Category: nitriles-buliding-blocks

Some common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, molecular formula is C8H8N2, 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. HPLC of Formula: C8H8N2

General procedure: To a solution of benzylamine (0.6 mmol), indole (1.0 mmol) and CuI (0.1 mmol ) in CH3CN (1 mL) was added TEMPO (0.15 mmol) under atmosphere and the mixture was stirred at room temperature for overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluent: EtOAc/PE = 1:4) to yield the corresponding product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10406-25-4, its application will become more common.

Reference:
Article; Liao, Meixiang; Zhang, Xiaoyun; Yue, Pengfei; Synthetic Communications; vol. 48; 13; (2018); p. 1694 – 1700;,
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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. 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H3FN2O2

4-Fluoro-3-nitrobenzonitrile (1) (2 g, 0.012 mol) in ethyl acetate(50 mL) was supplemented with stannous chloride (11.4 g,0.06 mol). The reaction mixture was stirred for 30 min and then a saturated solution of sodium hydrogenocarbonate (100 mL) was added. This mixture was treated with ethyl acetate (300 mL) andthe aqueous layer was separated. The ethyl acetate layer was evaporated under reduced pressure. The crude product was dissolved in methanol, and ice was added; the resulting precipitate was collected by filtration (Yield: 30e60%).

The synthetic route of 1009-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bambi-Nyanguile, Sylvie-Mireille; Hanson, Julien; Ooms, Annie; Alpan, Lutfiye; Kolh, Philippe; Dogne, Jean-Michel; Pirotte, Bernard; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 32 – 40;,
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Synthetic Route of 3215-64-3,Some common heterocyclic compound, 3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile, molecular formula is C8H5Cl2N, 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 17 6-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]-pyrimidin-7-ylideneamine Powdered potassium carbonate (0.8 g; 5.8 mmol) was added to a solution of 0.220 g (1.2 mmol) of the aldehyde from Example 18 and 0.235 g (1.26 mmol) (ca. 5% excess) of 2,6-dichlorophenylacetonitrile in 2.0 mL of dimethylformamide. The mixture was heated with stirring at 125 C. for 6 hours. Ethyl acetate (5 mL) was added to the cooled mixture, and the solids were filtered and washed with ethyl acetate. The filtrate was concentrated under reduced pressure. The residual gum was triturated with 10 mL of water, and the resulting solid was filtered, washed well with water, and dried. This crude material was chromatographed by placing a chloroform solution on a silica gel column wet with chloroform. The column was eluted with 1:1 (v/v) hexane:ethyl acetate, collecting the fractions that contain the Rf 0.25 spot on tlc (1:1 hexane:ethyl acetate). Evaporation of the solvents gave a solid. The solid product was dissolved in about 0.5 mL of methylene chloride. Crystals develop. Petroleum ether (ca. 2 mL) was added, and the crystals were filtered to provide 0.168 g (40%) of 6-(2,6-dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine, mp 198-200 C. Mass spectrum (CI) 351 (M+1). Analysis calculated for C15 H12 Cl2 N4 S: C, 51.29; H, 3.44; N, 15.95. Found: C, 51.31; H, 3.41; N, 15.73.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2,6-Dichlorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Warner-Lambert Company; US5945422; (1999); A;,
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Adding a certain compound to certain chemical reactions, such as: 3215-64-3, name is 2-(2,6-Dichlorophenyl)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 3215-64-3, SDS of cas: 3215-64-3

The compound 2 – (2, 6 – dichlorophenyl) b nitrile (3.06 g, 16.4 mmol) dissolved in DMF (60 ml) in, then added to the reaction solution in the t – BuOK (1.84 g, 16.4 mmol), heating to 50 C, stirring reaction for 50 minutes, then slowly added to the reaction solution in 5 – bromo -1 – (phenyl-sulfonyl) – 1H – pyrrolo [2, 3 – b] pyridine -3 – formaldehyde (5 g, 13.7 mmol) in DMF (100 ml) solution, 1.5 hours after the completion of the dropping, the reaction solution in 50 C stirring overnight, then cooling to room temperature, the addition of water (20 ml) quenching the reaction, concentrated under reduced pressure, then adding EtOAc (200 ml) and water (100 ml) diluted residue, for a mixture of EtOAc (100 mLx 3) extraction, the combined organic phase for salt water (200 ml) washing, anhydrous Na2 SO4 Drying, concentrated under reduced pressure, the residue by silica gel column chromatography (PE/EtOAc (v/v)=4/1) to obtain the title compound (1 a and 1 b of the mixture) as a yellow solid (1.26 g, 24%).

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-(2,6-Dichlorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; (88 pag.)CN104119331; (2018); B;,
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Reference of 1247885-40-0, These common heterocyclic compound, 1247885-40-0, name is 2,3-Difluoro-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.

A solution of 2,3-difluoro-5-nitrobenzonitrile (35 mg, 0.19 mmol) in acetonitrile (2 mL) was cooled to 00C. Acetic acid (228 mg, 3.80 mmol) and iron filings (75 mg, 1.33 mmol) were added, and the mixture was stirred at room temperature for 2 h. The reaction mixture was filtered and the filtrate was concentrated to give the crude product which was purified by prep-TLC (PE : EA = 2 : 1) to give the title compound as a yellow solid. (14 mg, 48%); LC/MS: m/e = 155 (M+H)+.

Statistics shows that 2,3-Difluoro-5-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 1247885-40-0.

Reference:
Patent; SEPRACOR INC.; BURDI, Douglas; SPEAR, Kerry, L.; HARDY, Larry, Wendell; WO2010/114971; (2010); 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. 33143-29-2, name is 2,2-Dimethyl-2H-chromene-6-carbonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C12H11NO

To a stirred solution of 1 (0.8 g, 4.3 mmol), NMO (2.9 g, 21.6 mmol) and (S,S)-Jacobsen catalyst (0.06 g, 0.10 mmol) in CH2Cl2 (30 mL) was added m-CPBA (1.5 g, 8.6 mmol) over 30 min at 0 C under N2 atmosphere. The resulting mixture was stirred for 4 h at room temperature. The reaction mixture was diluted with Et2O (50 mL), and quenched with 5% H2SO4 in H2O (7.5 mL). The aqueous phase was extracted with EtOAc (30 mL x 3). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (n-hexane/EtOAc = 6:1) to afford 11 0.82g (4.1 mmol, 94%) as white solid. Rf = 0.60 (n-hexane/EtOAc = 3:1); mp = 142-144 oC; [alpha]D25 = -97.9 (c 0.1, MeOH); IR (neat) nu 2980, 2226, 1615, 1579, 1490, 1466, 1371, 1347, 1279, 1238, 1209, 1155, 1131, 1106, 1045, 955, 911, 866, 808 cm-1; 1H NMR (400 MHz, CDCl3) delta 7.66 (d, J = 2.0 Hz, 1H), 7.53 (dd, J = 8.5, 2.0 Hz, 1H), 6.87 (d, J = 8.5 Hz, 1H), 3.92 (d, J = 4.3 Hz, 1H), 3.54 (d, J = 4.4 Hz, 1H), 1.60 (s, 3H), 1.30 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 156.5, 134.4, 133.8, 121.1, 119.0, 118.7, 104.3, 74.6, 62.3, 49.9, 25.5, 23.0; HRMS (ESI) calcd for C12H12NO2 [M+H]+ 202.0867, found 202.0861; HPLC (Daicel OD-RH column, n-Hexane:Isopropylalcohol = 95:5, 0.5 ml/min, 254nm) Rt (major) = 18.19 min, Rt (minor) = 20.00; ee = 91%.

The synthetic route of 33143-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ma, Sang-Ho; Kim, Yeon Su; Jung, Jun Min; Boggu, Pulla Reddy; Kim, Seung Chan; Kim, In Su; Jung, Young Hoon; Tetrahedron Letters; vol. 61; 5; (2020);,
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Synthetic Route of 79463-77-7, These common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, 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.

Diphenyl N-cyanocarbonimidate [79463-77-7] (200 mg, 0.81 mmol, 97 mass%) and 4- aminomorpholine [4319-49-7] (100 mg, 0.98 mmol) were dissolved in DCM (2 mL) and 2-propanol (1.57 g, 26.1 mmol) and DIPEA (159 mg, 1.22 mmol) were added. The reaction mixture was stirred at r.t. for ~1 h before concentrating in vacuo. The crude residue was purified by flash column chromatography on silica (gradient elution with 15-100% EtOAc/hexane) to afford the title compound (170 mg, 85%) as a white solid. dH (300 MHz, DMSO -d6) 10.39 (s, 1H), 7.42 (t, J 7.8 Hz, 2H), 7.28 (t, J 7.4 Hz, 1H), 7.23 – 7.08 (m, 2H), 3.68 (s, 4H), 2.89 (s, 4H). INTERMEDIATES 222 and 223

Statistics shows that Diphenyl N-cyanocarbonimidate is playing an increasingly important role. we look forward to future research findings about 79463-77-7.

Reference:
Patent; UCB BIOPHARMA SRL; CHOVATIA, Prafulkumar Tulshibhai; CONNELLY, Rickki Lee; FRANKLIN, Richard Jeremy; HASLETT, Gregory William; HENRY, Alistair James; MADDEN, James; NEUSS, Judi Charlotte; NORMAN, Timothy John; PHILPS, Oliver; PITT, William Ross; RAMPALAKOS, Konstantinos; SELBY, Matthew Duncan; SELVARATNAM, Suganthan; TRANI, Giancarlo; ZHU, Zhaoning; (768 pag.)WO2019/243550; (2019); A1;,
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Application of 2941-29-9,Some common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, 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.

Intermediate PI 03 2-(pyridin-2-yl)-2,4,5.6-tetrahydrocvclopenta[c1pyrazol-3-amine [00485] Step A: Preparation of 2-(2-(pyridin-2-yl)hvdrazono)cyclopentane- carbonitrile: A solution of 2-hydrazinylpyridine (0.200 g, 1.83 mmol) and 2- oxocyclopentanecarbonitrile (0.200 g, 1.83 mmol) in MeOH (9.16 mL) was treated with concentrated HCl (0.764 mL, 9.16 mmol) and refluxed for 16 hours. The reaction mixture was concentrated in vacuo, and then partitioned in water and DCM. After phase-separation, the aqueous layer was washed with DCM, basified (saturated NaHC03, pH 10), and extracted with DCM. The combined organic layers were dried with MgS04, filtered and concentrated. The crude material was purified by silica column chromatography, eluting with 100percent EtOAc to afford the product (0.289 g, 78.6percent yield). MS (apci) m/z = 201.2 (M+H).

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

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BRANDHUBER, Barbara J.; CONDROSKI, Kevin Ronald; HUANG, Lily; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78408; (2014); A1;,
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Synthetic Route of 628-20-6, 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. 628-20-6, name is 4-Chlorobutyronitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 41 5-(3-Chloropropyl)Tetrazole A mixture of 3.5 g of 4-chlorobutyronitrile, 2.3 g of sodium azide and 1.9 g of ammonium chloride in 50 ml of dimethylformamide is stirred at 140 C. for 20 hours. The reaction mixture is poured onto ice, basified with 1N sodium hydroxide and extracted twice with ethyl acetate. The aqueous fraction is acidified with acetic acid and extracted with ethylacetate. Evaporation of the ethyl acetate gives 5-(3-chloropropyl)tetrazole which is used directly in the next step.

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

Reference:
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US5051427; (1991); A;,
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Electric Literature of 159847-81-1, 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 159847-81-1 as follows.

A mixture [OF 4- [ (5-chloro-2, 3-dihydro-1H-indol-1-yl) sulfonyl)] benzoic acid. (0.50 g, 1.49 mmol) and oxalyl chloride (5 mL) in CH2C12 (3mL) was treated with DMF (3 [, L)] and heated to [40 C. AFTER] 2h, the mixture was cooed and concentrated in vacuo to give a yellow semi-solid residue that was dissolved in CH2C12 (2 mL) and pipetted into a mixture of methyl [2-amino-5-cyanoBENZOATE] (0.25 g, 1.40 mmol) in pyridine (5 mL) at [5 C.] The mixture was allowed to stir at room temperature overnight and then concentrated in vacuo. The residue was dissolved in [CH2C12] and aqueous IN CHl.The phases were separated. The organic phase was washed with aqueous 1 N HCl, and H2O, dried [(NA2S04),] and concentrated in vacuo to provide a tan solid that was digested in hot ethanol. The cooled mixture was filtered. The solid was dried in a vacuum oven at [60 C] to give 0.42 g (61 %) of cream solid [PRODUCT. 1H] NMR (400 MHz, DMSO-d6) 8 2.95 (t, 2 H), 3.88 (s, 3 H), 4.01 (t, 2 H), 7.26 [(M,] 2 H), 7.49 (d, [1] H), 8. 12 [(M,] 5 H), 8.37 (s, 1 H), 8.53 (d, [1] H), 11.5 (s, 1 H); MS (ESI-) for [C24HL8CLN305S] [M/Z] 493.9 (M-H)-.

According to the analysis of related databases, 159847-81-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18461; (2004); A2;,
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