Month: July 2021

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. 53312-77-9, name is 2-Amino-3-chlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Amino-3-chlorobenzonitrile

To a solution of 2-amino-3-chlorobenzonitrile (5.0 g, 32.9 mmol) in dry DMF (60 mL) was added NaH (1.97 g, 60%, 49.3 mmol) at 0 C. Then, the mixture was stirred at 0 C for 15 min. Mel (4.67 g, 32.9 mmol) was added and the mixture was stirred at rt for 2 hrs. The reaction solution was quenched with saturated NH4C1 solution, diluted with EtOAc (200 mL), washed with H20 (2x) and brine (2x), dried (Na2S04), filtered, and concentrated. The residue was purified by silica gel column chromatography (EtOAc/PE=0~5%) to give 3-chloro-2- (methylamino)benzonitrile (4.8 g, 88%) as a white solid. ESI-MS (EI+, m/z): 167.0 [M+1]+.

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 53312-77-9.

Reference:
Patent; DISCOVERYBIOMED, INC.; SCHWIEBERT, Erik; STREIFF, John; DIXON, John; GAO, Hongwu; WO2014/152213; (2014); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 59997-51-2, These common heterocyclic compound, 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, 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 an aqueous solution of sodium hydroxide solution (0.84 g,21 mmol) in water (10 mL), pivaloylacetonitrile (1.25 g, 10 mmol) and hydroxylamine hydrochloride(0.76 g, 11 mmol) were added. The resulting solution was stirred at 50 C for 3 h. The reaction mixture was cooled and the resultant white crystalline solid was filtered, washed with water and dried to provide compound 25r as a white crystalline solid (1.23 g, yield 88%).

Statistics shows that 4,4-Dimethyl-3-oxopentanenitrile is playing an increasingly important role. we look forward to future research findings about 59997-51-2.

Reference:
Article; Li, Xingzhou; Zhou, Xinming; Zhang, Jing; Wang, Lili; Long, Long; Zheng, Zhibing; Li, Song; Zhong, Wu; Molecules; vol. 19; 2; (2014); p. 2004 – 2028;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 64695-82-5, name is 2-Bromo-4,5-difluorobenzonitrile, molecular formula is C7H2BrF2N, 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. HPLC of Formula: C7H2BrF2N

A solution of 2-bromo-4,5-difluorobenzonitrile (218 mg, 1.00 mmol), (R)-2-amino- 3-cyclopropylpropanamide (188 mg, 1.14 mmol) and DIEA (0.600 mL, 3.45 mmol) in DMSO (3 mL) was stirred at 120 C for 18 h. Water and EtOAc were added. The organic phase was separated, washed with water, dried over Na2S04, concentrated in vacuo to give (R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-cyclopropylpropanamide (326 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64695-82-5, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong, J.; SONG, Yonghong; XU, Qing; KANE, Brian; BAUER, Shawn, M.; PANDEY, Anjali; WO2012/61418; (2012); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6575-13-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6575-13-9 name is 2,6-Dimethylbenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A 10 mL round-bottomed flask was charged with the appropriate nitrile 2 (0.50 mmol), arylboronic acid 1(0.60 mmol), CuBr2 (6 mg, 5mol%), t-BuOK (168 mg, 1.50 mmol), and t-BuOH (3.0 mL), and the mixture was stirred at r.t. until the reaction was complete (TLC). H2O (4.0 mL) was added, and the mixture was extracted with EtOAc (3 ×10 mL). The combined organic layers were washed twice with H2O,dried (Na2SO4), and concentrated to give a residue that was purified by column chromatography (silica gel, PE-EtOAc).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dimethylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Qiao, Yan; Li, Gaoqiang; Liu, Sha; Yangkai, Yujie; Tu, Jingxuan; Xu, Feng; Synthesis; vol. 49; 8; (2017); p. 1834 – 1838;,
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. 4110-35-4, name is 3,5-Dinitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H3N3O4

a. 3,5-Diaminobenzonitrile To a solution of 210 grams of stannous chloride dihydrate in 590 ml. of concentrated hydrochloric acid is added portionwise 25 grams of 3,5-dinitrobenzonitrile. The mixture is stirred for 3 hours at room temperature, then cooled to 0 in an ice-salt bath and a cold 50% sodium hydroxide solution added to the mixture until the mixture is strongly basic. During the addition the temperature is kept below 5. The mixture is extracted with methylene chloride and the solvent removed. There is obtained 2.25 grams of material melting at 185-8. Recrystallization from ethanol raises the melting point to 188-9. Analysis Calcd. for: C7 H7 N3 C, 63.14; H, 5.30; N, 31.56. Found: C, 62.87; H, 5.19; N, 31.72.

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 4110-35-4.

Reference:
Patent; The Upjohn Company; US3993679; (1976); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 2941-29-9, A common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, 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.

[00688] Intermediate 74e: benzyl N-{4-[(2-cyanocyclopent-1 -en-I -yI)(cyanomethyl)am ino]-2- (trifluoromethoxy)phenyl}carbamate[00689] p-Toluenesulfonic acid monohydrate (0.08g, 0.43mmol) was added to a solution of benzylN-[4-(cyanomethylamino)-2-(trifluoromethoxy)phenyl]carbamate (1 .57g, 4.3mmol) and IntermediateI (0.52g, 4.73mmol) in toluene (4OmL). The resulting solution was heated to reflux for 5 hours under Dean-Stark conditions, the mixture was then cooled to room temperature and allowed to stand overnight. The solution was transferred to a separating funnel, washed with sat. aq. NaHCO3 solution (5OmL) and the aqueous washed with EtOAc (3 x 5OmL). The organic layers werecombined, washed with brine (5OmL), dried over Na2504 and the solvent removed in vacuo to give benzyl N-{4-[(2-cyanocyclopent-1 -en-i -yl)(cyanomethyl)amino]-2- (trifluoromethoxy)phenyl}carbamate as a brown oil (2.02g, 4.3mmol, 100percent yield) which was used as is in the next step without further purification.MS Method 2: RT: 1.90 mi m/z = 457.2 [M+H]

The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6136-93-2, 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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

2,2-Diethoxyacetonitrile 1 (25 g, 193 mmol) was mixed with (NH4)25 (40 mL, 265 mmol, 45% aq. solution in) in 300 mL of methanol (MeOH) at room temperature (RT). After keeping the reaction mixture overnight, it was concentrated under vacuum and the residue was taken up in ethyl acetate (EtOAc). The EtOAc solution was washed with saturatedNaHCO solution then brine and dried over anhydrous Na2504. The EtOAc was evaporated to give thioamide 2 (26 g, 159 mmol, 82%) as a white solid. ?H NMR (400 MHz, CDC13) oe 5.01 (s, 1H), 3.67 (m, 4H), 1.22 (t, J=7.2 Hz, 6H).

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

Reference:
Patent; E. R. SQUIBB & SONS, L.L.C.; Cheng, Heng; Gangwar, Sanjeev; Cong, Qiang; (82 pag.)US9226974; (2016); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 4592-94-3, name is 3-(4-Bromophenyl)-3-oxopropanenitrile, molecular formula is C9H6BrNO, 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. Formula: C9H6BrNO

General procedure: Method C: Almac CRED (200 mg) andNADP or NAD (10 mg) were measured into a 250 mL roundbottomedflask then dissolved in 0.1 M potassium phosphate buffer(pH 7, ca. 50 mL). IPA (7 mL) was added, followed by a solutionof ketone (900-1700 mg) in DMSO (2.5-5 mL, depending on solubility).This was stirred at 35 C under 500 mbar reduced pressureto aid removal of acetone formed by IPA oxidation. Standardwork-up procedure: The pH of the reaction mixture was adjustedif necessary (basic or acidic depending on estimated pKa of alcoholproduct) with either 1 M NaOH or 1 M HCl. The reaction mixturewas then extracted with MTBE (3 100 mL).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4592-94-3, its application will become more common.

Reference:
Article; Rowan, Andrew S.; Moody, Thomas S.; Howard, Roger M.; Underwood, Toby J.; Miskelly, Iain R.; He, Yanan; Wang, Bo; Tetrahedron Asymmetry; vol. 24; 21-22; (2013); p. 1369 – 1381;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, 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 3544-25-0, Application In Synthesis of 2-(4-Aminophenyl)acetonitrile

(i) 4-Hydrazinophenylacetonitrile A solution of sodium nitrite (1.9 g) in water (16 ml) was added dropwise to a suspension of 4-aminophenylacetonitrile (3.6 g) in concentrated hydrochloric acid (37 ml) so that the temperature did not exceed +2 C. The resulting mixture was stirred overnight (room temperature), the yellow solid collected, washed with cold ethanol (20 ml) and ether (50 ml), dried (vacuum) to give the title compound as a yellow solid. This material was used in the next step without further purification

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-Aminophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Glaxo Group Limited; US4650810; (1987); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 77326-36-4, name is 2-Amino-6-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H5FN2

General procedure: To the solution of anthranilonitrile S-1 (2.0 mmol) and Et3N (2.4 mmol) in 20 mL dry CH2Cl2 was added acryloyl chloride (2.2 mmol) at 0 C. The mixture was allowed to stir at room temperature. After completion of the reaction, the reaction was quenched with saturated NaHCO3 solution, then extracted with CH2Cl2, washed with brine, dried over MgSO4 and concentrated by evaporator affording amide S-2 without any further purification.

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:
Article; Yang, Tao; Zhou, Jia-Li; Li, Junpeng; Shen, Yuehai; Gao, Chuanzhu; Li, Ya-Min; Synthesis; vol. 50; 17; (2018); p. 3460 – 3466;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts