Tag: M.W=100-200

Electric Literature of 501-00-8, 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. 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of 1-(3-fluorophenyl)cyclohexanecarbonitrile To a solution of 2-(3-fluorophenyl)acetonitrile (100 g, 0.74 mol) in Dry DMF (1000 ml) was added 1,5-dibromopentane (170 g, 0.74 mol), NaH (65 g, 2.2 eq) was added dropwise at ice bath. After addition, the resulting mixture was vigorously stirred overnight at 50 C. The suspension was quenched by ice water carefully, extracted with ethyl acetate (3*500 ml). The combined organic solution was concentrate to afford the crude which was purified on flash column to give 1-(3-fluorophenyl)cyclohexanecarbonitrile as pale solid (100 g, 67%).

The synthetic route of 2-(3-Fluorophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; Quayle, Steven Norman; Jones, Simon Stewart; Anderson, Kenneth C.; Hideshima, Teru; US2015/105358; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 874-89-5, A common heterocyclic compound, 874-89-5, name is 4-(Hydroxymethyl)benzonitrile, molecular formula is C8H7NO, 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.

8B. N-Hydroxy-4-hydroxymethyl-benzamidine Hydroxylamine hydrochloride (5.17 g, 75.0 mmol) and sodium bicarbonate (12.6 g, 150 mmol) were added to a solution of 4-hydroxymethyl-benzonitrile (5.0 g, 37.5 mmol) and methanol (65.0 mL). The reaction was heated to reflux for 12 hours. The reaction mixture was cooled to room temperature and the resulting slurry was filtered. The filtrate was concentrated in vacuo to give of the title compound (6.0 g, 48% yield) as an oily solid. 1H NMR (400 MHz, CD3OD) 4.60 (s, 2H), 7.36 (d, 2H), 7.59 (d, 2H).

The synthetic route of 874-89-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc; US2007/270438; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 3598-13-8, A common heterocyclic compound, 3598-13-8, name is 2-(4-Chlorophenoxy)acetonitrile, molecular formula is C8H6ClNO, 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.

Preparation 1: [0033] Step A: (2-Nitro-1-naphthyl)acetonitrile [0034] Prepare a solution of 53.5 g (0.477 mol) of potassium tert.-butanolate in 400 ml of dimethylformamide. Cool the resulting solution to -10[deg.] C. and add thereto, over the course of about 1 hour, a solution of 40 g of 4-chlorophenoxyacetonitrile (0.24 mol) and 37 g of 2-nitronaphthalene (0.213 mol) in 200 ml of dimethylformamide. After 2 hours at -5[deg.] C., pour the mixture into 4 litres of water containing 1 litre of concentrated hydrochloric acid and extract the aqueous phase with 3*500 ml of dichloromethane. Wash the organic phase with 300 ml of water, dry it over magnesium sulphate, filter and then evaporate off the solvent. [0035] 65 g of product are obtained. [0036] Recrystallise that 65 g from a mixture of cyclohexane/ethyl acetate: 50/50.

The synthetic route of 3598-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lavielle, Gilbert; Muller, Olivier; Millan, Mark; Gobert, Alain; US2003/199555; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 874-89-5, name is 4-(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 874-89-5, Quality Control of 4-(Hydroxymethyl)benzonitrile

In a 10 mL round bottom flask, 0.66 g of 4-cyanobenzyl alcohol and 2 g of diethylene glycol dimethyl ether were sequentially added.The resulting mixture was subjected to ultrasonic irradiation at 40 kHz/30 W/70 C for 30 minutes in an ultrasonic reaction apparatus. The diethylene glycol dimethyl ether was removed under reduced pressure, and recrystallized to give 0.68 g of 4-cyanobenzoic acid, yield 93%.

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

Reference:
Patent; Central South University; Xiao Fang; Xiao Yuanyuan; Zeng Ming; Li Na; Yin Lirong; (15 pag.)CN108467342; (2018); A;,
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 628-20-6 as follows. Quality Control of 4-Chlorobutyronitrile

EXAMPLE 56 5-(3-CHLOROPROPYL)TETRAZOLE A mixture of 3.5 g of 4-chlorobutyronitrile, 2.3 g of sodium azide and 1.9 g of ammonium chloride in 50 ml of dimethyl-formamide is stirred at 140 C. for 20 hours. The reaction mixture is poured onto ice, basified with 1N sodium hydroxide and extracted twice with ethyl acetate. The aqueous fraction is acidified with acetic acid and extracted with ethylacetate. Evaporation of the ethyl acetate gives 5-(3-chloropropyl)-tetrazole which is used directly in the next step.

According to the analysis of related databases, 628-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US6376512; (2002); B1;; ; Patent; Jaye, Michael; Duverger, Nicolas; Searfoss, George; Minnich, Anne; US2003/220373; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 16532-79-9, These common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, 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.

This compound was prepared via Method K using 3-hydroxy-azetidine and l-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarbonitrile prepared by Method P then Method R. Method P:[00306] l-bromo-2-chloroethane (1.2 eq.) is added to a solution of (4-Bromo-phenyl)- acetonitrile (leq), NaOH (solution IN) and BnNEtsCl (catalytique) in H2O at room temperature. The resulting solution is heated to 6O0C for 5h. EtOAc is added to the reaction. The organic phases are isolated, dried over MgSO4, filtered and evaporated under vacuum to afford the expected product. Purification by flash chromatography is required.

The synthetic route of 16532-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; BLANC, Javier; HODGES, Alastair, James; BURLI, Roland, Werner; BRECCIA, Perla; BLACKABY, Wesley, Peter; VAN ROMPAEY, Luc, Juliaan, Corina; FLETCHER, Stephen, Robert; WO2010/10184; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 868-54-2,Some common heterocyclic compound, 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, molecular formula is C6H4N4, 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.

General procedure: Triethylamine (0.3 mmol) was added with stirring to an emulsion of salicylaldehyde 1 (3 mmol), 2-aminoprop-1-ene-1,1,3-tricarbonitrile (3 mmol, 0.40 g), and 2-pyrazolin-5-one 2 (3 mmol) in propanol or acetonitrile (2 mL). Then the mixture was stirred under reflux for 1 h, cooled, transferred onto a filter, washed with methanol (2 × 3 mL), and dried to isolate pure compound 3. In some cases, additional crystallization from DMSO was required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, its application will become more common.

Reference:
Article; Elinson; Vereshchagin; Anisina; Goloveshkin; Ushakov; Egorov; Russian Chemical Bulletin; vol. 67; 9; (2018); p. 1695 – 1703; Izv. Akad. Nauk, Ser. Khim.; vol. 67; 9; (2018); p. 1695 – 1703,9;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 67515-59-7, name is 4-Fluoro-3-(trifluoromethyl)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 67515-59-7, Computed Properties of C8H3F4N

To a mixture of the compound of Preparation 9 (150 mg, 0.5 mmol) and 4-fluoro-3-(trifluoromethyl)benzonitrile (86 mg, 0.5 mmol), under nitrogen, was added tetrahydrofuran (2 ml). The mixture was cooled to 0 C., before the dropwise addition of potassium tert-butoxide (1M in tetrahydrofuran, 0.8 ml, 0.8 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 19 h. The mixture was diluted with ethyl acetate and washed with saturated aqueous ammonium chloride solution (×2), water and brine, dried (MgSO4) and concentrated in vacuo. The residue was dissolved in methanol (2 ml) and purified by automated preparative liquid chromatography (Gilson system, 150 mm×50 mm LUNA C18(2) 10 mum column, 120 ml/min) using an acetonitrile:water gradient [55:45 (for 15 min) to 98:2 (for 3 min) to 55:45 (for 1 min)]. The appropriate fractions were concentrated in vacuo to give the compound of Example 3a (73 mg) as a racemic mixture.Experimental MH+ 499.9; expected 500.11H-NMR (d6-Acetone): 1.98-2.00 (3H), 4.78-4.80 (1H), 4.84-4.86 (1H), 7.58-7.60 (1H), 8.00-8.03 (2H), 8.08-8.12 (4H)in vitro H.c. (L3) MED=1 mug/ml

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-Fluoro-3-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; US2008/194694; (2008); 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. 21524-39-0, name is 2,3-Difluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2,3-Difluorobenzonitrile

To a solution of 1,1-dioxo-1?6-[1,2]thiazin-2-ane (1.90 g, 14.4 mmol) dissolved in tetrahydrofuran (8 mL) and dimethylformamide (2 mL) was added sodium hydride (0.36 g, 95%, 14.4 mmol) and the mixture stirred for 20 min. To this was added 2,3-difluorobenzonitrile (2.0 g, 14.4 mmol) and the mixture stirred at 90 C. for 2 h. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with water and brine then concentrated. The solid residue was triturated with 1:1 ethyl acetate/hexane to give the title compound as a pale brown solid (0.47 g, 13% yield). 1H-NMR (500 MHz, CDCl3) ? ppm: 7.47-7.45 (1H, m), 7.32-7.36 (2H, m), 4.08-4.02 (1H, m), 3.57 (1H, td, J=13.0, 3,7 Hz), 3.40-3.34 (1H, m), 3.32-3.27 (1H, m), 2.44-2.32 (2HF, m), 2.04-1.97 (2H, m), 1.90-1.84 (1H, m). LCMS [M+H]+ calcd for C11H12N2FO2S: 255.28; found: 255.13.

The synthetic route of 21524-39-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A.; US2005/267105; (2005); 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 63069-50-1 as follows. Recommanded Product: 4-Amino-3-fluorobenzonitrile

General procedure: A round-bottomed flask was charged with 2-bromoaniline or 2-fluoro-aniline (>3 g, 1.0 equiv) and potassium O-ethyl carbonodithioate(1.5-1.7 equiv). The mixture was dissolved in DMF (10 volumes) andheated to 120-130 C until the aniline was fully consumed (3-14 h).The reaction mixture was cooled to r.t. and filtered. The filtrate wasdiluted with H 2 O (50 volumes) and the pH was adjusted to 1-2 usingaqueous 2 M HCl. The solid precipitate was collected, washed withH 2 O and dried to yield the pure product.

According to the analysis of related databases, 63069-50-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wimmer, Laurin; Parmentier, Michael; Riss, Bernard; Kapferer, Tobias; Ye, Chao; Li, Lei; Kim, Hongyong; Li, Jialiang; Synthesis; vol. 50; 10; (2018); p. 2027 – 2032;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts