Category: 21803-75-8

Reference of 21803-75-8, 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. 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Compound 3b (390.0 g, 1.00 mol) was dissolved in 800 mL 2-Me-THF followed by the addition of triethylamine (TEA, 232.5 g, 2.30 mol). The light yellow solution was cooled to 5 C. Methanesulfonyl chloride (126.0 g, 1.10 mol) was added within 1 h while maintaining the temperature at 5 C. The reaction was continued for 1 h at 5 C. A solution of 4b (4-amino-3- chlorobenzonitrile) (167.0 g, 1.10 mol) in 300 mL 2-Me-THF was added and the slurry was heated to reflux (-84 C), followed by stirring under reflux for 4 h. The reaction mixture was cooled to 20 C and the precipitate was removed by suction filtration. The product cake was washed with 200 mL 2-Me-THF. The mother liquor was used as such in the next step.

The chemical industry reduces the impact on the environment during synthesis 4-Amino-3-chlorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; BRINK, Monika; NIEDERMANN, Hans-Peter; KNELL, Marcus; FENG, Tao; TRZASKA, Scott, T.; COOPER, Arthur, J.; DESAI, Shaileshkumar Ramanlal; GORE, Vinayak Keshav; WO2012/85645; (2012); A1;,
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Electric Literature of 21803-75-8, A common heterocyclic compound, 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, molecular formula is C7H5ClN2, 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 mixture of the product of step (a) (111 mg), Pd(OAc)2 (7 mg), BINAP (19 mg),cesium carbonate (120 mg) and 4-Amino-3-chloro-benzonitriIe (95 mg) in 15 ml toluene was reflaxed for 12 hours. The reaction mixture was eluted through a silica bed with Toluene and then with PE: EtOAc (1:1). The toluene fraction was discarded and the solvent of the PE:EtOAc fraction was removed under reduced pressure. The crude product was purified by Combiflash (linear gradient PE – THF). Yield 90 mg, 67 %. Finally, it was recrystallized from acetonitrile: water (1:1). Yield: 38 mg of colorless flakes.1H NMR (300 MHz3 CDC13, rt) delta 0.12 (m, 2H, CH2), 0.49 (m, 2H, CH2), 0.9 (m, IH, CH), 2.87 (dd, 2H, J= 5.7 Hz, J= 7.2 Hz, CH2) 4.735 (t, IH, J= 5.4 Hz, NH), 6.754 (s broad, IH, NH), 7.402 (d, IH, J= 8.7 Hz, ArH), 7.431 (dd, IH, J= 2.1 Hz, J= 8.6 Hz, ArH), 7.432 (dd, IH, J= 1.8 Hz, J= 8.7 Hz, ArH), 7.586 (d, IH, J= 1.8 Hz, ArH), 7.736 (d, IH, J= 1.8 Hz, ArH)3 and 8.21 (d, 2H, J= 8.7 Hz, ArH).MS: m/z 428.1 (M”)

The synthetic route of 21803-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMOS CORPORATION; WO2008/75353; (2008); A1;,
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Application of 21803-75-8, The chemical industry reduces the impact on the environment during synthesis 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, I believe this compound will play a more active role in future production and life.

Thionylchloride (15 mL) was dropped into water (60 mL) with stirring and cooling sothat the temperature did not rise above -5C. Copper(I) chloride (19 mg) wasthen added. In parallel, 4-amino-3-chlorobenzonitrile (1.50g, 9.83 mmol) wasdissolved in cone. HCl (30 mL), cooled to -5C whereupon a solution of sodiumnitrite (746 mg, 10.8 mmol) in water (15 mL) was added . After completeaddition the solution of diazonium salt was added in over 2 mins to the firstsolution, both at -5 to OoC (gas evolution was observed) and a foam formed ontop of the solution. The temperature was allowed to come to room temperatureand the aqueous phase was then extracted with DCM (3 x 70 ml). The combinedorganic phase was washed with brine (5 mL), dried (Na2SC>4), themixture filtered and the filtrate evaporated to dryness to afford a yellowsolid containing the title compound (1.88 g, 88%); ‘H NMR (500 MHz, CDC13)delta 7.83 (dd, IH), 7.97 (d, IH), 8.31 (d, IH).

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-Amino-3-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
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Related Products of 21803-75-8, 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 21803-75-8 as follows.

The starting material was prepared as follows: sodium hydride (2.7 g, 67.5 mmol) was suspended in NMP (75 ml) and benzyl alcohol (7.3 g, 67.6 mmol) was added over 10 minutes.. When the addition was complete the solution was stirred at 50 C. for 30 minutes. 4-Amino-3-chlorobenzonitrile (10.3 g, 67.5 mmol), (Synthesis 1985, 669), was added and the mixture was heated at 120-130 C. for 4 hours.. After cooling to ambient temperature the mixture was partitioned between water and ether.. The ether extracts were washed with brine, dried (MgSO4), the insoluble materials were removed by filtration and the volatiles were removed by evaporation.. The crude product was purified by flash chromatography eluding with ether/isohexanes (1/1 increasing to 1/0).. The purified product was recrystallized from ethyl acetate/isohexanes to give 4-amino-3-benzyloxybenzonitrile (4.7 g, 31%). 1H NMR Spectrum,; (DMSOd6) 5.10 (s, 2H); 6.10 (s, 2H); 6.20 (d, 1H); 6.35 (s, 1H); 7.25 (d, 1H); 740 (m, 5H); MS-ESI: 225 [MH]+.

According to the analysis of related databases, 21803-75-8, the application of this compound in the production field has become more and more popular.

Reference of 21803-75-8, 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 21803-75-8 as follows.

To a solution of phosgene (2.3 mL, 20% in toluene) in dry DCM (20 mL) was added a solution of 2-chloro-4-cyanoaniline (367 mg) and DIEA (372 mg) in dry DCM slowly. The resulting mixture was stirred at room temperature for 1 hr prior to evaporation to dryness. The residue was dissolved in DCM (10 mL) to which a solution of compound 1f (Example 1,510 mg) and DIEA (310 mg) in DCM was added. The resulting mixture was stirred overnight at room temperature. Aqueous sodium bicarbonate was added and the mixture was extracted with DCM. The organic phase was dried over MgS04 and evaporated to dryness.

According to the analysis of related databases, 21803-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; WO2005/63749; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 21803-75-8, 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. 21803-75-8, name is 4-Amino-3-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 4-amino-3-chlorobenzonitrile (52 mg, 0.34 mmol), CS2CO3 (130 mg, 0.4 mmol) were added to tert-butyl 5-chloro-3-formyl-6-methylpyrazolo[l,5-a]pyrimidin-7- yl(cyclopropyl)carbamate (100 mg, 0.29 mmol) dissolved in 1,4-dioxane (1.1 mL). Racemic BINAP (11 mg, 0.017 mmol) and palladium(II) acetate (8 mg, 0.011 mmol) were then added. The mixture was sealed and irradiated at 110 C for 60 min in the microwave. Et20 (3 mL) was added and the solution was filtered. The filtrate was concentrated in vacuo. The crude residue was dissolved in dichloromethane (1.5 mL) and trifluoroacetic acid (1.5 mL). After stirring at room temperature for 1 hour, the solution was concentrated under a stream of air. The crude material was purified by silica gel chromatography (3% acetone/dichloromethane) to yield the product, 3-chloro-4-(7-(cyclopropylamino)-3-formyl-6-methylpyrazolo[l,5- a]pyrimidin-5-ylamino)benzonitrile (34 mg, 33% yield). LCMS (M+l=367)

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-Amino-3-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYLENE PHARMACEUTICALS INC.; HADDACH, Mustapha; RYCKMAN, David; RAFFAELE, Nicholas; WO2011/31979; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, 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 21803-75-8, category: nitriles-buliding-blocks

To a stirred solution of 4-annno-3-ehtorobenzonitrile (HX; 1.0 g, 6.55 mmo ) in DMF (20 mL) under argon atmosphere was added potassium O-ethylcarbonodithioate (2.62 g, 16.38 mmol)) atRT. The reaction mixture was stirred at 1 10 C for 16 h. The reaction mixture was diluted water (30 mL) and acidified using 2iV HCi to pH=2, to obtain the solid. The solid was filtered, washed with Hexane (2 x 20 mL) and dried under reduced pressure to obtain compound HY (700 mg, 3.64 nnnoL 56%) as yellow solid. *H NMR (500 MHz, DMSO-<): delta 14.3 (br s, 1H), S.24 (s, 1 H), 7.83 (dd, J= 8.1, 1.2 Hz, 1 H), 7.41 (d, J = 8. Hz. 1H). 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-Amino-3-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see. Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; YATES, Christopher, M.; SHAVER, Sammy, R.; HOEKSTRA, William, J.; (455 pag.)WO2017/117393; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, molecular formula is C7H5ClN2, 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 4-Amino-3-chlorobenzonitrile

General procedure: To an ice-cold suspension of nicotinoyl chloride hydrochloride(I) (1.78 g, 10 mmol) and appropriate 4-aminobenzonitrile (IIa-g) (10 mmol, 1.0 equiv) in acetonitrile(50 ml) under nitrogen was added triethylamine (8.1 g, 11.15 ml,40 mmol, 4.0 equiv) dropwise over 30 min. The resulting suspensionwas stirred at 0 C for 1 h then at room temperatureovernight. The reaction mixture was evaporated, diluted withEtOAc, washed with 10% HCl, brine, dried over anhydrousNa2SO4 and concentrated in vacuo. The resulting solid waswashed with diethyl ether and dried to yield the desired compounds(IIIa-g) in 50-90% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21803-75-8, its application will become more common.

Reference:
Article; Dokla, Eman M.E.; Fang, Chun-Sheng; Abouzid, Khaled A.M.; Chen, Ching S.; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Nitrile – Wikipedia,
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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. 21803-75-8, name is 4-Amino-3-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Amino-3-chlorobenzonitrile

A suspension of sodium borate tetrahydrate (32.5 g, 211.2 mmol) in 195 ml of acetic acid was heated until the temperature of the reaction mixture was above 50 C. The reaction temperature was kept this way while 2-chloro-4-cyanoaniline (5.93 g, 38.9 mmol) was added in portions over 1 h. Stirring and heating were continued for 2 hours on an oil bath of 62 C. After cooling to room temperature the reaction mixture was poured into 1 L icewater. The aqueous layer was extracted with Et2O (3¡Á). The combined organic layers were washed with H2O (2¡Á) and dried (MgSO4). The drying agent was removed by filtration and the solvent by evaporation under reduced pressure. The residue was chromatographed (SiO2) with Et2O/petroleum ether 1/3 as eluent to give 5.27 g (74%) of the oxidized product.

The synthetic route of 21803-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SOLVAY PHARMACEUTICALS B.V.; US2006/122189; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts