Category: nitriles-buliding-blocks

Synthetic Route of 90401-84-6, 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. 90401-84-6, name is 6-Cyano-1-tetralone belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 250 mL round bottom flask, (methoxymethyl) (triphenyl)phosphonium chloride (4.0 g, 12 mmol) was dissolved in THF (20 mL). The solution was cooled to -78 C. To above solution was added n-butyl lithium (3.50 mL, 2.50 M in Hexane, 8.8 mmol) dropwise. Reaction color changed to orange. The mixture was cooled to -78 C and to it was added 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (1 g, 5.77 mmol). The reaction was let warm to RT and stirred at r.t for 18 hours. The reaction was then quenched with addition of saturated ammonium chloride (5 mL) and extracted with dichloromethane. The organic phase was washed with brine (5 mL), dried over anhydrous Na2SO4, filtered, concentrated and purified by flash column chromatography (Hexane/EtOAc 0-50%). The desired product was obtained. 1H NMR (500 MHz, CDCl3, delta in ppm): 7.0 -7.6 (3H, aromatic), 6.75 (1H, s), 3.88 (3H, s, Me), 3.0 (1H, t), 2.63 (2H, t), 2.23 (1H, t), 2.18 (1H, t), 1.65 (1H, t).

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, 6-Cyano-1-tetralone, other downstream synthetic routes, hurry up and to see.

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. 874-97-5, name is 3-Cyanobenzyl alcohol, A new synthetic method of this compound is introduced below., Formula: C8H7NO

Preparation of 3-(iodomethyl)benzonitrile After 3-(hydroxymethyl)benzonitrile (1.33 g, 10 mmol) was dissolved in dimethylformamide (18 mL), triphenylphosphine (3.14 g, 12 mmol) and imidazole (0.82 g, 12 mmol) were added thereto, and the mixture was cooled to -20 C. Iodine (2.79 g, 11 mmol) was added dividing in 5 portions thereto, and the result was stirred for 2 hours at -10 C. A 5% aqueous ammonium chloride solution (60 mL) was added to the reaction solution, and the result was extracted with a diethyl ether/ethyl acetate=1/1 solution (60 mL*2). The organic layers were combined, washed with a 1% aqueous sodium thiosulfate solution to remove excess iodine, washed with salted water, dried with anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was separated and purified using silica gel column chromatography (ethyl acetate/normal-hexane=1/9) to give a target compound (1.9 g, 78%) in a white powder state. 1H-NMR (300 MHz, CDCl3) delta 4.41 (s, 2H), 7.2-7.66 (m, 4H); MS (EI, m/e)=243 (M+).

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.

Related Products of 7357-70-2, The chemical industry reduces the impact on the environment during synthesis 7357-70-2, name is 2-Cyanothioacetamide, I believe this compound will play a more active role in future production and life.

General procedure: Cyanothioacetamide (for X=S) (1.5 equiv) or cyanoacetamide (for X=O) (1.5 equiv) was added to a solution of the 1, 3-diones (for R4= -CF3 and -CH3) (1.0 equiv) or enaminones (for R4=H) (1.0 equiv) in ethanol in the presence of DABCO (1.0 equiv) at room temperature. The reaction mixture was stirred under reux for 3-6 h until complete conversion of the starting materials, as monitored by TLC. After cooled to room temperature, the solvent was evaporated under reduced pressure and the residue was neutralized with diluted hydrochloric acid (1 N) to precipitate the crude products. After filtrated and dried in vacuo, the product can be straight used for step d. Yield: 70-90%.

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

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. 3759-28-2, name is 2-(Cyanomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3759-28-2

General procedure: To a solution of homophthalonitrile 2 (129 mg, 0.82 mmol) in PriOH (4 ml), salicylaldehyde 1 (2.46 mmol) and NH4OAc (143 mg, 1.64 mmol) were added. The mixture was placed into a microwave reactor and heated at 150 C for 10 min. The vessel was opened, MeNO2 (0.439 ml, 8.2 mmol) and Et3N (0.114 ml, 0.82 mmol) were added, the mixture was heated again in the microwave reactor at 150 C for 10 min. The solvent was evaporated under reduced pressure, the residue was chromatographed on silica gel (EtOAc-hexane, 1:5-1:1) (method A) or was dissolved in asmall volume of Et2O or CH2Cl2 and extracted with HCl aqueous solution(0.6 m, 3 30 ml). The aqueous layer was neutralized with Na2CO3. The precipitate was filtered off and washed with H2O several times and once with a small amount (1.5 ml) of PriOH and dried in air (method B).

