Month: July 2021

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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-(Methylamino)acetonitrile hydrochloride

A. N-Carbophenoxy-N-methylaminoacetonitrile To a suspension of methylaminoacetonitrile hydrochloride (100 g; 0.94 mole) in 1 liter of methylene chloride (cooled in an ice-water bath) was added triethylamine (260 ml, 1.88 moles) and a solution of phenyl chloroformate (155.0 g; 0.99 mole) in 500 ml of methylene chloride. The reaction mixture was heated at reflux temperature for 18 hours, then evaporated under reduced pressure to give a semi-solid which was triturated with 1 liter of diethyl ether and filtered. The filtrate was evaporated under reduced pressure and the residual oil was vacuum distilled to yield the title compound (123 g), bp 111°-113°/0.25 mm Hg; the NMR spectrum (60 MHz) in CDCl3 gave the following resonances delta: 7.23 (m, 5H); 4.30 (s, 2H); 3.13 (s, 3H).

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 25808-30-4.

Reference:
Patent; Bristol-Myers Company; US4471122; (1984); A;; ; Patent; Bristol-Myers Company; US4510309; (1985); A;; ; Patent; Bristol-Myers Company; US4394508; (1983); A;,
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Synthetic Route of 654-70-6, 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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Lithium bis (trimethylsilyl) amide (LHMDS) (5 eq.) was added to a solution of 4-cyano-3-trifluoromethyl aniline (1.6 eq.) in dry THF (1 mL x mmol aniline) at -5C. After stirring for 45 min., hexamethylphosphoric triamide (HMPA) (20% of the previously added, THF) . After 5 min at -5C a solution of (R) -XVIII-5 in THF (1.5 mL x mmol of (.R)-XVIII-S) was added drop wise. After 30 min at 00C, the reaction mixture was allowed to warm up at the temperature value (25C) and than stirred for additional 6/7 h. The reaction was than quenched with an NH4Cl saturated solution and extracted with ethyl acetate. Silica gel column chromatography or crystallization, afforded the pure compound.(R) -XXIV-I: 1H NMR (400 MHz, CDCl3) : bs, IH, NH) , 7.69 (d, J= 8.8Hz, 2H, 7.53-7.48 (m, 3H, ArH) , 7.39-7.26 (m, H) , 6.84 (t, J= 8.2Hz, 2H, ArH) , 3.90(d, J= 14.4Hz, IH, CH2) , 3.78 (bs, IH, OH) , 3.26 (d, J= 13.6Hz, IH, CH2) , 3.07 (d, J= 14.4Hz, IH, CH2) , 2.95 (d, J= 13.2Hz, IH, CH2)

The synthetic route of 4-Cyano-3-trifluoromethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONSIGLIO NAZIONALE DELLE RICERCHE; ISTITUTO SCIENTIFICO ROMAGNOLO PER LO STUDIO E LA CURA DEI TUMORI (I.R.S.T.) S.R.L.; VARCHI, Greta; TESEI, Anna; GUERRINI, Andrea; BRIGLIADORI, Giovanni; WO2010/116342; (2010); A2;,
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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. 17626-40-3, name is 3,4-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 17626-40-3

General procedure: Diisopropylcarbodiimide 82 mul (66.9 mg, 0.53 mmol, 1.20 equiv) DIC was added to a solution of 4-chlorobenzoylpyruvic acid 100 mg (0.44 mmol, 1.00 equiv) 12b and 73.8 mg (0.53 mmol, 1.20 equiv) of HOBt [CAS: 123333-53-9, 97% wetted with ? 14 wt % H2O] in 3.0 ml of DMF (abs) under Ar. The reaction mixture was stirred for 5 min. Then o-phenylenediamine (1.00 mol equiv) from 11a-f was added and the mixture was stirred at rt under Ar for 72 h. The precipitated product mixture obtained after filtration (or centrifugation) was triturated by 3 ml of Et2O and crystallized from DMSO (if not otherwise stated) to yield the main solid regioisomer 16 or 17.

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; Dobia?, Juraj; Ondru?, Marek; Addova, Gabriela; Boha?, Andrej; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 1350 – 1360;,
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