Tag: M.W=100-200

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. 766-84-7, name is 3-Chlorobenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 3-Chlorobenzonitrile

EXAMPLE 13; 5-(1-chloroethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole; (i) 3-chloro-N’-hydroxybenzenecarboximidamide; Sodium hydroxide (8.2 g in 50 mL water) and hydroxylamine hydrochloride (16 g in 20 mL water) were added to a solution of 3-chloro-benzonitrile (28 g, 203.5 mmol) at 80 C. in ethanol (50 mL). The resulting mixture was stirred for 2 h. at 80 C. The solvent was removed in vacuo. to afford the title compound (29.82 g, 85.9%). 1H NMR (300 MHz, CDCl3): delta (ppm) 7.65 (s, 1H), 7.52 (d, 1H), 7.41 (d, 1H), 7.35 (t, 1H), 4.86 (br, 2H), 1.68 (br, 1H).

The synthetic route of 766-84-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/37820; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, 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 19924-43-7, category: nitriles-buliding-blocks

Production of l-(3- methoxyphenyl ) cyclopropanecarbonitrile60% Sodium hydride (2.72 g) was suspended in N, N- dimethylformamide (80 mL) and the mixture was cooled to00C. A solution of ( 3-methoxyphenyl) acetonitrile (4.00 g) in N, N-dimethylformamide (20 mL) was added dropwise to the mixture and the mixture was stirred at 00C for 1 hr. 1 , 2-Dibromoethane (3.5 mL) was added dropwise to the reaction mixture, and the mixture was stirred at room temperature for 17 hr. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (hexane : ethyl acetate=100 : 0-?80 : 20 ) to give the title compound (2.76 g) as a yellow oil.1H-NMR (CDCl3) delta: 1.36-1.44 (2H, m) , 1.67-1.75 (2H, m) , 3.81 (3H, s), 6.77-6.89 (3H, m) , 7.21-7.29 (IH, m)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Methoxyphenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/64045; (2007); A1;,
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Application of 60710-80-7, These common heterocyclic compound, 60710-80-7, name is 3-Amino-4-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.

A solution of 4-(pyridin-2-ylmethoxy)benzoyl chloride hydrochloride (644 mg, 2.60 mmol) and 3-amino-4-methylbenzonitrile (515 mg, 3.90 mmol) in pyridine was stirred for 16h. Concentration of the reaction mixture under reduced pressure afforded a crude residue, which was purified using ISCO MPLC (40-100% EtOAc/hexane) to yield the title compound. MS (M+H+) = 344.

Statistics shows that 3-Amino-4-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 60710-80-7.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27746; (2009); A1;,
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Synthetic Route of 77-57-6, 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 77-57-6 as follows.

EXAMPLE 10 N6-((1-Phenylcyclopentyl)methyl)adenosine (1-Phenylcyclopentyl)methylamine is prepared as its hydrochloride salt, m.p. 185-6 C. from 1-phenylcyclopentane carbonitrile as described in Example 11. The above amine hydrochloride (5.0 g, 24 mmol) is reacted with 6-chloropurine riboside (6.8 g, 24 mmol) as described in Example 11 infra to give after column chromatography N6-((1-phenylcyclopentyl)methyl)adenosine (3.80 g, 37%) as a solid white foam m.p. 74-8 C. Found: C, 59.02; H, 5.94; N, 15.25%. C22 H27 N5 O4 calculated requires: C, 62.12; H, 6.35; N, 16.47%. C22 H27 N5 O4 0.25 CHCl3 requires C, 58.69; H, 6.03; N, 15.38%.

According to the analysis of related databases, 77-57-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Warner-Lambert Company; US4755594; (1988); A;,
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Reference of 118431-88-2,Some common heterocyclic compound, 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile, molecular formula is C6H7NO, 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: A solution of 50 mg (0.34 mmol) of 3-oxo-3-phenylpropanenitrile and 11.6 mg (0.36 mmol) of hydrazine and 0.024 mL of acetic acid (0.37 mmol) in 3 mL of anhydrous ethanol was heated at 60 C for 24 hr. The mixture was cooled to ambient temperature and the solvent removed in vacuo. The residue was taken up in ethyl acetate, washed with saturated sodium bicarbonate. The organic layer was washed with brine and dried over MgSO4, filtered and evaporated. The solid residue waswashedwithethyl ether and dried in vacuo to give 45 mg (82%) of 3-phenyl-1H-pyrazol-5-amine.

The synthetic route of 118431-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rana, Sandeep; Sonawane, Yogesh A.; Taylor, Margaret A.; Kizhake, Smitha; Zahid, Muhammad; Natarajan, Amarnath; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3736 – 3740;,
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Electric Literature of 623-00-7, 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. 623-00-7, name is 4-Bromobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a 25mL round bottom flask containing 5mL of ethyleneglycol, aryl halide (1 equiv), trimethoxyphenylsilane (1.5equiv), NaOH (3 equiv) and Pd NPs (0.2mol%) were takenand stirred at 100C for required time. The reaction masswas cooled to room temperature after reaction completion(as monitored by TLC), followed by the recovery of Pd NPsby centrifugation at 6000rpm for 30min. The product wasthen extracted using dichloromethane (2 ¡Á 20mL) and subjectedto water wash (1 ¡Á 20mL) and brine wash (1 ¡Á 20mL)followed by drying of the organic layer over Na2SO4.Thedried organic layer was concentrated in vacuo, and the productwas purified by column chromatography using n-hexaneand ethyl acetate as eluents to aford the corresponding productsin good to excellent yields. All the coupled productswere known molecules and were confirmed by comparingthe melting point, 1H NMR and LC-MS data with authenticsamples (see Supporting Information for details).

The chemical industry reduces the impact on the environment during synthesis 4-Bromobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Kandathil, Vishal; Dateer, Ramesh B.; Sasidhar; Patil, Shivaputra A.; Patil, Siddappa A.; Catalysis Letters; vol. 148; 6; (2018); p. 1562 – 1578;,
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Adding a certain compound to certain chemical reactions, such as: 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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 654-70-6, Product Details of 654-70-6

Compound 62 is prepared as in Example 4, followed by epoxidation to yield compound 65 as presented in Figure IF. An opening of the epoxide ring with 4-cyano-3-trifluoromethyl-aniline yields compound XXXVI, as presented in Figure IF.

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-Cyano-3-trifluoromethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OSURF (OHIO STATE UNIVERSITY RESEARCH FOUNDATION); UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; WO2008/11072; (2008); A2;,
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Application of 96784-54-2, These common heterocyclic compound, 96784-54-2, name is 3-Methyl-4-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.

To a stirring 100 mL solution of THF at room temperature, added 9.89 g (61 mmol, 1 eq) of the benzonitrile. Then added 1 g palladium over 10% carbon. Then added 25 mL of methanol. The system was then put under 50 psi of pressure in a hydrogenator. After no more hydrogen consumption was observed, the reaction was stopped and filtered over celite. Performed column chromatography using 1:1 hexane:dichloromethane as the mobile phase. Obtained 7.5 g of a beige powder. Yield was 93%. 1H-NMR (DMSO): delta 2.27 (3H, s), 6.06 (2H, s), 6.41 (1H, d), 6.46 (1H, s), 7.30 (1H, d).

Statistics shows that 3-Methyl-4-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 96784-54-2.

Reference:
Patent; NITTO DENKO CORPORATION; Gu, Tao; Rachwal, Bogumila; Siddiqui, Ozair; Rachwal, Stanislaw; Kitahara, Isamu; Simavoryan, Sergey; Wang, Peng; Yamamoto, Michiharu; (44 pag.)US2017/44373; (2017); A1;,
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Application of 3672-47-7, A common heterocyclic compound, 3672-47-7, name is 3-(4-Methoxyphenyl)-3-oxopropanenitrile, molecular formula is C10H9NO2, 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.

General procedure: The enzymatic reaction was performed biotransformations at 25mL-scale, using an enzyme-coupled system (glucose and glucose dehydrogenase from Bacillus megaterium) for cofactor recycling. Biotransformations were carried out by addition of 10mM substrate dissolved in 250muL of DMSO, 0.1mM NADP+, KRED1-Pglu (20mU/mL), GDH (1U/mL), glucose 40mM in Tris/HCl buffer pH 8.0 (0.05M, 25mL) at 30C. Biotransformations of 1k-n were also performed also in acetate buffer (NaAB 0.1M, pH 5.0). The reaction mixture was kept under stirring at 30C until completion and then extracted with 20mL of EtOAc; the aqueous phase was extracted twice more with 15mL of EtOAc. The organic phases were collected and dried over Na2SO4 and the solvent was evaporated. The crude residue was purified by flash chromatography.

The synthetic route of 3672-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Contente, Martina L.; Serra, Immacolata; Molinari, Francesco; Gandolfi, Raffaella; Pinto, Andrea; Romano, Diego; Tetrahedron; vol. 72; 27-28; (2016); p. 3974 – 3979;,
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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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 6136-93-2

In a round bottom flask, ammonium sulfide (44 wt% in H2O, 17.4 mL, 112 mmol) was added to a solution of diethoxyacetonitrile (6) (11.1 mL, 80.0 mmol) in MeOH (770 mL). The mixture was stirred at room temperature for 22 h. The solvent was evaporated under reduced pressure to afford thioamide 7 (13.0 g, quantitative yield) as a pale yellow solid. TLC: Rf 0.63 (1:1 hexane/EtOAc). Mp: 87.5-89.5 C (lit.81-82 C). IR (KBr, film): 3370,3182, 2975, 1124, 1064 cm1. 1H NMR (400 MHz, CDCl3): d 7.86(br s, 1H), 7.52 (br s, 1H), 5.05 (s, 1H), 3.74 (dq, 2H, J = 9.6,7.2 Hz), 3.64 (dq, 2H, J = 9.6, 7.2 Hz), 1.26 (t, 6H, J = 7.2 Hz).13C NMR (100 MHz, CDCl3): d 202.2, 103.2, 63.1, 15.2. HRMS (ESI)m/z calculated for C6H13NO2S 163.0667, found 163.0664.

According to the analysis of related databases, 6136-93-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Park, Yunjeong; Bae, Song Yi; Hah, Jung-Mi; Lee, Sang Kook; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6827 – 6843;,
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