The synthetic route of 3759-28-2 has been constantly updated, and we look forward to future research findings.

Related Products of 2698-41-1, 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. 2698-41-1, name is 2-(2-Chlorobenzylidene)malononitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 2-Arylidenemalononitriles 7 (1 mmol), indane-1,3-dione (2, 0.146 g,1 mmol), NaOAc (0.08 g, 1 mmol), TBBDA (0.14 g, 0.25 mmol) or PBBS(0.2 g) or TCBDA (0.1 g, 0.25 mmol) or PCBS (0.15 g), and EtOH (2 mL)were added to a test-tube. Then the mixture was magnetically stirredat r.t. for the duration as shown in Table 4 and reaction progress wasmonitored by TLC (n-hexane/acetone, 5:2). The mixture was filteredand rinsed with EtOH (2 ¡Á 1 mL). The pure product was isolated byfiltration through a Buechner funnel. Then, the filtrate was evaporated and washed with hot water, CH2Cl2 (3 mL) was added, and the precipitatedsulfonamide was removed by filtration. The sulfonamide wasrehalogenated and used several times. 3-(4-Chlorophenyl)-1?,3?-dioxo-1?,3?-dihydrospiro[cyclopropane-1,2?-indene]-2,2-dicarbonitrile (6a)White solid; yield: 315 mg (95%); mp 199-200 C.IR (KBr): 3075, 3017, 2250, 1746, 1711, 1590, 1499, 1356, 1222, 1093,753, 584 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 4.41 (s, 1 H, CH), 7.61 (d, J = 8.4 Hz,2 H, ArH), 7.66 (d, J = 8.4 Hz, 2 H, ArH), 8.17 (m, 3 H, ArH), 8.26 (d, J =6.4 Hz, 1 H, ArH).13C NMR (100 MHz, DMSO-d6): delta = 20.4, 40.8, 43.8, 110.3, 111.9,123.0, 123.2, 127.3, 128.2, 132.0, 133.4, 136.0, 136.1, 141.5, 142.4,188.9, 190.0.MS: m/z (%) = 332 (M+, 53), 297 (100), 269 (21), 241 (36), 214 (40),187 (14), 165 (37), 138 (19), 104 (100), 76 (97).

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

Reference:
Article; Ghorbani-Vaghei, Ramin; Maghbooli, Yaser; Synthesis; vol. 48; 21; (2016); p. 3803 – 3811;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 36282-26-5, name is 2-Bromo-4-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 36282-26-5, name: 2-Bromo-4-fluorobenzonitrile

5,4′-Difluoro-biphenyI-2-carbonitrie (CAB06058)A mixture of 2-bromo-4-fiuorobenzinitrile (5.0 g, 25.0 mmol), 4-fiuorophenylboronic acid (3.85 g,27.5 mmol), dimethoxyethane (30 rtiL) and 2M Na2CO3 (40 mL) was heated to reflux before Pd2(dba)3 (0.10 g) was added and heating was continued for 5 hours. After cooling to room temperature CHCl3 (50 mL) was added to and the mixture was filtered (celite). The organic layer was separated, dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by flash chromatography [SiO2, CHCl3] followed by recrystallisation from CHCl3/n-hexane to afford CAB06Theta58 (4.03 g, 71%) as colorless needles. Mp. 111-113 C; 1H NMR (400 MHz, CDCl3) delta 7,12-7.23 (m, 4H)3 7.50-7.56 (m, 2H), 7,76 (dd, J = 8.6, 5.4 Hz, IH); LRMS (ES+): m/z 416.0 (100%, [M+H]+); HRMS (ES+) calcd for Ci3H8F2N [M+H]+: 216,0619, found 216.0613; Anal, Calcd for Cj3H7F2N: C, 72.56; H3 3.28; N, 6.51. Found C, 72.4; H, 3.28; N3 6.55.

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:
Patent; STERIX LIMITED; WOO, Lok Wai Lawrence; BUBERT, Christian; WOOD, Paul Michael; PUTEY, Aurelien; PUROHIT, Atul; POTTER, Barry Victor Lloyd; WO2011/23989; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 13388-75-5, 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 13388-75-5 as follows.

General procedure: A 50 mL round-bottomed flask was charged with 3 (0.177 g, 1 mmol), aromatic aldehyde or substituted aromatic aldehyde (1 mmol) and 10 mL methanol with stirring, and the mixture was heated to 60 C. After 30 min, sodium methoxide (0.027 g, 0.5 mmol) was added to the mixture and keep the temperature for 4-6 h. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to RT, and the precipitate was separated by filter and recrystallized from methanol to give 4a-4z and 5a-5d.

According to the analysis of related databases, 13388-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ma, Jun; Li, Jiajun; Tian, Yu-Shun; Bioorganic and Medicinal Chemistry Letters; vol. 27; 1; (2017); p. 81 – 85;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, 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 59997-51-2, Computed Properties of C7H11NO

Step j03: At room temperature 4,4-dimethyl-3-oxopentanenitrile (J-II) (1 equivalents, 5 g) was taken up in ethanol (100 mL), mixed with hydrazine hydrate (2 equivalents, 4.42 g) and refluxed for 3 h. The residue obtained after removal of the ethanol by distillation was taken up in water (100 mL) and extracted with ethyl acetate (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 n-hexane (200 mL).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,4-Dimethyl-3-oxopentanenitrile, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; DAMANN, Nils; LESCH, Bernhard; BAHRENBERG, Gregor; SAUNDERS, Derek John; STOCKHAUSEN, Hannelore; KIM, Yong-Soo; KIM, Myeong-Seop; LEE, Jeewoo; WO2013/68462; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 1953-99-7, 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.

(i) Preparation of 1,2-dicyano-3,4,5,6-tetraphenoxybenzene A mixture of 1,2-dicyano-3,4,5,6-tetrachlorobenzene (50 parts), phenol (106 parts), potassium carbonate (104 parts) and dimethylformamide (200 parts) was stirred and heated at 70¡ã C. for 2 hours before pouring into water (500 parts). The aqueous mixture was extracted with chloroform (2*300 parts). The chloroform extract was washed with a 5percent aqueous solution of sodium hydroxide (2*250 parts) and then with water (2*250 parts). The chloroform extract was dried over anhydrous magnesium sulphate, filtered and the chloroform was removed by distillation under reduced pressure to leave a brown oil. The brown oil was dissolved in hot butan-1-ol and allowed to cool slowly. 1,2-Dicyano-3,4,5,6-tetraphenoxybenzene (62.2 parts, 67percent) was obtained as a pale yellow solid m.p. 149¡ã-151¡ã C.

Statistics shows that 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile is playing an increasingly important role. we look forward to future research findings about 1953-99-7.

Reference:
Patent; Zeneca, Limited; US5486274; (1996); A;; ; Patent; Zeneca Limited; US5484915; (1996); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 60702-69-4, These common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, 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.

Combine the compound from Example 218 step 2 (692 mg, 2.12 mmol) and K2CO3 (323 mg, 2.33 mmol) in DMF (9 mL), stir the mixture at room temperature for 30 min and then add 2-chloro-4-fluoro-benzonitrile (330 mg, 2.12 mmol), and heat at 100 C overnight. Cool to ambient temperature and pour into water. Extract the aqueous layer with EtOAc. Dry the organic layer over NA2SO4 and eliminate the solvent. Purify by flash chromatography on silica gel (eluent: ETOAC/HEXANE 15/85) to obtain the title compound (940 mg, 95%). Electrospray MS M-1 ion = 461, H-NMR (CDC13, 400 MHz): 7.57 (d, 1H, J= 7.8 Hz), 7.36-7. 13 (m, 7H), 7. 00-6. 85 (m, 4H), 4.44-4. 36 (M, 2LI) 3.49-3. 32 (m, 2H), 2.83-2. 73 (m, 2H), 1.51-1. 43 (m, 9H).

Statistics shows that 2-Chloro-4-fluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 60702-69-4.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/26305; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts