Month: March 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. 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 96606-37-0

a) To a solution of 2,4,6-trifluurobenzonitrile (1) (5g, 31.8 mmol, 1 eq.) in 50 mL of ethanol heated to 60C, was added hydrazine hydrate (50-60% solution) (3.4g, 63.6 mmol, ~2 eq.). ETpon consumption of 1 (monitored using TLC), the solvent was evaporated from the reaction mixture under vacuum. To the remaining white semisolid mass was added 50 mL water and the organic mass was extracted with ethyl acetate (3 X 50mL). The combined organic fractions were combined and washed with brine (100 mL). The organic fraction was separated and dried over sodium sulfate. Subsequently, evaporation of the organic layer provided ~6.5 g of white mixture that was utilized in the next reaction without further purification The above obtained crude product (6g, 35.5 mmol, 1 eq.) was suspended in lOOmL ethanol in a 250mL capacity sealed reaction vessel. 2-acetyldimedone (16. lg, 88.75 mmol, 2.5 eq), an orange colored oil, was subsequently added to the reaction vessel which was sealed and heated to l00C for 6 hr. The reaction vessel was allowed to cool to rt, ethanol was removed in vacuo, and the remaining mass was extracted with ethyl acetate (3X 100 mL) and water (200 mL). Organic layers were combined and washed with 100 mL water. Separated organic layer was dried using sodium sulfate and adsorbed onto silica, and purified using columnchromatography (S1O2, 3 :2 hexanes/ethyl acetate) to afford 2,6-difluoro-4-(3,6,6-trimethyl-4- oxo-4,5,6,7-tetrahydro-lH-indazol-l-yl)benzonitrile (2) (5.8 g, 52%) as light-yellow solid. 1H NMR (500 MHz, Chloroform-d) d 7.39 – 7.33 (m, 2H), 2.91 (s, 2H), 2.55 (s, 3H), 2.45 (s, 2H), 1.17 (s, 6H). 13C NMR (126 MHz, Chloroform-d) d 192.9, 164.5 (d, J = 6.5 Hz), 162.5 (d, J = 6.4 Hz), 151.8, 149.4, 144.5 – 144.1 (m), 118.8, 108.5, 106.2 (d, J = 4. l Hz), 106.0 (d, J = 3.9 Hz), 99.9, 52.0, 38.0, 36.0, 28.4 (2), 13.3. HRMS (ESI) m/z [M+H] calculated for C17H16F2N3O, 316.1261, found 316.1237.

According to the analysis of related databases, 96606-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF NOTRE DAME DU LAC; BLAGG, Brian; SANKET, Mishra; (0 pag.)WO2019/232223; (2019); A1;,
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. 105942-08-3, name is 4-Bromo-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrFN

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¡ã 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

Application of 6629-04-5, 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. 6629-04-5, name is N-Cyanoacetylurethane belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Aniline (10.3 g, 0.11 mol) and hydrochloric acid (45 mL, 0.56 mol) were added to water (400 mL). The mixture was stirred and cooled down to 0 C. To the mixture was added dropwise an aqueous solution of NaNO2 (7.73 g, 0.11 mol) while controlling the temperature between 0 and 5 C. After the dropwise addition, the reaction was conducted at a temperature between 0 and 5 C. for 30 min. The obtained solution was reserved for future use. Intermediate a and sodium acetate (80 g, 0.98 mol) were added to ethanol (400 mL). The mixture was stirred and cooled down to 0 C. To the solution of Intermediate a was added dropwise the reserved solution while controlling the temperature between 0 and 5 C. After the dropwise addition, the reaction was conducted at a temperature between 0 and 5 C. for 2 h. The reaction is filtered by suction. The filtered cake was washed with water and dried to produce an orange solid (21.5 g) in a yield of 91.1%.

The synthetic route of N-Cyanoacetylurethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XU, Hua; US2013/252958; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 403-54-3, 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 403-54-3 as follows.

General procedure: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3¡¤H2O (5%mol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 C for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 ¡Á 20 ml). The organic layers were collected, combined, washed with water (3 ¡Á 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a-1k and 2a-2p) were obtained by directly passing through a silica gel (200-300 mesh) column using petroleum ether/ethyl acetate (10:1-5:1).

According to the analysis of related databases, 403-54-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 13338-63-1, 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. 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Using the method of synthesizing an intermediate similar to that in Example 1, 0.01 mol of 3,4,5-trimethoxyphenylacetonitrile (5),0.01 mol of 2-chlorobenzaldehyde and 20 mL of methanol into a 50 mL three-necked flask, stirring and heating to 60 C, adding 0.005 mol of sodium methoxide, and reacting at a constant temperature for 4-6 h.TLC scanning and detection, after the reaction is completed, it is cooled to room temperature, filtered, washed with water, dried, and recrystallized from methanol to obtain a pale yellow solid. Yield: 76.2%,

The chemical industry reduces the impact on the environment during synthesis 3,4,5-Trimethoxyphenylacetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yanbian University; Bu Gonggaofamingren; (14 pag.)CN108503561; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, 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 243128-37-2, Quality Control of 4-Fluoro-3-methoxybenzonitrile

Example Al a) Preparation of intermediate 1. K2CO3 (112 g, 0.81 mol) was added to a stirred sol. of 4-methylimidazole (66.0 g, 0.804 mol) in DMSO (600 ml). The r.m. was heated at 120 0C. Subsequently 4-fluoro- 3-methoxybenzonitrile (60.0 g, 0.397 mol) was added portionwise (internal reaction temperature increased to 140 0C). The r.m. was maintained at 120 0C for 1 h, was cooled, and was then poured onto ice-water (3 1). This mixture was stirred for 30 min. The precipitated solid was collected by filtration and washed with H2O. The off-white solid was recrystallised from MeCN to yield 30.0 g of intermediate 1. A second crop of product was obtained from the mother liquor. Yield: 12.3 g of intermediate 1(combined yield; 49.9 %).

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; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; WU, Tongfei; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; BISCHOFF, Francois, Paul; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; DE CLEYN, Michel, Anna, Jozef; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; WO2011/6903; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 935-44-4, 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. 935-44-4 name is 1-Phenyl-1-cyclopropanecarbonitrile, 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.

Methylmagnesium bromide (3.0 M in tetrahydrofuran, 3.0 mL, 9.0 mmol) was added to a solution of 1-phenyl-1-cyclopropanecarbonitrile (429 mg, 3.0 mmol) in anhydrous tetrahydrofuran (4 mL) at room temperature under a nitrogen atmosphere. The reaction mixture was heated to 100 C. for 10 minutes in a microwave oven. Then titanium(IV) isopropoxide (0.9 mL, 3.0 mmol) was added and the reaction mixture was heated to 50 C. for 1 hour in the microwave. After cooling, a solution of 25% aqueous ammonia (2 mL) was added dropwise to the reaction mixture. The suspension was filtered through a Celite pad which was washed with tetrahydrofuran. The combined filtrate was diluted with water and extracted with ethyl acetate. The combined organic extracts were dried over anhydrous sodium sulfate and concentrated under vacuum to give 2-(1-phenylcyclopropyl)propan-2-amine (400 mg) as a crude yellow oil: MS m/z: 178 (M+1).The crude amine (200 mg, 1.1 mmol) was combined with compound 1 (100 mg, 0.27 mmol) and potassium carbonate (150 mg, 1.1 mmol) in dioxane (20 mL) and heated to reflux overnight. The mixture was diluted with water and extracted with ethyl acetate. The organic extracts were dried with anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by reversed phase flash chromatography (0 to 85% acetonitrile in 0.01% ammonium bicarbonate) to give compound A30 (46 mg 34% yield) as a white solid: 94.4% purity (HPLC); MS m/z: 506.2 (M+1); 1H NMR (CDCl3, 500 MHz) delta 8.34 (d, J=7.5 Hz, 1H), 7.90 (d, J=7.5 Hz, 1H), 7.61 (t, JHF=54.0 Hz, 1H), 7.42 (m, 2H), 7.35 (m, 2H), 7.29 (m, 2H), 7.24 (m, 1H), 5.26 (s, 1H), 4.00-3.65 (m, 8H), 1.48 (s, 6H), 1.17 (m, 2H), 0.84 (m, 2H) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Phenyl-1-cyclopropanecarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Pathway Therapeutics Inc.; US2012/252802; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 25808-30-4, 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 25808-30-4 as follows.

d) 3,5-Dichloro-1-methyl-1H-pyrazin-2-one (4c)[0245][0246]3.29 g (30.8 mmoles) of methylamino-acetonitrile hydrochloride is placed in the presence of 19.6 g (154 mmoles) of oxalyl chloride in 30 ml of 1,2-dichlorobenzene. The mixture is heated for 8 hours at 80¡ã C. After concentrating the reaction medium to dryness, the residue obtained is purified by flash chromatography (Petroleum ether-CH2Cl2 gradient 100-0 to 0-100). 3.35 g of intermediate 4c is obtained in beige powder form (yield: 60percent).[0247]TLC silica gel 60 F 254 Merck, CH2Cl2-MeOH: 90-10, Rf=0.79.

According to the analysis of related databases, 25808-30-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIERRE FABRE MEDICAMENT; Leroy, Isabelle; Dupont-Passelaigue, Elisabeth; Mialhe, Samuel; Junquero, Didier; Valeille, Karine; US2013/40928; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 4640-66-8,Some common heterocyclic compound, 4640-66-8, name is 4-Chlorophenacylcyanide, molecular formula is C9H6ClNO, 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 4-chlorobenzoylacetonitrile (2,3. 6 g, 20 mmol) and sulfur (0.65 g) in DMF (6 mL), triethylamine (2.0 mL) is added under stirring. To this solution tetrahydrothiopyran-4-one (11,2. 32 g, 20 mmol) is added dropwise. The mixture is heated to [65C] for 2 hours and it is poured into water (60 mL), which is extracted with diethyl ether (50 mL). The ethereal solution is dried with sodium sulfate and concentrated to give the desired compound as a brown solid (5.07 g, 82% yield). Physical characteristics: MS [(ES+)] for m/z [310.]

The synthetic route of 4640-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/35591; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, 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 103146-25-4, category: nitriles-buliding-blocks

Experiment 7; The general procedure of Experiment 2 was applied. No acetic acid was present in the system. The experiment was carried out with a small amount of water (0.01V)An exemplary batch gave molar yield: 32.5%; enantiomeric purity: 98.7% S.; Experiment 8; The general procedure of Experiment 2 was applied. No acetic acid was present in the system. The experiment was carried out with a higher amount of water (0.05V)Exemplary batches gave:Molar yield: 34.7%; enantiomeric purity: 99.0% S.; Experiment 9; The general procedure of Experiment 2 was applied. Additionally a small amount of water (0.05 V) was added to the 4-[4-(dimethylamino)-1-(4′-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)-benzonitrile free base solution in 1-propanol.An exemplary batch gave molar yield: 33.0%; enantiomeric purity: 99.1% S.

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; H. Lundbeck A/S; US2009/69582; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts