100 C for 35-50 h. Aftercompletion of reaction, the mixture was poured onto crushedice followed by neutralization with 10% HCl. The solidmaterial formed was filtered, washed with water, dried, andpurified by silica gel column chromatography using hexane-EtOAc (7:3) as eluent.

According to the analysis of related databases, 3759-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Singh, Surjeet; Yadav, Pratik; Sahu, Satya Narayan; Sharone, Ashoke; Kumar, Brijesh; Ram, Vishnu Ji; Pratap, Ramendra; Synlett; vol. 25; 18; (2014); p. 2599 – 2604;,
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. 13989-82-7, name is 4-(Dimethylamino)butanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-(Dimethylamino)butanenitrile

To a suspension of lithium aluminum hydride (LAH) (4.74 g, 120.90 mmol) in dry ether (100 ml) was added dropwise a solution of N-(3-cyanopropyl)-N,N-dimethylamine 321 (4.10 g, 36.61 mmol) in dry ether (50 ml) at 0 C. After complete addition, the reaction mixture was stirred for two hours while allowing the temperature to raise from 0 C. to room temperature. The reaction mixture was quenched with 2N NaOH at 0 C. and the resulting white suspension was filtered through Celite and washed with ether. The ether filtrate was dried over K2 CO3, filtered and concentrated in vacuo, yielding N,N-dimethyl-1,4-diaminobutane 322 as a colorless oil (2.5 g, 60% yield). 1 H NMR (400 MHz, CDCl3) delta: 1.43 (4H, m, –CH2 –CH2 –CH2 –CH2 –), 1.93 (2H, br s, –NH2), 2.16 (6H, s, –N(CH3)2), 2.21 (2H, t, –CH2 CH2 N), 2.66 (2H, t, –CH2 CH2 NH2).

According to the analysis of related databases, 13989-82-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Magainin Pharmaceuticals, Inc.; US5637691; (1997); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 214759-66-7,Some common heterocyclic compound, 214759-66-7, name is Methyl 3-chloro-4-cyanobenzoate, molecular formula is C9H6ClNO2, 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 4) (0897) A mixture of the compound obtained in Step 3 (500 mg, 2.56 mmol), 4 mol/L aqueous lithium hydroxide solution (10 mL, 40.00 mmol) and THF (10 mL) was stirred at room temperature for 3 hr. The reaction mixture was washed with toluene, acidified with 1N hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give 3-chloro-4-cyanobenzoic acid as a colorless solid (quantitative). MS (API) :180 (M-H)

The synthetic route of 214759-66-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; SATO, Ayumu; KOUNO, Mitsunori; TOMATA, Yoshihide; OCHIDA, Atsuko; YONEMORI, Kazuko; ODA, Tsuneo; IMADA, Takashi; YUKAWA, Tomoya; (238 pag.)EP2975031; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 60899-34-5, name is 1-Oxo-2,3-dihydro-1H-indene-4-carbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C10H7NO

a 4-Thiocarbamoyl-2,3-dihydro-1H-inden-1-one A solution of 12.1 g (77 mmol) of 4-cyano-2,3-dihydro-1H-inden-1-one ?see Coll. Czechoslov. Chem. Commun. 4, 3227[(1978)] in 220 ml of pyridine and 10.6 ml (77 mmol) of triethylamine is saturated with hydrogen sulfide for 3 hours at 40 and is then stirred at the same temperature for 16 hours. The reaction mixture is cooled and then concentrated to dryness by evaporation, and 300 ml of water are added to the residue. The yellow product that has crystallized out is filtered off with suction, washed with water, dried and recrystallized from ethyl acetate. In that manner there is obtained the title compound, m.p. 197 (decomp.).

The synthetic route of 60899-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; US5840911; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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 1080-74-6, Formula: C12H6N2O

General procedure: Compound 4 (0.15 g, 0.1275 mmol) and 2-(3-oxo-2,3-dihydroinden-1-ylidene)malononitrile (0.371 g, 3.825 mmol) were dissolved inchloroform (15 mL). A drop of pyridine was added and the solution wasleft to stir at 65 C overnight. The reaction was dissolved in ethanol andstirred for another 10 min. The product was extracted with dichloromethaneand dried over MgSO4. After removal of the solvent, thecrude product was chromatographically purified on silica gel column(eluted with chlorobenzene) to afford dark purple .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, and friends who are interested can also refer to it.

Reference:
Article; Lin, Kaiwen; Xie, Boming; Wang, Zhenfeng; Xie, Ruihao; Huang, Yunping; Duan, Chunhui; Huang, Fei; Cao, Yong; Organic electronics; vol. 52; (2018); p. 42 – 50;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts