Tag: M.W=100-200

Related Products of 1897-52-5, These common heterocyclic compound, 1897-52-5, name is 2,6-Difluorobenzonitrile, 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.

Synthesis of compound 2.2. Compound 2.1 (5 g, 35.97 mmol, 1.00 eq), NH4C1 (2.11 g, 39.56 mmol, 1.1 eq) were suspended in toluene (100ml). A solution of trimethylaluminium (2.0 M, 19.5 ml, 39.56 mmol, 1.1 eq) was added dropwise to the above reaction mixture at room temperature. The mixture was stirred for one hour at ambient temperature and subsequently refluxed for 16 hours. After completion of the reaction, toluene was evaporated and residue was diluted with 10% methanol in CH2C12 (lOOmL). Silica gel (5.0 g) was added mixture and stirred for 30 minutes at ambient temperature. After 30 minutes, slurry was filtered and washed with CH2Cl2/methanol. The filtrate was concentrated under vacuum at 45 C to afford the crude material which was purified using trituration with 20% ethyl acetate in hexane (50ml). The solid obtained was filtered off and dried under vacuum to afforded pure compound 2.2 (4.5 g, 80.35 %). LCMS: 99.27%. MS (ES): m/z 157.0 (M+H)+.

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

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 72115-09-4, name is 5-Amino-2-bromobenzonitrile, 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. Formula: C7H5BrN2

5-amino-2-bromobenzonitriie (5.0 g, 25.4 mmoi), cyciopropyiboronic acid (4.36 g, 50.8 mmoi), cs2co3 (49.62 g, 152.3 mmoi), and tricyciohexyiphosphine (2.85 g, 10.2 mmoi) were weighed out and added to a large reaction tube with magnetic stir bar. Toiuene (120 mL) and water (40 mL) were added, and the reaction was subjected to yigorous sub-surface nitrogen sparging. Pd(OAc)2 (1.14 g, 5.1 mmoi) was weighed out and added, the tube was sealed under nitrogen, and the reaction was heated oyernight at 110 c. This was then filtered with water and ethyi acetate washings. The combined washings were treated with saturated aqueous NaHcO3 and the iayers were separated. The aqueous was extracted 4 more times with ethyi acetate, and the combined organie iayer was washed twice with brine and dried oyer sodium suifate. After filtration, concentration, and drying on the high yacuum, 7.65 g was obtained of 5-amino-2- cyciopropyibenzonitriie containing tricyciohexyiphosphine deriyed byproducts. This was used without further purification.

The synthetic route of 5-Amino-2-bromobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; MCMURTRIE, Darren; KOLLURI, Rao; MASUDA, Esteban; TSO, Kin; ALVAREZ, Salvador; HECKRODT, Thilo; HOLLAND, Sacha; KELLEY, Ryan; DUNCTON, Matthew; SINGH, Rajinder; WO2014/89112; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 17417-09-3, These common heterocyclic compound, 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, 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.

Step-1: 2-Fluoro-5-nitrobenzonitrile (1.4g, 1.0 eq, 8.4 mmol) was taken in annhydrous DMF (10 mL). Secondary amine (1.2 eq, 10.12 mmol) was added to the above solution followed by the addition of K2C03 (3.5g, 3.0eq, 25.3 mmol). The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was diluted with EtOAc (100 mL) and partitioned with water (100 mL). Organic layers were separated and the aqueous layers were washed with EtOAc (1 x 50 mL). The combined oragnic layers were washed with aqueous staurated NaHC03 solution (100 mL) and dried over Na2S04. Organic layers were concentrated under reduced pressure to leave a crude mixture. The mixture was purified by column chromatography on silica gel (ISCO System) using EtOAc / Hexane (gradient system from 0: 1 to 2:8) as eluent to give the product as a solid. 2-(4-(Methylsulfonyl)piperazin-l-yl)-5-nitrobenzonitrile: Synthesized as described in Step-1. Yield = 73%, 1H NMR (300 MHz, CDC13) delta 8.43 (d, J = 2.1 Hz, 1H), 8.27 (dd, J = 9.3, 2.7 Hz, 1H), 6.98 (d, J = 9.3 Hz, 1H), 3.59 – 3.48 (m, 4H), 2.68 – 2.57 (m, 4H), 2.38 (s, 3H); LCMS (m z): 311 (M+H)+.

Statistics shows that 2-Fluoro-5-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 17417-09-3.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; DUNCTON, Matthew; ZHANG, Jing; ALVAREZ, Salvador; TSO, Kin; HOLLAND, Sacha; YEN, Rose; KOLLURI, Rao; HECKRODT, Thilo; CHEN, Yan; MASUDA, Esteban; LI, Hui; PAYAN, Donald G.; KELLEY, Ryan; WO2013/152198; (2013); 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. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3ClFN

4-Chloro-2-fluoro-benzonitrile (8.0 g, 50.4 mmol), NaHS^FbO (50.4 mmol, 4.006 g) and DMF (30 mL) were stirred on an ice bath for 1 h. The mixture was partitioned between diethyl ether and HC1 (0.5 M), the organic phase was then extracted with NaOH (2 M, 50 ml) and the aqueous phase was concentrated a little, then acidified with HC1 which gave a precipitate that was isolated and dried to afford the title compound (5.1 g, 59 %). ‘H NMR (400 MHz, Chloroform-^) d 7.53 (d, j= 8.4 Hz, 1H), 7.43 (d, j= 1.7 Hz, 1H), 7.22 (dd, j= 8.4, 1.8 Hz, 1H), 4.15 (s, 1H).

The synthetic route of 57381-51-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALECTO BIOTECH AB; ZETTERBERG, Fredrik; (118 pag.)WO2019/137971; (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. 1000339-52-5, name is 3-Fluoro-2-nitrobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Synthesis of 3-((3,5-dimethylphenyl)amino)-2-nitrobenzonitrile To 3,5-dimethylaniline (3.9 g, 32.2 mmol) in THF (90 mL) was added sodium hydride (95% in mineral oil, 1.23 g, 48.9 mmol) and stirred for 1 hour. 3-Fluoro-2-nitrobenzonitrile (4.3 g, 25.9 mmol) was added and the reaction mixture was heated to reflux for about 16 hours. Reaction mixture cooled to room temperature, then water was added and filtered through silica gel, washed with 5% THF in hexane and concentrated in vacuo. The crude mixture was purified by flash column chromatography with 10% THF in hexane to give orange powder which was recrystallised with 10% 1,2-dimethoxyethane in hexane to give 3-((3,5-dimethylphenyl)amino)-2-nitrobenzonitrile (3.8 g, 55% yield) as an orange powder.

The synthetic route of 1000339-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universal Display Corporation; KWONG, Raymond; LAM, Sze Kui; LAM, Siu Tung; TSANG, Kit Yee; LEE, Chi Hang; SZIGETHY, Geza; (159 pag.)US2016/218303; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 139152-08-2, name is 4,5-Dichlorophthalonitrile, 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. Quality Control of 4,5-Dichlorophthalonitrile

Compound 2 (1.5 g, 6.1 mmol) was dissolved in 40 mL anhydrous DMF. Anhydrous CsF (1.9 g, 12.2 mmol) was then added to the solution and the mixture was allowed to stir for 10 min at room temperature. A solution of 4,5-dichlorophthalonitrile (1.0 g, 5.1 mmol) in 10 mL anhydrous DMF was then added and the reaction mixture was stirred for 24 hrs at room temperature. After completion, the salt was filtered out using Buchner funnel and the crude mixture was diluted in 100 mL water and extracted with DCM (2¡Á50 mL). DCM was then concentrated under reduced pressure and the crude material was purified by column chromatography using (2:8) EtOAc/hexane solvent system as an eluent to obtain the desired product 5 as a white solid in 1.7 g (85% yield); mp is 106.2 C. Elemental analysis calculated (%) for C23H17ClN2O3: C, 68.23; H, 4.23; N, 6.92. Found: C, 68.03; H, 4.22; N, 6.78; FT-IR, numax/cm-1 3297.68, 2883.06, 2611.14, 2232.20; 1H-NMR (600 MHz, DMSO-d6, 25 0C): delta=2.38 (s, 3H), 3.33 (t, J=2.3 Hz, 2H), 4.02 (t, J=2.3 Hz, 4H), 4.32 (dd, J=10.9, 35.0 Hz, 4H), 7.09 (s, 1H), 7.35 (s, 2H), 8.47 (s, 1H); 13C-NMR (150 MHz, DMSO-d6, 25 0C): delta=20.5, 57.7, 77.2, 79.5, 108.5, 114.8, 114.9, 115.0, 119.9, 126.8, 130.0, 131.4, 135.6, 136.4, 146.6, 157.6; HRMS [M]+ calcd for C23H7ClN2O3: 404.0928, found: 404.0922.

The synthetic route of 4,5-Dichlorophthalonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KUWAIT UNIVERSITY; MAKHSEED, SAAD A.; HUSAIN, ALI A.; GANESAN, ASAITHAMPI; DURMUS, MAHMUT; US2020/102267; (2020); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile, 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. SDS of cas: 118431-88-2

EXAMPLE 8 Into a glass flask having an internal volume of 50 mL, equipped with a stirring apparatus, a thermometer, a reflux condenser and a Dean-Stark apparatus, 10.72 g (6.6 mmol) of 3-cyclopropyl-3-oxopropanenitrile, 1.92 g (6.0 mmol) of 2-amino-4′-fluorobenzophenone methanesulfonate having a purity of 97.3% and 10 mL of toluene were put in an atmosphere of nitrogen, and reaction was carried out under at 110C for 2 hours while distilling off the formed water. After completion of the reaction, the reaction liquid was cooled to room temperature, 7.0 mL (7.0 mmol) of a 1 mol/L sodium hydroxide aqueous solution was added thereto to make the reaction liquid basic, followed by liquid separation, and the obtained organic layer was analyzed by high performance liquid chromatography (absolute quantitative analysis), whereupon 1.57 g (yield: 91%) of 2-cyclopropyl-4-(4′-fluorophenyl)quinoline-3-carbonitrile was formed.

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

Reference:
Patent; Nissan Chemical Industries, Ltd.; EP1361215; (2003); 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. 621-03-4, name is 2-Cyano-N-phenylacetamide, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

General procedure: To a well-stirred solution of 2-cyano-N-(methyl)acetamide (10 g, 102 mmol) in dry DMF (154 ml) was added crushed potassium fluoride (118 g, 2040 mmol) and the reaction mixture was cooled to 0C. Carbon disulphide (7.4 ml, 122.4 mmol) was carefully added and the resultant yellow mixture was stirred for 30 min at the same temperature. Methyl iodide (12.7 ml, 204 mmol) was then added drop-wise over 5 min. After stirring for 1 h at 0 C, the mixture was stirred at room temperature for 12 h. The mixture was then diluted with ice-cold water and the precipitated ketene dithioacetal was collected by filtration. The crude product was purified by recrystallisation from a mixture of ethyl acetate and petroleum ether to yield 18.3 g (89%) of the product as yellow solid

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; Kumar, Sukeerthi; Thakur, Rajni R.; Margal, Sanjay R.; Thomas, Abraham; Tetrahedron; vol. 69; 25; (2013); p. 5112 – 5118;,
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. 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 501-00-8

CHART B, Preparation of the amine used in Chart B, Step B-2. A stirred suspension of freshly washed and dried sodium hydride (50% by wt, 9.59 g, 200 mmol) in dry dimethyl sulfoxide (75 mL) under N2 is cooled to 0 C. A mixture of 3-fluorophenylacetonitrile (8.6 mL, 74.0 mmol) and 1,3-dibromopropane (8.3 mL, 81.4 mmol) in ether (40 mL) is then added dropwise over 35 minutes, via cannula. The resulting orange-red mixture is allowed to stir at 20-25 C. overnight. The thick reaction mixture is cooled to 0 C. and treated with isopropanol (4 mL). After stirring for 15 minutes, water (64 mL) is added in 10 mL increments and the phases are separated. The aqueous layer is extracted with ether (4*100 mL). The combined organics are washed with water (3*100mL), brine (1*100 mL), dried (MgSO4), filtered and concentrated. The product is distilled at 95 C. (1.0 torr) to afford 7.41 g of 1-(3-fluorophenyl)cyclobutanecarbonitrile. 1 H NMR (CDCl3) delta7.39 (m, 1 H), 7.19 (m, 1 H), 7.13 (m, 1 H), 7.05 (m, 1 H), 2.81 (m, 2 H), 2.60 (m, 4 H), 2.50 (m, 1 H), 2.12 (m, 1 H); 13 C NMR (CDCl3) delta164.6, 161.3, 142.2, 130.6, 130.5, 123.8, 121.37, 121.32, 115.0, 114.7, 113.0, 112.7, 77.2, 40.9, 39.9, 34.6, 17.0.

The synthetic route of 501-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Upjohn Company; US5525742; (1996); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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: 1080-74-6

General procedure: A mixture of dye 6 (1.18 g, 3 mmol) and indandione (0.438 g,3 mmol) or malononitrile (0.198 g, 3 mmol) or 3-dicyanovinylindan-1-one (0.582 g, 3 mmol) in basic ethanol solution (7 ml) was stirredat room temperature overnight, filtered off and purified by columnchromatography on silica gel using CHCl3 as the eluent, affordingdyes a or b or c, respectively Yield: 66.6%. Mp 208e210 C. 1H NMR (600 MHz, CDCl3) 1.31 (t,6H, J ? 7.2 Hz, N(CH2CH3)2), 3.56 (q, 4H, J ? 7.2 Hz, N(CH2CH3)), 3.92(s, 3H, OCH3), 6.78 (d, 2H, J ? 9.6 Hz, AreH), 7.08 (d, 2H, J ? 7.2 Hz,AreH), 7.76 (m, 4H, AreH), 7.93 (d, 1H, J ? 7.2 Hz, AreH), 8.03 (m,2H, AreH), 8.66 (d, 1H, J ? 7.8 Hz, AreH), 8.75 (s, 1H, CH]C). 13CNMR (125 MHz, CDCl3) d 12.80, 45.42, 55.49, 69.77, 113.90, 114.44,114.78, 123.85, 125.11, 125.80, 126.01, 132.47, 134.36, 135.15, 136.96,138.06, 139.94, 143.91, 153.39, 160.77, 161.68, 170.58, 183.00, 188.07.IR n/cm 1 2211, 1746, 1697, 1595, 1519, 1214, 1102, 1065. HRMS calcdfor C33H26N6O2S: 570.68. Found: 570.95.

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; El-Shishtawy, Reda M.; Al-Amshany, Zahra M.; Asiri, Abdullah M.; Borbone, Fabio; Tuzi, Angela; Roviello, Antonio; Barsella, Alberto; Dyes and Pigments; vol. 96; 1; (2013); p. 45 – 51,7;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts