Category: nitriles-buliding-blocks

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. 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H5ClN2

2-amino-5-chlorobenzonitrile (152.6 mg, 1.0 mmol) was sequentially added to a 100 mL high pressure sealed tube, benzyl alcohol(129.6 mg, 1.2 mmol, 1.2 equiv.), cesium hydroxide monohydrate (167.9 mg, 1.0 mmol), an air ball was added to the closed tube.Stir at 120 C for 36 h, after monitoring the reaction by TLC or GC-MS,The product was purified by column chromatography. The isolated yield was 65%.

According to the analysis of related databases, 5922-60-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yangzhou University; Xu Qing; Wang Qi; Lv Miao; Li Yang; Cao Hongen; (16 pag.)CN109879820; (2019); A;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 1122-85-6, name is Phenyl Cyanate, 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 1122-85-6, Application In Synthesis of Phenyl Cyanate

1-(3-Bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-N-(4-piperidinylmethyl)-4-piperidinecarboxamide (1 equivalent) (prepared as described in Example 8, Procedures 1 or 2, Step B above) in dichloromethane is reacted with phenyl cyanate (2 equivalents) and diisopropylethylamine at 25C for 15 minutes to give the title compound.

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

Reference:
Patent; SCHERING CORPORATION; EP931078; (2006); B1;,
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. 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H4N4

General procedure: A mixture of aliphatic aldehyde (10 mmol), malononitriledimer (10 mmol) and piperidine acetate (1 mmol) in i-PrOH (10 mL) washeated at reflux temperature with vigorous stirring for 20 min. After cooling,cold H2O (20 mL) was added, and the resulting precipitate was filtered, washedwith H2O and then recrystallized from a mixture of H2O/i-PrOH. Mp 267-268 C (dec.); 1H NMR (500.13 MHz, DMSO-d6): d0.87 (6H, t, J = 7.5 Hz, 2CH3), 1.36-1.45 (2H, m, CH2), 1.53-1.61 (2H, m, CH2),2.37-2.44 (1H, m, CH), 7.12 (1H, d, J = 10.8 Hz, CH), 8.91 (1H, s, NH2), 9.09 (1H,s, NH2). IR (mineral oil, cm1): 3327, 3181 (NH2), 2222, 2209 (CN). MS (EI,70 eV): m/z (%) 214 [M]+ (18), 199 [M15]+ (25), 185 [M29]+ (39). Anal. Calcdfor C12H14N4: C, 67.27; H, 6.59; N, 26.15. Found: C, 67.34; H, 6.77; N, 25.89

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 868-54-2.

Reference:
Article; Bardasov, Ivan N.; Alekseeva, Anastasiya U.; Mihailov, Denis L.; Ershov, Oleg V.; Grishanov, Dmitry A.; Tetrahedron Letters; vol. 56; 14; (2015); p. 1830 – 1832;,
Nitrile – Wikipedia,
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Reference of 67832-11-5, These common heterocyclic compound, 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, 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.

Synthesis of 6-bromo-l -chlorophthalazine (18) Step A: A mixture of 4-bromo-2-methylbenzonitrile (14, 22 g, 112 mraol), benzoyl peroxide (2.7 g, 11 mmol) in 400 mL carbon tetrachloride was treated with n- bromosuccimide (21 mL, 247 mmol) at RT, then warmed up to 90 0C and stirred for 15 h. After 15 h of reaction, another 20 g of NBS was added and the reaction was stirred at 90 0C for another 1O h. Thin layer chromatography (TLC) revealed that all the starting material had been consumed. The reaction was cooled down to RT, filtered, and washed with hexane (100 mL). The filtrate was concentrated in vacuo, and the crude product was purified via flash chromatography (silica gel) eluting with a gradient of 4/1 hexanes/EtOAc to 2/1 hexanes/EtOAc, to give as a white solid, 4-bromo-2- (dibromomethyl)benzonitrile IS, 29.6g. Found MS (ES+): 354 (M+H)+.

Statistics shows that 4-Bromo-2-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 67832-11-5.

Reference:
Patent; AMGEN INC.; TASKER, Andrew; ZHANG, Dawei; WO2008/30466; (2008); A1;,
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Application of 867366-91-4, A common heterocyclic compound, 867366-91-4, name is 3-Bromo-5-methoxybenzonitrile, molecular formula is C8H6BrNO, 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 43 2-[(4-Fluoro-benzenesulfonyl)-methyl-amino]-N-(5-methoxy-4′-trifluoromethyl-biphenyl-3- ylmethyl)-acetamide A solution of 4,4,5,5-tetramethyl-2-(4-trifluoromethyl-phenyl)-[l,3,2]dioxaborolane(1.00 g, 3.68 mmol), 3-bromo-5-methoxy-benzonitrile (0.78 g, 3.68 mmol) and potassium carbonate (0.51 g, 3.68 mmol) in DMF (5 mL) at 25C was purged with nitrogen gas and evacuated three times. The solution was then treated with teira 3s(triphenylphosphine)palladium(0) (212 mg, 184 muiotaetaomicron) and then sealed and heated to 120C for 14 h. The reaction mixture was cooled to 25 C, unsealed and poured into water. The aqueous phase was extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried over magnesium sulfate. Filtration followed by concentration in vacuo gave a brown solid. Flash chromatography (80/20 hexanes/ethyl acetate) afforded 5-methoxy- 4′-trifluoromethyl-biphenyl-3-carbonitrile (0.70 g, 69%) as a white solid.

The synthetic route of 867366-91-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BROTHERTON-PLEISS, Christine E.; CHEN, Huifen; CHEN, Shaoqing; CHEN, Zhi; ERICKSON, Shawn David; ESTRADA, Anthony; KIM, Kyungjin; LI, Hongju; LOVEY, Allen John; LYSSIKATOS, Joseph P.; QIAN, Yimin; SO, Sung-Sau; WOVKULICH, Peter Michael; YI, Lin; WO2014/49047; (2014); 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. 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-4-(trifluoromethyl)benzonitrile

Dissolve 2-chloro-4-trifluoromethylbenzonitrile (405 mg, 1.97 mmol) in anhydrous toluene (7 mL) and cool in a dry ice/ethanol bath. Add diisobutylaluminum EPO hydride (DIBAL) (3.94 niL, 3.94 mmol, 1.0 M in toluene) slowly. Stir 30 min. Warm to room temperature, add acetic acid (2 mL) and water (10 rnL) and stir for 2 hours. Extract the aqueous layer with ethyl acetate twice. Wash the organic layer with potassium sodium tartrate solution (Rochelle salt) twice. Dry (magnesium sulfate), filter, and concentrate to give a residue. Chromatograph the residue on silica gel eluting with a gradient of 100:0 to 1:1 hexanes:dichloromethane to give 2-chloro-4- trifluoromethylbenzaldehyde (123 mg, 30%). 1H NMR (400 MHz, CDCl3) delta 10.52 (s, IH), 8.05 (d, IH5 J = 8.0 Hz), 7.75 (s, IH), 7.66 (d, IH, J = 8.0 Hz).

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; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, 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 21803-75-8, SDS of cas: 21803-75-8

To 3-chloro-4-amino-benzonitrile (5 g, 32.9 mmol) in Methanol (80 mL) was added dropwise bromine (5.3 g, 33.1 mmol) in Methanol (20 mL). The mixture was stirred for 1.5 hours. Solvent was removed by rotovap and resulting solid was dried in vacuum. 3-Chloro-4-amino-5-bromobenzonitrile was obtained as a white solid. 1H NMR (300 MHz, CD3OD): delta7.63 (s, 1H), 7.75 (s, 1H). MH+=230.97, 232.97.

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

Reference:
Patent; Gerritz, Samuel; Shi, Shuhao; Zhu, Shirong; US2006/287287; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 21803-75-8 as follows. name: 4-Amino-3-chlorobenzonitrile

4-Amino-3-chloro-benzonitrile (100mg, 0.66mmol) and ICI (1.1eq, 0.72mmol, 117.05mg) was added. The reaction mixture was stirred for 12hrs. The reaction mixture was purified according to the similar procedure to step 2 of Example 40 to obtain 4-Amino-3-chloro-5-iodobenzonitrile (65.2mg, 35.80%). Mp: 121~123 C; IR( KBr pellet, cm-1): 3365, 2942, 2221,1634, 728; 1H NMR(400MHz, CDCl3): delta 7.42(d, 1 H, J=1.6Hz), 7.43(d, 1 H, J=1.6Hz), 5.01 (bs, 2H).

According to the analysis of related databases, 21803-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amorepacific Corporation; EP1862454; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 1897-52-5, These common heterocyclic compound, 1897-52-5, name is 2,6-Difluorobenzonitrile, 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.

I. Synthesis Examples; Example 1.1 : 2-Difluoromethoxy-6-prop-2-ynylsulfamoyl-thiobenzamide (4); 1.1. 2-Fluoro-6-methoxybenzonitrile:; 640.5 g (4.6 mol) of difluorobenzonitrile have been dissolved in 3.5 I of methanol and then cooled to 0-5 C. 828.8 g of 30% strength sodium methoxide solution have been added dropwise in this temperature range, and the reaction mixture has been stirred at room temperature overnight. Then the reaction mixture has been added to 20 I of water and the precipitate has been filtered off with suction and washed twice with water and twice with heptane. The solid has been dried in vacuo at 50 C to yield 740 g (455 mmol) of the title compound as a white solid.

The synthetic route of 1897-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; WO2007/93530; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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 1953-99-7, Application In Synthesis of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile

To a boiling solution of lithium 1-hexanolate in 1-hexanol, prepared via dissolving 0.1 g oflithium in 20 ml of anhydrous 1-hexanol, added compound 3 (0.7 g, 2 mmol) and compound5 (0.53, 2 mmol). After 5 h, the reaction mixture was cooled and mixed with 50 ml of acetoneand 5 ml of acetic acid. Then reaction mixture was concentrated at rota evaporator, purifiedby silica gel column chromatography usingDCM:CH3OH(20:1) as an eluent to obtain an oilybluish green compound as a major fraction, To this compound Zn(OAc)2·2H2O (0.13 g, 0.6mmol), and 20 ml of DMF added and heated at reflux for 1 h. After cooling, to the reactionmixturewas added 100ml of water and 100ml of chloroform. The organic layer was separated,washed with 100ml of water, then reaction mixture was concentrated at rota evaporator, purifiedby silica gel column chromatography using DCM:CH3OH (20:1) as an eluent to obtainoily bluish green compound 6 (0.368 g, 52.5percent). IR (KBr tablet) numax/cm?1: 3018, 2956, 2857,1597, 1492, 1265, 1214, 1154, 1092, 971, 745. 54H18Cl8F6N84Zn; Calculated, percent: 49.67; H1.39; N 8.58; O 4.9, Found, percent: 49.89; H 1.42; N 8.48; O 4.93. UV-Vis: nm (log epsilon): in CHCl3;660(102),715(142),815(45). MALDI-TOF-MS: m/z calcd for 54H18Cl8F6N84Zn, 1303.81;found 1304.74 [M + H+]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Jeong, Jaemyeng; Kumar, Rangaraju Satish; Kim, Ick Jin; Son, Young-A; Molecular Crystals and Liquid Crystals; vol. 644; 1; (2017); p. 249 – 256;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts