Category: 3215-64-3

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, Quality Control of 2-(2,6-Dichlorophenyl)acetonitrile

4-amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (l-2a) (3.1 g, 18 mmol) was dissolved in 40 rtiL anhydrous dimethylformamide and cooled in an ice/methanol bath (-10 C) for 15 minutes under an atmosphere of nitrogen. Sodium hydride (0.73 g, 18 mmol) divided into 5 portions was added over the course of 5 minutes keeping the reaction mixture cooled with stirring. After an additional 5 minutes, a solution of 2,6-dichlorobenzylacetonitrile (1-la) (4.9 g, 27 mmol) in 12 mL anhydrous dimethylformamide was added drop wise via syringe. The resulting mixture was stirred at -10 C for 30 minutes then allowed to warm to room temperature overnight after which time the reaction mixture was cooled in an ice bath and slowly quenched with 50 mL saturated NEUCl. After stirring for 20 minutes the product was extracted into DCM. The combined DCM extracts were dried over MgSCk, filtered, and concentrated under reduced pressure. The residue was re-dissolved in ethyl acetate and washed with brine. The organic layer was filtered through a sintered glass funnel and the filtrate was dried over sodium sulfate, filtered, and concentrated under reduced pressure to dryness. The residue was purified by silica gel chromatography eluting with ethyl acetate/dichloromethane to afford 708 mg (11%) 6-(2,6- dichlorophenyl)-2-methylsulfanyl-pyrido[2,3-d]pyrimidin-7-amine (l-3a). LCMS (ESI):[M+H]? = 336.9

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2,6-Dichlorophenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ACHAOGEN, INC.; COHEN, Frederick; KANE, Timothy Robert; DOZZO, Paola; HILDEBRANDT, Darin James; LINSELL, Martin Sheringham; MACHAJEWSKI, Timothy D.; MCENROE, Glenn A.; (172 pag.)WO2018/23081; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 3215-64-3 as follows. Application In Synthesis of 2-(2,6-Dichlorophenyl)acetonitrile

2-(2,6-dichlorophenyl)acetonitrile (5.581 g, 29.999 mmol) in N,N-dimethylformamide (50 mL) at 0 C then sodium hydride (60.00%, 3.000 g, 74.997 mmol) was added and the mixture was stirred at the same temperature for 30 minutes. To this reaction mixture 1,3-dibromopropane (3.059 mL, 29.999 mmol) was added and further stirred at room temperature for 21 hours. The reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 40 g cartridge; ethyl acetate / hexane = 0% to 50%) and concentrated to give the title compound (2.174 g, 32.0%) as a white solid.

According to the analysis of related databases, 3215-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chong Kun Dang Co., Ltd.; Kim, Yoon Tae; Lee, Chang Sik; Oh, Jung Taek; Song, Hey Sung; Choe, Jin; Lee, Jae Young; (210 pag.)KR2017/43091; (2017); A;,
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. 3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H5Cl2N

A mixture of 6-chloro-4-(ethyl amino) nicotinaldehyde (Scheme 1 compound 6) (1.20 g, 6.52 mmol), 2-(2,6-dichlorophenyl)acetonitrile (1.57 g, 8.47 mmol) and K2C03 (2.70 g, 19.56 mmol) in dry DMF (12 mL) was heated to 100 C under nitrogen atmosphere for 16 h. After TLC showed the starting material was completely consumed, the reaction mixture was cooled to RT, diluted with EtOAc (100 mL), washed with water (2 x 30 mL) and brine (20 mL) then dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with petroleum ether/EtOAc 100/0 gradually increasing to 70/30) to give 7-chloro-3-(2,6-dichlorophenyl)-l-ethyl-l,6-naphthyridin-2(lH)-imine (1.5 g, 45%) as a black gummy solid. 1H NMR (400 MHz, DMSO-d6): delta 8.45 (d, J= 4.7 Hz, 1H), 7.66 (d, J= 8.1 Hz, 2H), 7.56 (t, J= 7.2 Hz, 1H), 7.50 (s, 1H), 7.45 (s, 1H), 6.85 (d, J= 10.0 Hz, 1H), 4.30 (s, 2H), 1.22-1.16 (m, 3H). MS [ESI, MH+] = 352.05.

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:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 3215-64-3, The chemical industry reduces the impact on the environment during synthesis 3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile, I believe this compound will play a more active role in future production and life.

Alternative Conditions. To a solution of sodium (169 mg, 7.35 mmol) dissolved in 2-ethoxyethanol (7.0 mL) was added 2,6-dichlorophenylacetonitrile (1.40 g, 7.53 mmol) and (IV) (502 mg, 3.66 mmol), and the mixture was then stirred at reflux for 30 minutes. The resulting solution was diluted with aqueous NaHCO3 (50 mL) and extracted with EtOAc (3*50 mL). The solvents were removed under reduced pressure, then chromatography of the residue on silica gel, eluding with 2-3% MeOH/CH2 Cl2, gave firstly a mixed fraction, which on crystallisation from CHCl3 /light petroleum gave 2,6-dichlorophenylacetamide (165 mg): mp (MeOH/CH2 Cl2) 211.5-213 C. 1 H NMR [(CD3)2 SO] delta 7.53 (br s, 1H, NH), 7.44 (d, J=8.1 Hz, 2H, H-3,5), 7.30 (dd, J=8.5, 7.6 Hz, 1H, H-4), 7.02 (br s, 1H, NH), 3.77 (s, 2H, CH2). 13 C NMR delta 169.60 (s, CONH2), 135.56 (s, 2 C, C-2,6), 132.67 (s, C-1), 129.22 (d, C-4), 128.09 (d, 2 C, C-3,5), 37.31 (t, CH2). Analysis calculated for C8 H7 Cl2 NO) requires: C, 47.1; H, 3.4; N, 6.9% Found: C, 47.3; H, 3.5; N, 7.1%.

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; Warner-Lambert Company; US6150359; (2000); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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, name: 2-(2,6-Dichlorophenyl)acetonitrile

1.4 6-(2,6-dichlorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7-amine.; 5.47 g of 60% NaH was added over 5 minutes to 21 g of the aldehyde obtained in the preceding step dissolved in 240 ml of DMF cooled to 5 C., then 29.05 g of 2,6-dichlorophenylacetonitrile was added over 20 minutes. Stirring was continued for 30 minutes at 5 C. then overnight at ambient temperature. The reaction medium was cooled to 5 C. and 65 ml of a saturated solution of NH4Cl was added followed by 500 ml of a water/ice mixture; a red precipitate was formed which was filtered, washed twice with water, completely drained, washed with ether using 100 ml of chloroform, then again with ether; after drying, a beige solid was obtained. MP=250-253 C., m=29.92 g. The ether and chloroform wash phases were concentrated to dryness and taken up in a little chloroform to which ether had been added: a second quantity of 3.15 g was obtained. Total m=33.07 g.

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; Sanofi-aventis; US2007/167469; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 3215-64-3, 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 3215-64-3 as follows.

Step 22-Cyano-(2,6-dichlorophenyl)-acetic acid methyl ester: A 500 mL round-bottom flask was charged with absolute methanol (100 mL) and sodium (6.2 g, 269.57 mmol). After all of sodium was dissolved, the mixture was evaporated to dryness. Then, 30 mL tolune was added and the mixture was dried down again by evaperation to give fresh NaOMe. To this was added dimethyl carbonate (300 mL) and 2-(2,6- dichlorophenyl)acetonitrile (25 g, 134.41 mmol). The resulting solution was allowed to reflux for 2 hours. The reaction progress was monitored by TLC (AcOEt: PE=I :4). The mixture was quenched by the addition of of 100 mL ice H2O. Then, the pH was adjusted to ca. 6 by the addition of AcOH . The resulting mixture was then extracted with EtOAc (3 x 100 ml). Combined organic layers were then concentrated down in vacuo to afford a residue that was purified by a column chromatography eluted with a 20:1 PE / AcOEt. This resulted in 27.8 g (85%) of methyl 2-cyano-2-(2,6-dichlorophenyl)acetate as a white solid. This was used for next step without further purification.

According to the analysis of related databases, 3215-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KALYPSYS, INC.; WO2007/15866; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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, Safety of 2-(2,6-Dichlorophenyl)acetonitrile

4-amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (l-2a) (3.1 g, 18 mmol) was dissolved in 40 rtiL anhydrous dimethylformamide and cooled in an ice/methanol bath (-10 C) for 15 minutes under an atmosphere of nitrogen. Sodium hydride (0.73 g, 18 mmol) divided into 5 portions was added over the course of 5 minutes keeping the reaction mixture cooled with stirring. After an additional 5 minutes, a solution of 2,6-dichlorobenzylacetonitrile (1-la) (4.9 g, 27 mmol) in 12 mL anhydrous dimethylformamide was added drop wise via syringe. The resulting mixture was stirred at -10 C for 30 minutes then allowed to warm to room temperature overnight after which time the reaction mixture was cooled in an ice bath and slowly quenched with 50 mL saturated NEUCl. After stirring for 20 minutes the product was extracted into DCM. The combined DCM extracts were dried over MgSCk, filtered, and concentrated under reduced pressure. The residue was re-dissolved in ethyl acetate and washed with brine. The organic layer was filtered through a sintered glass funnel and the filtrate was dried over sodium sulfate, filtered, and concentrated under reduced pressure to dryness. The residue was purified by silica gel chromatography eluting with ethyl acetate/dichloromethane to afford 708 mg (11%) 6-(2,6- dichlorophenyl)-2-methylsulfanyl-pyrido[2,3-d]pyrimidin-7-amine (l-3a). LCMS (ESI):[M+H]? = 336.9

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2,6-Dichlorophenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ACHAOGEN, INC.; COHEN, Frederick; KANE, Timothy Robert; DOZZO, Paola; HILDEBRANDT, Darin James; LINSELL, Martin Sheringham; MACHAJEWSKI, Timothy D.; MCENROE, Glenn A.; (172 pag.)WO2018/23081; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

3215-64-3, name is 2-(2,6-Dichlorophenyl)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. Recommanded Product: 3215-64-3

EXAMPLE 1 2,7-Diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine (Prepared by the method of U.S. Pat. No. 3,534,039). To a solution of sodium 2-ethoxyethoxide prepared from 0.14 g of sodium and 60 mL of 2-ethoxyethanol was added 2.07 g of 2,4-diamino-5-pyrimidinecarboxaldehyde and 2.79 g of 2,6-dichlorophenylacetonitrile. The mixture is heated at reflux for 4 hours, cooled, and the insoluble product washed with diethylether to give 2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine, mp 325-332 C. (MS).

The synthetic route of 3215-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blankley; Clifton John; Doherty; Annette Marian; Hamby; James Marino; Panek; Robert Lee; Schroeder; Mel Conrad; Showalter; Howard Daniel Hollis; Connolly; Cleo; US5733913; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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, Safety of 2-(2,6-Dichlorophenyl)acetonitrile

EXAMPLE 65 6-(2,6-Dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine A quantity of 20 g of powdered anhydrous potassium carbonate was added to a solution of 4.95 g (0.025 mol) of 4-ethylamino-2-methylsulfanylpyrimidine-5-carbaldehyde and 5.25 g (0.028 mol) of 2,6-dichloro-phenylacetonitrile in 50 mL of dimethylformamide. The mixture was heated with stirring in a 130 C. oil bath (pot T=ca. 120 C.) for 16 hours. The mixture was cooled and filtered. The cake was washed with 30 mL of dimethylformamide. Water was added to the filtrate until slightly turbid. The crystals that separated on inducement were filtered, washed with 20 mL of 50% dimethylformamide/water, and then 20 mL of water, and dried; wt 4.30 g, mp 217-219 C. Mass spectrum (CI) 365 (M+).

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; Warner-Lambert Company; US5733914; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 3215-64-3 as follows. Computed Properties of C8H5Cl2N

2-(2,6-dichlorophenyl)acetonitrile (5.581 g, 29.999 mmol) in N,N-dimethylformamide (50 mL) at 0 C then sodium hydride (60.00%, 3.000 g, 74.997 mmol) was added and the mixture was stirred at the same temperature for 30 minutes. To this reaction mixture 1,3-dibromopropane (3.059 mL, 29.999 mmol) was added and further stirred at room temperature for 21 hours. The reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 40 g cartridge; ethyl acetate / hexane = 0% to 50%) and concentrated to give the title compound (2.174 g, 32.0%) as a white solid.

According to the analysis of related databases, 3215-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chong Kun Dang Co., Ltd.; Kim, Yoon Tae; Lee, Chang Sik; Oh, Jung Taek; Song, Hey Sung; Choe, Jin; Lee, Jae Young; (210 pag.)KR2017/43091; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts