Author: Jessica.F

Related Products of 2338-75-2, 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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compound 3 (0.85 g, 1.37 mmol) and 2-(p-tolyl)acetonitrile (0.45 g,3.43 mmol) were added into dry ethanol (75 mL), and then CH3ONa(0.19 g, 3.52 mmol) was added quickly. The mixture was refluxed withstirring for 6 h under an atmosphere of nitrogen. After cooling to roomtemperature, the resulting precipitate was collected by filtration, anddried under vacuum. The crude product was purified by column chromatography(silica gel, CH2Cl2/petroleum ether, v/v=3/1), affordinga yellow-green solid (1.03 g).

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-(Trifluoromethyl)phenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Yonghui; Liu, Jingran; Yuan, Weiliang; Wang, Ying; Zhou, Hongke; Liu, Xingliang; Cao, Jianfang; Zhang, Chao; Dyes and Pigments; vol. 167; (2019); p. 135 – 142;,
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Application of 75279-55-9,Some common heterocyclic compound, 75279-55-9, name is 2-Chloro-6-fluorophenylacetonitrile, molecular formula is C8H5ClFN, 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: Typical procedure exemplified by the synthesis of 2-amino-4-chlorobenzo-1-thiophene-3-carbonitrile (Table 1, entry 5a): To a N2 flushed, 500 mL, three necked round bottomed flask were added 2-chloro-6-fluorophenylacetonitrile (1e) (8.48 g, 50 mmol) and DMSO (100 mL). To the solution was added 60% sodium hydride (2.10 g, 52.5 mmol) portion wise under N2 at rt (slightly exothermic). After 30 min, the reaction mixture was cooled to 15C with cold water bath and O-ethyl carbonisothiocyanatidate (2) (5.65 mL, 50.0 mmol) was added drop wise. After 1 h, the reaction mixture was heated at 100C for 2 h. A solution of 5 N NaOH (50 mL) was added and the reaction mixture was stirred at 100C for 2 h. The suspension was cooled to rt with stirring and 700 mL of water was added. The mixture was then cooled to 15C. The suspension was filtered and house vacuum air dried for 18 h to give the crude product as ayellow solid (6.5 g).

The synthetic route of 75279-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Krishnananthan, Subramaniam; Smith, Daniel; Traeger, Sarah C.; Mathur, Arvind; Li, Jianqing; Tetrahedron Letters; vol. 56; 24; (2015); p. 3766 – 3768;,
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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. 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Oxocyclobutanecarbonitrile

a solution of 3-oxocyclobutane-1-carbonitrile (3.9 g, 41.01 mmol, 1.00 eq.) and 2-methylpropane-2-sulfinamide (4.97 g, 41.01 mmol, 1.00 eq.) in tetrahydrofuran (100 mL) was placed in a 250- mL 3-necked round-bottom flask and stirred for 16 hours at 70C. After cooled to room temperature, NaBH4 (780 mg, 20.53 mmol, 0.50 eq.) was added in portions and stirred for 30 mm at room temperature. The reaction was then quenched by the addition of water. The resulting solution was extracted with ethyl acetate and the organic layers combined. Theresulting mixture was washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 7.5 g (9 1%) of N-(cis-3-cyanocyclobutyl)-2- methylpropane-2-sulfinamide as a yellow solid. LC-MS: (M+H) = 201.

According to the analysis of related databases, 20249-16-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASTOS Cecilia M.; MUNOZ Benito; TAIT Bradley; WO2015/196071; A1; (2015);,
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Electric Literature of 21803-75-8, A common heterocyclic compound, 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, molecular formula is C7H5ClN2, 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.

A mixture of the product of step (a) (111 mg), Pd(OAc)2 (7 mg), BINAP (19 mg),cesium carbonate (120 mg) and 4-Amino-3-chloro-benzonitriIe (95 mg) in 15 ml toluene was reflaxed for 12 hours. The reaction mixture was eluted through a silica bed with Toluene and then with PE: EtOAc (1:1). The toluene fraction was discarded and the solvent of the PE:EtOAc fraction was removed under reduced pressure. The crude product was purified by Combiflash (linear gradient PE – THF). Yield 90 mg, 67 %. Finally, it was recrystallized from acetonitrile: water (1:1). Yield: 38 mg of colorless flakes.1H NMR (300 MHz3 CDC13, rt) delta 0.12 (m, 2H, CH2), 0.49 (m, 2H, CH2), 0.9 (m, IH, CH), 2.87 (dd, 2H, J= 5.7 Hz, J= 7.2 Hz, CH2) 4.735 (t, IH, J= 5.4 Hz, NH), 6.754 (s broad, IH, NH), 7.402 (d, IH, J= 8.7 Hz, ArH), 7.431 (dd, IH, J= 2.1 Hz, J= 8.6 Hz, ArH), 7.432 (dd, IH, J= 1.8 Hz, J= 8.7 Hz, ArH), 7.586 (d, IH, J= 1.8 Hz, ArH), 7.736 (d, IH, J= 1.8 Hz, ArH)3 and 8.21 (d, 2H, J= 8.7 Hz, ArH).MS: m/z 428.1 (M”)

The synthetic route of 21803-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMOS CORPORATION; WO2008/75353; (2008); A1;,
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Application of 327-74-2,Some common heterocyclic compound, 327-74-2, name is 2-Amino-5-cyanobenzotrifluoride, molecular formula is C8H5F3N2, 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 solution of 2-amino-5-cyanobenzotrifluoride (1.0g, 5.37mmol, 1 eq) and benzyl bromide (2.55ml_, 21 .5mmol, 4.0eq) in dry DMF (10ml_) was added at rt NaH (970mg, 21.5mmol, 4eq) portion-wise under Ar(g). The reaction mixture was stirred at rt overnight, and was then partitioned with H20 (30ml_) and extracted with EtOAc (5 x 20ml_) and CH2CI2 (20ml_). The combined organic extracts were dried over MgS04 and the solvent was removed in vacuo. The residue was further purified by silica gel column chromatography with hexane/EtOAc (1 :0-9:1 ) to yield the product, 2, as a pale yellow solid (1 .66g, 85%).1H NMR (400MHz, CDCI3) deltaEta: 7.95 (d, J=2.0Hz, 1 H), 7.63 (dd, J=8.5, 1 .5Hz, 2H), 7.28-7.34 (m, 6H), 7.20 (d, J=6.5Hz, 4H), 7.12 (d, J=8.5Hz, 1 H), 4.23 (s, 4H).MS (ES+) 389.1 (100%, [M+Na]+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-5-cyanobenzotrifluoride, its application will become more common.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen, Joseph; SILVA, Franck, Alexandre; WO2011/135351; (2011); A1;,
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144649-99-0, name is 5-Bromo-2-methoxybenzonitrile, 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: 144649-99-0

Example 35 1,1-Dimethylethyl {[5-bromo-2-(methyloxy)phenyl]methyl}carbamate NaBH4 (2.9 g, 75.5 mmol) was cautiously added in several portions to a solution of NiCl2 (2.6 g, 19.8 mmol), Boc2O (8.2 g, 37.7 mmol) and 5-bromo-2-(methyloxy)benzonitrile (4.0 g, 18.9 mmol) in dry EtOH (70 mL) at 0 C. Once the reaction had subsided, the mixture was left to stir at room temperature for 3 h. Ethanol was removed under reduced pressure and the residue was dissolved in EtOAc and saturated solution of NaHCO3, then filtered and the aqueous layer was repeatedly washed with EtOAc. The combined organic phases were dried Na2SO4. The crude product was purified by flash column chromatography to give the captioned the product (1.5 g yield: 25%). 1H NMR (400 MHz, CDCl3) delta 7.36-7.33 (m, 2H), 6.74 (d, J=8.8 Hz, 1H), 4.97 (br, 1H), 4.27 (d, J=4.8 Hz, 1H), 3.82 (s, 3H), 1.45 (s, 9H); 13C NMR (400 MHz, CDCl3) delta 156.5, 155.8, 131.7, 131.1, 129.3, 111.8, 79.5, 55.5, 39.9, 26.4. HPLC: retention time.

The synthetic route of 144649-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; US2009/203657; (2009); 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. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

2-Phenyl-4,5,6,7-tetrahydrooxazolo[5,4-c]pyridine hydrochloride (purchased from Anichem) (150mg, 0.63 mmol), tris(dibenzylideneacetone)dipalladium(0) (40 mg, 0.04 mmol), BINAP (97 mg, 0.16 mmol) and 3-bromo-5-fluorobenzonitrile (126 mg, 0.63 mmol) were combined in toluene (3 mL). The mixture was first flushed with nitrogen before and after the addition of sodium tert-butoxide (73 mg, 0.76 mmol). The solution was heated at 1200C under nitrogen overnight. The solvent was concentrated and removed under vacuum. The residue was then purified by silica gel column (EtOAc (10% MeOEta)/hexanes), followed by recrystallization in methanol to give a white solid (10 mg, 5%). 1H NMR (400 MHz, CDCl3): delta 8.01 (m, 2H), 7.46 (m, 3H), 6.97 (s, IH), 6.81-6.85 (m, IH), 6.78 (m, IH), 4.32 (m, 2H), 3.77 (t, 2H), 2.95-2.98 (m, 2H); LC/MS: m/e = 320 (M+H)+.

According to the analysis of related databases, 179898-34-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SEPRACOR INC.; BURDI, Douglas; SPEAR, Kerry, L.; HARDY, Larry, Wendell; WO2010/114971; (2010); A1;,
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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. 939-83-3, name is 2-Methyl-5-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H6N2O2

EXAMPLE XV 3-Amino-6-methylbenzonitrile STR25 A suspension of 8.11 g (50 mmol) of 6-methyl-3-nitrobenzonitrile and 0.81 g of 10% of palladium-on-charcoal in 50 ml of ethanol and 50 ml of ethyl acetate is hydrogenated under 2.9 bar for 1 hour. The catalyst is filtered off, the filtrate is concentrated and the residue is crystallized from ether/petroleum ether. Yield: 59.6% of theory Melting point: 88 C.

The synthetic route of 939-83-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US5596006; (1997); A;,
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Application of 40497-11-8, A common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, molecular formula is C7H8N2O2, 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.

In a 250 mL round bottom three-necked flask, 0.01 mol of 2,6-dimethylaniline and a small amount of ethanol were added,3.0 mL (0.035 mol) of concentrated hydrochloric acid was added dropwise under ice-cooling with stirring.0.018 mol of sodium nitrite was dissolved in 10 mL of water,Slowly dropping into the flask,After the reaction was completed 0.5h yellow diazonium salt solution.0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask,The prepared diazonium salt solution was dropped into the flask,After dropping the reaction 2 h.Adding ammonia,Adjust the pH to 9-10,Reaction at room temperature for 2h.After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane,The organic layer was washed with water (2 x 30 mL)Washed with saturated sodium chloride solution (1 x 40 mL)Dried over anhydrous magnesium sulfate,A portion of the solvent was evaporated under reduced pressure to crystallize to yield 1.02 g of product,Yield 48.5%

The synthetic route of 40497-11-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Wang, Xinlin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (13 pag.)CN105820167; (2016); A;,
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Electric Literature of 103146-25-4,Some common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, molecular formula is C20H23FN2O2, 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.

A test tube equipped with a stopper was charged with 10 mg (0.029 m mol) of [()-4-] [ [4-DIMETHYLAMINO-L- (4′-FLUOROPHENYL)-L-HYDROXYBUTYL]-3-HYDROXYMETHYLBENZONITRILE,] 10 mg [OF NOVOZYM 435] (product [OF NOVOZYMES),] 0.29 m mol of various kinds of acyl donor and 1 ml of diisopropyl ether, and stirred at [30C] for 16 hours. For the substrate with the optical purity of at least 30% ee, E-values were calculated. The results are shown in Table 8.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
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