Tag: M.W=100-200

Related Products of 1009-35-4, The chemical industry reduces the impact on the environment during synthesis 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

Step l:4-(2-Hydroxy-ethoxy)-3-nitro-benzonitrile (3_28_2) [00222] Sodium (1.038 g, 45.2 mmol) was added to a mixture of ethylene glycol (28.03 g, 0.451 mol) in tetrahydrofuran (20 mL) at room temperature. After all sodium was consumed, 4-fluoro-3-nitro-benzonitrile 3_28_1 (5.0 g, 30.1 mmol) in tetrahydrofuran (10 mL) was added at -10¡ãC and the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was quenched by adding ice- water and neutralized to pH 7 using dilute hydrochloric acid at 0¡ãC. The mixture was extracted with ethyl acetate and the extract was washed with brine, dried over sodium sulfate and concentrated to dryness. The residue was purified by crystallization from ethyl acetate/hexanes to give the desired product (4.45 g, 71 percent yield) as a light yellow solid. [00223] NM (400 MHz, DMSO-d6): delta = 3.60-3.79 (m, 2H), 4.17-4.37 (m, 2H), 4.94 (t, J = 5.3 Hz, 1H), 7.56 (d, J = 8.8 Hz, 1H), 8.09 (dd, J = 8.9, 2.2 Hz, 1H), 8.45 (d, J = 2.0 Hz, 1H). [00224] MS (ES ) m/z: [M-H]’ calcd for C9H7N2O4: 207.18. Found: 206.90.

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

Reference:
Patent; AICURIS GMBH & CO. KG; KLENKE, Burkhard; WIEGAND, Irith; SCHIFFER, Guido; BROETZ-OESTERHELT, Heike; MAITI, Samarendra N.; KHAN, Jehangir; REDDY, Andhe; YANG, Zhixiang; HENA, Mostafa; JIA, Guofeng; LIGONG, Ou; LIANG, Hong; YIP, Judy; GAO, Chuanjun; TAJAMMUL, Sabiha; MOHAMMAD, Rahim; BISWAJEET, Ganguli; WO2013/110643; (2013); A1;,
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13388-75-5, name is 2-(3,5-Dimethoxyphenyl)acetonitrile, 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. Application In Synthesis of 2-(3,5-Dimethoxyphenyl)acetonitrile

A mixture of 3,5-dimethoxyphenyl acetonitrile (10 g, 56.43 mmol) and methyl iodide (10.5 mL) in anhydrous DMF (280 mL) under an argon atmosphere was added dropwise (via cannula) to a solution of sodium hydride (4.06 g, 169.20 mmol) in 30 mL DMF at 0C. The mixture was warmed to room temperature and stirred for 1.5 hours. Upon completion, the reaction mixture was quenched by the addition of saturated aqueous NH4C1 and diluted with diethyl ether. The organic layer was separated and the aqueous phase was extracted with diethyl ether. The combined organic layer was washed with brine and dried (MgS04) and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel (10-30% ethyl acetate in hexanes) to afford 11.3 g (98% yield) of compound 6 as a viscous oil. 1H NMR (500 MHz, CDC13) delta 6.61 (d, J= 2.0 Hz, 2H, 2-H, 6-H, ArH), 6.27 (t, J= 2.0 Hz, 1H, 4-H, ArH), 3.81 (s, 6H, OMe), 1.70 (s, 6H, C(C)2C).

The synthetic route of 13388-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTHEASTERN UNIVERSITY; MAKRIYANNIS, Alexandros; D’SOUZA, Marsha, R.; BAJAJ, Shama; NIKAS, Spyridon, P.; THAKUR, Ganeshsingh, A.; WO2014/62965; (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. 1558-82-3, name is Ethyl N-cyanoacetimidate, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Step F: Preparation of /V-cvaiotaio-/V-(2-(5-(2.5-dinuorophenylV3-f(.S’)-2- ntethoxypropanoyl)-2-phenyl-23-diln dro-1.3.4-thiadiaychi)l-2-yl’)ethyl)acetaniidine: To a solution of ethyl N-cyanoacctimidate (0.025 g, 0.22 mmol) and (2.USD>l-(2-(2-aminoclhyl)-5-(2,5- difluororhohenyl)-2 -phenyl- 1 ,3,4-thiadiazol-3(2//)-yl)-2-mcthoxypropan- 1 -one hydrochloride (0.018 g, 0.038 mmol) in EtOH (0.3 mL) was added diisopropylethylamine (0.033 mL, 0.19 mmol). After stirring at room temperature for 14 hours, the mixture was diluted with 10% Na^CC^ (30 mL) and extracted with dichloromcthanc. The combined organics were dried over Na^SO4, filtered and concentrated under reduced pressure. The residue was chromatographcd (3% McOH in dichloromethane) to provide the product as a mixture of diastereomers (13.0 mg, 73% yield). MS ESI (+) m’z 472 (M+l) detected; 1H NMR (400 MHz, CDCl3) 67.51 (m, 2H).7.37 (m, 6H), 7.33 (m, 4H). 7.16 (m. 4H), 6.93 (br. t, IH, J = 4.7 Hz), 6.73 (br. t, IH, J = 4.7 Hz), 4.73 (m, 2H), 4.00 (m, 2H), 3.45-3.29 (m, 9H), 3.21 (m, I H), 2.82 (m, IH), 2.75 (m, IH), 2.16 (s, 3H), 2.15 (s, 3H), 1.46 (d5 3H,J = 6.3 Hz), 1.43 (d, 3H5 J = 7.0 Hz).

The synthetic route of 1558-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA, INC.; AHRENDT, Kateri; DELISLE, Robert, Kirk; HANS, Jeremy; LYSSIKATOS, Joseph, P.; ROBINSON, John, E.; WALLACE, Eli, M.; ZHAO, Qian; WO2008/42928; (2008); A2;,
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Related Products of 10412-93-8, A common heterocyclic compound, 10412-93-8, name is N-Benzyl-2-cyanoacetamide, molecular formula is C10H10N2O, 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 3 Reaction of 3,4-methylenedioxycinnamaldehyde with 2-benzylamidoacrylonitrile, Knoevenagel Reaction 2.0 g (11.13 mmol) of the product from Example 2 (3,4-methylenedioxycinnamaldehyde), 76.8 g of ethanol (absolute) and 0.1093 g of piperidine were initially introduced into a 250 mL three-necked round-bottomed flask. The suspension was stirred at room temperature for 1 hour to dissolve the crystals. Then, 2.26 g of (cyanoacetyl)benzamide were added to the reaction mixture. This solution was stirred for 6-8 hours, during which a suspension was formed. After 6-8 hours, the suspension was filtered off and the residue (3.4 g of yellow, moist crystals) was washed with a small amount of absolute ethanol. This residue was dried overnight in a drying cabinet at 40 C. and about 20 mbar. Drying gave 2.7 g of (E,E)-2-(benzylamido)-3-(3,4-methylenedioxystyryl)acrylonitrile (yield: 71%) as yellow crystals. The identity and purity were confirmed by means of 1H NMR and HPLC.

The synthetic route of 10412-93-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LymphoSign Inc.; US2005/33090; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, 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 85363-04-8, Application In Synthesis of N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

Boc-amino acetonitrile (1.00 g; 6.40 mmol) was dissolved in methanol (10 mL) and sodium methoxide (0.145 mL 25% in MeOH; 0.64 mmol) was added. The mixture was stirred at 20 C. for 18 hr, and subsequently ammonium chloride (0.34 g; 6.40 mmol) was added, and the mixture was stirred at 20 C. for 3 days. The solution was precipitated in diethyl ether (40 mL), and the precipitate was collected by filtration, washed, and dried to yield the amidine hydrochloride 17.

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, N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KONINKLIJKE PHILIPS N.V.; ROBILLARD, MARC STEFAN; JANSSEN, HENDRICUS MARIE; TEN HOEVE, WOLTER; VERSTEEGEN, RONNY MATHIEU; ROSSIN, RAFFAELLA; (131 pag.)US2016/106859; (2016); A1;,
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Application of 612-24-8, The chemical industry reduces the impact on the environment during synthesis 612-24-8, name is 2-Nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of benzonitriles (2a-p) (0.009 mol), sodium azide (0.009 mol) was dissolved in DIPEAc (5 ml) and allowed to stirr for 30 min at 80 FontWeight=”Bold” FontSize=”10″ C. After completion of the reaction (monitored by thin-layer chromatography, TLC), the reaction mixture was cooled to room temperature and poured on crushed ice. To it 5N HCl (10 mL) was added and stirred vigorously. Otained solid products was filtered and crystallized from ethanol. The synthesized compounds were confirmed by Melting points, IR, 1H and 13C NMR which were in good agreement with those reported in the literature.

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

Reference:
Article; Bhosle, Manisha R.; Shaikh, Dastgir S.; Khillare, Lalit D.; Deshmukh, Amarsinh R.; Mane, Ramrao A.; Synthetic Communications; vol. 47; 7; (2017); p. 695 – 703;,
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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. 329314-68-3, name is 2,4-Difluoro-5-methylbenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H5F2N

Step C – Synthesis of Compound 29C; A solution of compound 29B (1.400 g, 9.154 mmol) and hydrazine (0.700 mL, 22.3 mmol) in isopropyl alcohol (50 mL, 653.1 mmol), was heated to reflux and allowed to stir at this temperature for 24 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo and the residue obtained was purified using flash column chromatography (SiO2, Acetone/Hexanes 0-> 50%) to provide compound 29C (330 mg, 22%).

The synthetic route of 329314-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/32124; (2009); A1;,
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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 57381-56-3 as follows. category: nitriles-buliding-blocks

General procedure: A solution of 2 M Na2CO3 (10 mL) was added under nitrogen to a 2-bromoaniline (10 mmol) in 60 mL dioxane. After 5 min stirring at 75 C, Pd[P(C6H5)3]4 was added followed by (10 mmol) of a 2-cyanophenylboronic acid pinacol ester. The reaction was stirred 8 h at 100 C. After cooling to rt the mixture was vacuum concentrated to half of its initial volume and extracted with CH2Cl2 (30 mL) and water (30 mL). The aqueous phase was extracted with CH2Cl2 (3¡Á20 mL). The combined organic layers were washed with brine, dried over Na2SO4 and evaporated. The solid crystallized upon concentration.

According to the analysis of related databases, 57381-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nguyen, Phuhai; Oumata, Nassima; Soubigou, Flavie; Evrard, Justine; Desban, Nathalie; Lemoine, Pascale; Bouaziz, Serge; Blondel, Marc; Voisset, Cecile; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 363 – 371;,
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Related Products of 139152-08-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 139152-08-2 name is 4,5-Dichlorophthalonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

4,5-Dichlorophthalonitrile (1g, 5.07 mmol) and 1,3-diazido-2-propanol (721 mg, 5.07 mmol) were dissolved in 50 mL anhydrous DMF. After stirring, anhydrous K2CO3 (1.05 g, 7.61 mmol) was added dropwise to solution over 30 minutes with continued stirring. Then the reaction mixture was stirred at 70 C for 72 h under argon atmosphere. After this time, the reaction mixture was cooled to room temperature and poured into ice-water. The formed crude product was filtered, washed with water and dried with vacuo. Then the product was purified by column chromatography on silicagel using hexane-ethyl acetate (60:40) solvent system as eluent (Rf = 0.40). Yield: 1.2 g (78%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,5-Dichlorophthalonitrile, and friends who are interested can also refer to it.

Reference:
Article; Sari, Sait; Durmu?, Mahmut; Bulut, Mustafa; Tetrahedron Letters; vol. 57; 10; (2016); p. 1124 – 1128;,
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654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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: 654-70-6

Step b) To a solution of the acid chloride as prepared in the previous example (2.1 g, 0.0072 moles) in 12 mL of anhydrous toluene is added 0.9 g (0.0072 moles) of DMAP, maintaining the solution at room temperature; the suspension is allowed to react for 10 minutes then 1.15 g (0.0062 moles) of 4-amino-2-trifluoromethylbenzonitrile dissolved in toluene is added and the mixture is heated at 75-80 C (external temperature) for 8-10 hours following the disappearance of the amine by TLC (eluent: ethyl acetate/ toluene 75/25 or CH2Cl2). After cooling to room temperature the solution is diluted with toluene and treated with a 5% solution of HCl, separated and washed with 5% bicarbonate solution. The organic phase is dried and evaporated under reduced pressure. Crude N-[4-cyano-3-(trifluoromethyl)-phenyl-]-3-[4-fluorophenylthio]-2-acetoxy-2-methyl-propionamide is obtained in quantitative yield as shown by HPLC analysis, NMR spectroscopy and TLC.

The synthetic route of 654-70-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cosma S.p.A.; EP1614677; (2006); A2;,
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