Category: nitriles-buliding-blocks

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. 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

General procedure: A mixture of nitrile (50 mmol), NaN3 (65 mmol), and Et3N·HCl (150 mmol) in toluene (100 mL) was stirred at 110 C for 17-30 h (2b, 2f and 2l for 24 h; 2c and 2d for 17 h; 2e and 2j for 30 h). After cooling to r.t., the mixture was extracted with H2O (100 mL). To the aqueous layer, 36% HCl was added dropwise to acidic pH. After filtration, the solid was washed with water and dried under reduced pressure to give the expected tetrazole 2. The corresponding physical and spectroscopic data for tetrazoles 2 are detailed below.

The synthetic route of 59997-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Behloul, Cherif; Bouchelouche, Kenza; Hadji, Yasmine; Benseghir, Saadia; Guijarro, David; Najera, Carmen; Yus, Miguel; Synthesis; vol. 48; 15; (2016); p. 2455 – 2460;,
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Adding a certain compound to certain chemical reactions, such as: 1194-02-1, name is 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 1194-02-1, Quality Control of 4-Fluorobenzonitrile

General procedure: Synthesis of 5-substituted-1H-tetrazoles (general procedure): To a solution of aryliodide (1 mmol) in DMF (5 ml) was added sodium cyanide (1.2 mmol), catalyst(10 mol %) and the reaction mixture was stirred under heating at 100 C for appropriate time to obtain nitrile compound (see Table 1). To the nitrile compound generated in situ was added sodium azide (1.5 mmol) and the reaction was continued till the complete conversion of nitrile to tetrazole. After the completion of the reaction, the catalyst from the reaction mixture was easily separated out by centrifuging the reaction mixture. After the separation of the catalyst the crude material was then taken into ethyl acetate and washed with 5 N HCl and the layers separated. The organic layer was then washed with water, dried over anhyd sodium sulfate and concentrated to obtain the crude product. The crude product was purified by silica gel column chromatography using appropriate solvent mixtures to obtain the pure products (see Tables 1 and 2). Detailed experimental conditions and spectroscopic data were given insupplementary data.

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

Reference:
Article; Yapuri, Umanadh; Palle, Sadanandam; Gudaparthi, Omprakash; Narahari, Srinivasa Reddy; Rawat, Dhwajbahadur K.; Mukkanti, Khagga; Vantikommu, Jyothi; Tetrahedron Letters; vol. 54; 35; (2013); p. 4732 – 4734;,
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Related Products of 59997-51-2,Some common heterocyclic compound, 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, molecular formula is C7H11NO, 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.

Intermediate A: 3-tert-Butyl-1-p-tolyl-1H-pyrazol-5-amine To a stirred solution of p-tolylhydrazine hydrochloride (100 g, 630 mmol) in EtOH (1251 mL) was added 4,4-dimethyl-3-oxopentanenitrile (88 g, 699 mmol) and HCl (62.5 mL, 750 mmol). The resulting mixture was stirred at reflux overnight. The reaction mixture was cooled to room temperature and concentrated in vacuo to c.a. 1/3 of the original volume. The reaction mixture was then cooled in an ice-bath and taken to c.a. pH 8-9 with 6M aq NaOH. The reaction mixture was extracted with diethyl ether (500 mL) and the organic phase washed with water (2*300 mL) before being dried over magnesium sulphate and concentrated in vacuo to afford an orange solid. The solid was suspended in iso-hexane and stirred at reflux for 2.5 h before being cooled and filtered whilst still hot to yield the subtitle product 3-tert-butyl-1-p-tolyl-1H-pyrazol-5-amine as a pale brown solid (76.5 g, 52%); Rt 1.31 min (Method 1); m/z 230 (M+H)+ (ES+); 1H NMR delta: 1.20 (9H, s), 2.32 (3H, s), 5.10 (2H, br s), 5.35 (1H, s), 7.24 (2H, d), 7.42 (2H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,4-Dimethyl-3-oxopentanenitrile, its application will become more common.

Reference:
Patent; RESPIVERT LTD; TOPIVERT PHARMA LTD.; LONGSHAW, ALISTAIR IAN; FORDYCE, EUAN ALEXANDER FRASER; ONIONS, STUART THOMAS; KING-UNDERWOOD, JOHN; VENABLE, JENNIFER; US2015/232450; (2015); A1;,
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Reference of 1897-52-5,Some common heterocyclic compound, 1897-52-5, name is 2,6-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.

2,6-Difluorobenzonitrile (2.78 g, 20.0 mmol) and 3-(trifluoromethyl)phenol (3.89 g, 24.0 mmol) were dissolved in DMF(20 mL) and K2CO3 (8.29 g, 60 mmol) was then addedand the resulting mixture was heated at 100C for 16 h.After cooling to room temperature, the mixture was subjectedto EtOAc:water extraction and the organic layer wasthen separated, washed with 1 N NaOH and then with 10%aqueous K2CO3, dried (MgSO4), and evaporated to get2-fluoro-6-(3-(trifluoromethyl)phenoxy)benzonitrile (5.23 g,93% yield).

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

Reference:
Note; Bepary, Sukumar; Yoon, In Kwon; Lee, Ge Hyeong; Bulletin of the Korean Chemical Society; vol. 37; 12; (2016); p. 2054 – 2057;,
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Reference of 103146-25-4, A common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, molecular formula is C20H23FN2O2, 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.

To a stirred solution [OF RACEMIC 4- [4-DIMETHYLAMINO-1- (4-FLUORO-PHENYL)-1-HYDROXY-] [BUTYL]-3-HYDROXYMETHYL-BENZONITRILE] (0,29 mmol, 100 mg) and vinylbutyrate (0,29 mmol, [37 L)] in anhydrous toluene (2,925 ml) is added Novozymes 435, (0,2 mg) and 1,1 eq. Carboxylic acid. The reaction is heated to 40 degrees celcius and followed by HPLC. The enzyme is filtered off and washed with a small amount of toluene. The combined organic phases are evaporated in vacuo and subsequently analyzed on super critical fluid chromatography. Result is shown in table 19.

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; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
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Related Products of 874-97-5, 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. 874-97-5, name is 3-Cyanobenzyl alcohol belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 6-Hydroxy-1-tetralone (0.3 g, 1.85 mmol) was suspended in acetone (15 mL) containing K2CO3 (3.70 mmol). The reaction was treated with an appropriately substituted arylalkyl bromide (2.035 mmol) and heated under reflux for 6 h. The reaction progress was monitored using silica gel TLC with ethyl acetate:petroleum ether (1:2) as mobile phase. Upon completion, the reaction was filtered through a pad of celite and concentrated in vacuo. The crude thus obtained was purified by recrystallization from cyclohexane.

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, 3-Cyanobenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Legoabe, Lesetja J.; Petzer, Anel; Petzer, Jacobus P.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 12; (2014); p. 2758 – 2763;,
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70484-01-4, name is 4-Bromophthalonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 4-Bromophthalonitrile

A stirrer,thermometer,condenser,A 100 mL four-necked glass flask equipped with a glass stopper was purged with nitrogen,The open end of the condenser was sealed with a gentle stream of nitrogen. Bis (dibenzylideneacetone) platinum (0) (6.6 mg, 0.01 mmol),4-Bromophthalonitrile (207 mg, 1.0 mmol) and N-methylpyrrolidone (4 mL) were charged,The flask contents were stirred at room temperature to dissolve the solids. Triethylamine (304 mg,3.0 mmol) was added,1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane (178 mg, 0.8 mm pl) was slowly added and stirred at 19 to 22 C for 17 hours. Bis (dibenzylideneacetone) platinum (0) (6.6 mg, 0.01 mmol) was added,1,1,1,3,5,5,5-heptamethyltrisiloxane (178 mg, 0.8 mm pl)Was added slowly and stirring was continued at 19 to 22 C. for 12 hours. By gas chromatography mass spectrometry (GC-MS) of the reaction mixture,Formation of the target compound was confirmed.

The synthetic route of 70484-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIN-ETSU CHEMICAL COMPANY LIMITED; KIYOMORI, AYUMU; ITOH, YUSUKE; (49 pag.)JP2015/10084; (2015); A;,
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Electric Literature of 54454-12-5, The chemical industry reduces the impact on the environment during synthesis 54454-12-5, name is 3-Chloro-2-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

General Method A for the synthesis of hydroxyamidines (A-4) To a solution of nitrile-derivative (1 .0 eq.) in MeOH (0.5 M), hydroxylamine HCI (1 .1 to 3.0 eq.) and NaHC03 (1 .1 to 3.0 eq.) was added at rt. The resulting suspension was stirred at a given temperature and time (see Table 3). The mixture was concentrated in vacuo, then EtOAc was added to the remaining residue and the org. layer was washed with brine (1x), dried (MgS04), filtered and concentrated to yield hydroxyamidine A-4.

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, 3-Chloro-2-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/57435; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, 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 26391-06-0, Recommanded Product: 2-Cyano-N,N-diethylacetamide

Example 1; Mixture of the E and Z isomers of N,N-diethyl-2-cvano-3-(3,4-dihydroxy-5- nitrophenvDacrylamide[0031 ] A vessel is charged with 240 ml of n-butanol, 120 g of 3,4-dihydroxy-5- nitrobenzaldehyde, 4.8 g of methylamine hydrochloride, 122 g of N5N- diethylcyanoacetamide and 7.2 ml of piperidine. The temperature is raised using water separation under vacuum to about 82 0C and the reaction mixture is boiled at this temperature using water separation for 4 hours. The reaction is followed using HPLC.[0032] After completing the reaction 240 ml of hot water is added to the reaction mixture and 2.4 ml of strong sulphuric acid is added.[0033] The reaction mixture is cooled to a temperature of 75 C and seeded with crude N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises 70 % by weight of the E- isomer). After seeding the mixture is cooled to about 28 C within 3 hours, during which time the E isomer crystallizes.[0034] The reaction mixture is seeded with a mixture of the E and Z isomers of N9N- diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises about 30 % by weight of the Z- isomer) and mixed at about 28 C for two hours. Thereafter the mixture is cooled slowly to 0 0C during which time the Z isomer crystallizes.[0035] The mixture is filtered and washed twice with 60 ml of cold water and the filtering cake is dried. The yield is about 90 % and the purity over 99.5 %.Example 2 Mixture of the E and Z isomers of N,N-diethyl-2-cvano-3-(3,4-dihvdroxy-5- nitrophenvDacrylamide[0036] A vessel is charged with 180 ml of n-butanol, 120 g of 3,4-dihydroxy-5- nitrobenzaldehyde, 2.9 g of methylamine hydrochloride, HO g of N9N- diethylcyanoacetamide and 4.3 ml of piperidine. The temperature is raised using water separation under vacuum to about 82 0C and the reaction mixture is boiled at this temperature using water separation for 5 hours. The reaction is followed using HPLC.[0037] After completing the reaction 180 ml of hot water is added to the reaction mixture and 12 ml of strong sulphuric acid is added.[0038] The reaction mixture is cooled to a temperature of 75 0C and seeded with crude N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises 70 % by weight of the E- isomer). After seeding the mixture is cooled to about 28 0C within 2 hours, during which time the E isomer crystallizes.[0039] The reaction mixture is seeded with a mixture of the E and Z isomers of N5N- diethyl-2-cyano-3-(3,4-dihydroxy-5-m’trophenyl)acrylamide (comprises about 30 % by weight of the Z- isomer) and mixed at about 28 C for two hours. Thereafter the mixture is cooled slowly to 0 0C during which time the Z isomer crystallizes.[0040] The mixture is filtered and washed twice with 100 ml of cold water and the filtering cake is dried. The yield is about 96% and the purity over 99.5 %.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Cyano-N,N-diethylacetamide, and friends who are interested can also refer to it.

Reference:
Patent; ORION CORPORATION; WO2007/90923; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 79630-23-2, 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. 79630-23-2, name is 3-Bromo-4-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 82(3-Bromo-4-fluorophenviy4-methoxy-3-methylphenyl’)methanamine; Isopropylmagnesium bromide (IM in tetrahydrofuran, 8.87 mL, 8.87 mmol) was added drop wise to a stirred solution of 4-iodo-l~methoxy-2-methylbenzene (2 g, 8.06 mmol) in tetrahydrofuran (30 mL) at room temperature and under argon atmosphere, and the mixture was stirred for Ih. A solution of 3-bromo-4-fluorobenzonitrile (1.613 g, 8.06 mmol) in tetrahydrofuran (12 mL) was then added and the reaction was stirred overnight at 500C. After cooling to room temperature dry methanol (10 mL) was added and stirring was continued for 30-40 min. The mixture was cooled to 0 C and sodium borohydride (0.397 g, 10.48 mmol) was added in portions and the reaction mixture was stirred overnight at room temperature. Saturated aqueous ammonium chloride (40 mL) was carefully added, the mixture was concentrated and the water layer extracted with dichloromethane. The organic layer was dried over sodium sulfate, concentrated, and the crude product was added to a silica gel column and eluted with methanol (0.1% 7N ammonia) in dichloromethane (0-10%) to give 1.24 g (47%) of the title compound. MS (ES) m/z 324 [M+l]+.

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

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2007/145571; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts