Tag: M.W=100-200

Application of 2920-38-9, 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. 2920-38-9, name is [1,1′-Biphenyl]-4-carbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Benzonitrile 1a (103 mg, 1.0 mmol) and WEPPA (2.0 mL) were added into a 10-mL closed tubewith a stir bar. Then the reaction was stirred in a closed vessel synthesis reactor at 150 C for 0.5 h.After cooling to ambient temperature, the resulting precipitate was collected by filtration, washed withice water, and further dried in a vacuum drying oven. The filtrate was evaporated under reducedpressure. The resultant residue was purified by silica gel column chromatography (eluent: petroleumether (35-60 C)/EtOAc = 2:1 to 0:1, v/v). Finally, these two parts were combined to produce the desiredbenzamide 2a with a 94% yield.

The synthetic route of [1,1′-Biphenyl]-4-carbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sun, Yajun; Jin, Weiwei; Liu, Chenjiang; Molecules; vol. 24; 21; (2019);,
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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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H6F3N

To a suspension of NaH (8.18 g, 135.13 mmol, 60%) in dimethyl sulfoxide (100 mL) were added dropwise a mixture of (4-trifluoromethyl-phenyl)-acetonitrile (236) (25 g, 135.13 mmol) and 1,4-dibromobutane (16 mL, 135.13 mmol) dissolved in dimethyl sulfoxide:ether (1:1) (300 mL) at 0 C. and the reaction mixture was stirred at this temperature for 2 h. After completion of the reaction, water (100 mL) and 10% HCl solution (50 mL) were added to the mixture and extracted with ethyl acetate (2¡Á400 ml). The organic layer was dried over Na2SO4, concentrated and purified by 100-200 silica column chromatography using hexane as the eluent to give 1-(4-trifluoromethyl-phenyl)-cyclopentanecarbonitrile (237) (21 g, 65%) as a colorless liquid. [0908] GC-MS: 239 (M/H).

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 2338-75-2.

Reference:
Patent; Wolkerstorfer, Andrea; Szolar, Oliver; Handler, Norbert; Buschmann, Helmut; Cusack, Stephen; Smith, Mark; So, Sung-Sau; Hawley, Ronald Charles; Sidduri, Achyutharao; Zhang, Zhuming; US2014/194431; (2014); A1;,
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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. 327-74-2, name is 2-Amino-5-cyanobenzotrifluoride, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H5F3N2

General procedure: A solution of NaHCO3 (0.82 g) in distilled water (4 mL) was stirred for 10 minutes and to it was added DCM (4 mL) followed by the different aniline 7-10, 53 (2.4mmol). The reaction mixture was cooled to 0 C, thiophosgene (0.3 mL, 3.7 mmol) was added dropwise over 10 minutes and the reaction was then stirred at r.t. o.n. The mixture was then diluted with DCM (20 mL), washed with brine (20 mL), the organic layer was dried over Na2SO4 and concentrated to dryness. Aniline 9 (4.9 mmol) was dissolved in 9 mL toluene. Thiophosgene (10.67 mmol) was added dropwise and the mixture was stirred at 75 C for five days. Obtained in99% yield as a brown wax

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; Bassetto, Marcella; Ferla, Salvatore; Pertusati, Fabrizio; Kandil, Sahar; Westwell, Andrew D.; Brancale, Andrea; McGuigan, Christopher; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 230 – 243;,
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Some common heterocyclic compound, 403-54-3, name is 3-Fluorobenzonitrile, molecular formula is C7H4FN, 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. COA of Formula: C7H4FN

To a mixture of 3-fluoro- benzonitrile 43b (1.0 g, 8. 25 MMOL) and K2CO3 (2.27 mg, 16.51 MMOL) in dimethyl sulfoxide (7 mL) was added 1-benzyl piperazine (2. 14 mL, 12. 38 MMOL) and the reaction continued as described above to afford amine 199 g of 49b in 87% YIELDS. 1H-NMR (500 MHz, CDCI3) : 2. 65 (4Hs, t, J = 5.12 Hz), 3.27 (4Hs, t, J = 5.12 Hz), 3.61 (2Hs, s), 7.11-7. 15 (3Hs, m), 7.31-7. 41 (6Hs, m); ESI- MASS: 300.5 (M+23).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 403-54-3, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; COLORADO STATE UNIVERSITY RESEARCH FOUNDATION; WO2005/7625; (2005); A2;,
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1194-65-6, name is 2,6-Dichlorobenzonitrile, 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. Product Details of 1194-65-6

To a solution of Bis(l,5-cyclooctadiene)dimethoxydiiridium (35 mg) in hexane (10 ml) under argon was added 4,4′-Di-tert-butyl-2,2′-bipyridine (1 lOmg). To this dark brown suspension was added pinacol diborane (2.23 g) and the solution was stirred at room temperature for 5 min. To this solution was added 2,6-Dichloro-benzonitrile (1 g) and the mixture was heated at 50C for 22 hours. The solution was then filtered on a Celite pad and the filtrate was concentrated. The residue was then dissolved with ethyl acetate and extracted with saturated ammonium chloride. The organic layer was washed with water, dried over sodium sulfate and concentrated. The residue was used as such in the next reaction.

The synthetic route of 1194-65-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CASSAYRE, Jerome Yves; RENOLD, Peter; EL QACEMI, Myriem; PITTERNA, Thomas; TOUEG, Julie Clementine; WO2011/67272; (2011); A1;,
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Synthetic Route of 67832-11-5, These common heterocyclic compound, 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, 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.

Example 10; 3-(4-(5-(8-Bromo-6-(trifluor omethyl)imidazo [ 1 ,2-a] pyridin-2-yl)- 1 ,2,4-oxadiazol-3-yl)-3- methylphenyl) butanoic acid[00364] tert-Butyl 3-(4-cyano-3-methylphenyl) but-2-enoate (52).; To a stirred solution of 4-bromo-2-methylbenzonitrile (5.O g, 26 mmol) in dimethylacetamide (50 mL) was added tert-butyi crotonate (4.35 g, 30.6 mmol) and the reaction mixture was degassed with argon. To this solution, Pd(OAc)2 (0.114 g, 0.510 mmol) was added followed by tetraethylammonium chloride (4.22 g, 25.5 mmol) and the reaction was stirred at 1000C for 15 h. After completion, the reaction mixture was quenched with ice cold water and extracted with ether. The combined organic layers were washed with water, saturated NaCl solution, dried over Na2SO4 and concentrated in vacuo. The crude compound was purified by column chromatography to afford the title intermediate 52 as a yellow solid (5.2 g, yield 80%).

Statistics shows that 4-Bromo-2-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 67832-11-5.

Reference:
Patent; EXELIXIS, INC.; CANNE BANNEN, Lynne; CHAN, Diva Sze-ming; GU, Xiao-hui; MAC, Morrison, B.; NG, Stephanie; WANG, Tie-lin; WANG, Yong; XU, Wei; WO2010/65760; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, 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 127946-77-4, Recommanded Product: 127946-77-4

Example 2; Synthesis of N-(1-cyanocyclopropyl)-2(S)-(1-benzenesulfonyliminoethylamino)-3 -(1-methyl-cyclohexyl)propionamide; (table 2, cpd 19); Step 1; To a stirred solution of 2S-fc^butoxycarbonylamino-3-(l-methylcyclohexyl)propionicacid (283 rng, 1.0 mmol) (prepared as described in Reference H except utilizing 1-methylcyclohexanol intead of 1-methylcyclopentanol) and 1-aminocyclopropanecarbonitrileHC1 salt (178 mg, 1.5 mmol) in DMF (5 mL) at room temperature was added HATU (418 mg,1.1 mmol), followed by diisopropyl ethylamine (0.87 mL, 5 mmol). After being stirred at roomtemperature overnight, the reaction mixture was concentrated under reduced pressure and thenpartitioned between ethyl acetate and brine. The combined organic extracts were dried (MgSCX),concentrated under reduced pressure, and the residue was purified by flash chromatography onsilica gel (eluted with 1: 2 EtOAc/ hexanes) to yield [l-(l-cyanocyclopropylcarbamoyl)-25′-(l-methylcyclohexyl)ethyl]-carbamic acid tert-butyl ester (315 mg, 90%).

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, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AXYS PHARMACEUTICALS; WO2004/108661; (2004); A1;,
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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. Quality Control of 2-Amino-5-cyanobenzotrifluoride

i. 4-Dibenzylamino-3-trifluoromethyl-benzonitrile, 2 To a solution of 2-amino-5-cyanobenzotrifluoride (1.0 g, 5.37 mmol, 1 eq) and benzyl bromide (2.55 mL, 21.5 mmol, 4.0 eq) in dry DMF (10 mL) was added at rt NaH (970 mg, 21.5 mmol, 4 eq) portion-wise under Ar (g). The reaction mixture was stirred at rt overnight, and was then partitioned with H2O (30 mL) and extracted with EtOAc (5*20 mL) and CH2Cl2 (20 mL). The combined organic extracts were dried over MgSO4 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 (1.66 g, 85%). 1H NMR (400 MHz, CDCl3) deltaH: 7.95 (d, J=2.0 Hz, 1H), 7.63 (dd, J=8.5, 1.5 Hz, 2H), 7.28-7.34 (m, 6H), 7.20 (d, J=6.5 Hz, 4H), 7.12 (d, J=8.5 Hz, 1H), 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 327-74-2, its application will become more common.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; Shuttleworth, Stephen Joseph; Silva, Franck Alexandre; US2013/109688; (2013); A1;,
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Electric Literature of 1187-42-4,Some common heterocyclic compound, 1187-42-4, name is Diaminomaleonitrile, molecular formula is C4H4N4, 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-[(Benzen-1-yl)methyleneamino]-3-aminomaleonitrile(L) was prepared by a modification of the method described in the literature [18]. To a solution of benzaldehyde (0.500 g,4.71 mmol) in methanol (10 ml), a solution of 2,3-diaminomaleonitrile(0.509 g, 4.71 mmol) in methanol(10 ml) was added dropwise with constant stirring. Theresulting mixture was refluxed at about 80 C for 5 h until completion of the reaction (checked by TLC). The product2-[(benzen-1-yl)methyleneamino]-3-aminomaleonitrile obtained was filtered off and purified by column chromatography(ether:dichloromethane) to afford a yellowish-brown solid.Yield: 0.847 g (84percent); Elemental analyses (C, H and N,wtpercent) Anal. Calc. for C11H8N4: C, 67.3; H, 4.1, N, 28.5;found: C, 67.3; H, 4.09; N, 28.5percent; IR (KBr, m/cm-1): 3404 s,3298w, 2237w, 2204 s, 1605 s; 1HNMR(CDCl3; 300 MHz):d 8.46 (s, 1H, HC=N), d 7.46?7.96 (m, 5H, phenyl), d 7.45 (s,2H,NH2); 13CNMR(CDCl3; 300 MHz): d 156.61(HC=N), d128.99?128.88 (phenyl-C), d 115.84 (CN), d 114.85 (CN), d113.61 (HCNC=C), d 104.65 (CNC=C).

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

Reference:
Article; Devkule; Chavan; Transition Metal Chemistry; vol. 42; 4; (2017); p. 347 – 356;,
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Adding a certain compound to certain chemical reactions, such as: 17626-40-3, name is 3,4-Diaminobenzonitrile, 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 17626-40-3, Safety of 3,4-Diaminobenzonitrile

EXAMPLE 1A: 2-[l-(3-PHENYL-PYRAZrN-2-YL)-PIPERIDrN-4-YL]-lH- BENZOIMIDAZOLE-5-CARBOSTEP 1. TERT-BUTYL 4-(5-CYANO-lH-BENZO[D]IMIDAZOL-2-YL)PIPERIDTNE-l- CARBOXYLATE; [00186] To the solution of piperidine- 1 , 4-dicarboxylic acid mono-tert-butyl ester ( 15 g, 65.5 mmol) in DMF (50 niL) and pyridine (50 niL) was added CDI (10.6 g, 65.5 mmol) at 45 C and the mixture was stirred for another 2h at this temperature. Then 3, 4-diamino-benzonitrile (8.7 g, 65.5 mmol) was added and the mixture was stirred at RT overnight. Solvents were removed in vacuo and the residue was dissolved in HOAc (20 mL) and heated for lh at 100 C. Then the reaction mixture was concentrated and the residue was partitioned between DCM and aqueous of a2C03. The organic layer was dried over Na2S04 and concentrated to give the crude product which was purified by column chromatography (ethyl acetate: petroleum ether=l :2) to give the compound tert-butyl 4-(5-cyano-lH-benzo[d]imidazol-2-yl)piperidine-l-carboxylate (8 g, 65%) as pale solid.

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, 3,4-Diaminobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; ANDREWS, Kristin L.; FROHN, Michael J.; HARRINGTON, Paul E.; PICKRELL, Alexander J.; RZASA, Robert M.; WO2011/143129; (2011); A1;,
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