Category: 21803-75-8

Electric Literature 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,
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Electric Literature 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;,
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Related Products 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.

i. 3-Chloro-4-dibenzylamino-benzonitrile, 2 To a solution of 4-amino-3-chlorobenzonitrile (1.0 g, 6.56 mmol, 1 eq) and benzyl bromide (3.12 mL, 26.2 mmol, 4.0 eq) in dry DMF (10 mL) was added at rt NaH (1.31 g, 32.8 mmol, 5 eq) portionwise under Ar (g). The reaction mixture was stirred at rt overnight, and was subsequently partitioned with H2O (30 mL) and extracted with EtOAc (5*20 mL) and CH2Cl2 (20 mL). The combined organic extracts were dried over MgSO4 and the solvent was removed in vacuo. The residue was further purified by silica gel column chromatography with hexane/EtOAc (1:0-9:1) to furnish 2 as a white solid (2.09 g, 96%). 1H NMR (400 MHz, CDCl3) deltaH: 7.68 (d, J=2.0 Hz, 1H), 7.28-7.37 (m, 6H), 7.26 (d, J=2.5 Hz, 5H), 6.92 (d, J=8.5 Hz, 1H), 4.34 (s, 4H). MS (ES+) 355.1 (100%, [M+Na]+).

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; KARUS THERAPEUTICS LIMITED; Shuttleworth, Stephen Joseph; Silva, Franck Alexandre; US2013/109688; (2013); 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 21803-75-8 as follows. name: 4-Amino-3-chlorobenzonitrile

4-Amino-3-chloro-benzonitrile (100mg, 0.66mmol) and ICI (1.1eq, 0.72mmol, 117.05mg) was added. The reaction mixture was stirred for 12hrs. The reaction mixture was purified according to the similar procedure to step 2 of Example 40 to obtain 4-Amino-3-chloro-5-iodobenzonitrile (65.2mg, 35.80%). Mp: 121~123 C; IR( KBr pellet, cm-1): 3365, 2942, 2221,1634, 728; 1H NMR(400MHz, CDCl3): delta 7.42(d, 1 H, J=1.6Hz), 7.43(d, 1 H, J=1.6Hz), 5.01 (bs, 2H).

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; Amorepacific Corporation; EP1862454; (2007); A1;,
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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, SDS of cas: 21803-75-8

To 3-chloro-4-amino-benzonitrile (5 g, 32.9 mmol) in Methanol (80 mL) was added dropwise bromine (5.3 g, 33.1 mmol) in Methanol (20 mL). The mixture was stirred for 1.5 hours. Solvent was removed by rotovap and resulting solid was dried in vacuum. 3-Chloro-4-amino-5-bromobenzonitrile was obtained as a white solid. 1H NMR (300 MHz, CD3OD): delta7.63 (s, 1H), 7.75 (s, 1H). MH+=230.97, 232.97.

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; Gerritz, Samuel; Shi, Shuhao; Zhu, Shirong; US2006/287287; (2006); 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. 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Amino-3-chlorobenzonitrile

Step 8 – Synthesis of Compound 6; To a stirred solution of sodium hydride (0.08 g, 0.2.07 mmol) in tetrahydrofuran (6 ml) in a sealed tube was added a solution of 4-amino-3-chloro benzonitrile (0.06 g, 0.42 itimo.) in tetrahydrofuran (9 mL) and the resulting reaction was allowed to stir for about 45 minutes. The reaction mixture was then cooled to 00C and a solution of compound IJ (0.15 g. 0.41 mmol) in tetrahydrofuran (9 mL) was added and the resulting reaction was heated to reflux and allowed to stir at this temperature for about 15 hours. The reaction was cooled to room temperature, quenched with water and extracted 2 times with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered, concentrated in vacuo. The resulting residue was purified using preparative thin layer chromatography (hexane/acetone (80/20)) to provide compound 6 (0.12 g, 60.13%). 6

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; SCHERING CORPORATION; NEELAMKAVIL, Santhosh, Francis; BOYLE, Craig D.; NEUSTADT, Bernard, R.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; WO2010/9208; (2010); A1;,
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Reference 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.

An ethanolic solution (5 mL) of 4-amino-3-chlorobenzonitrile (L2, 1 mmol, 0.153 g) was added tothe saturated ethanolic solution (5 mL) of AgNO3. The test tube was covered with a perforated foil.After keeping the solution in air for 6 days, light yellow crystals of 2 suitable for structure determinationwere obtained. Yield 72%, m.p. 152-153 C. Anal. Calcd for C7H5AgClN3O3: C, 26.07; H, 1.56;N, 13.03%. Found: C, 26.04; H, 1.58; N, 13.01%. IR (KBr, cm-1): 3481 (m), 3361 (s), 3184 (w), 2360 (m),2206 (s), 1755 (w), 1645 (s), 1590 (m), 1525 (m), 1381 (s), 1206 (w), 887 (w), 810 (w), 666 (w), 578(w). 1H NMR (400 MHz, DMSO) delta/ppm: 7.69 (d, J = 1.9 Hz, 1H), 7.42 (dd, J = 8.5, 1.9 Hz, 1H), 6.82(d, J = 8.5 Hz, 1H), 6.42 (s, 2H).

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:
Article; Qian, Wei; Yuan, Hao-Kun; Zhang, Ran; Fang, Rui-Qin; Journal of Coordination Chemistry; vol. 69; 23; (2016); p. 3593 – 3602;,
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Synthetic Route 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 a solution of intermediate 79 (50 mg, 0.176 MMOL) in anh. DME (1 mL) were added Pd2 (dba) 3 (16 mg, 0.1 eq), 2- (dicyclohexylphosphino)-2′-methylbiphenyl (19 mg, 0.3 eq), K3PO4 (101 mg, 2.7 eq) and 4-amino-3-chlorobenzonitrile (47 mg, 1 eq). The reaction mixture was subjected to microwave irradiation (150W, 100 C, 60 psi) for 20 min. It was then quenched with sat. aq. NH4CI and extracted with EtOAc (2X10 mL). The combined organic extracts were washed with sat. aq. NaCI and dried over anh. NA2SO4. The solids were filtered and the solvent evaporated. The crude product was purified by flash chromatography (silica gel, cHex/EtOAc 8: 2- 7: 3) to give the title compound as a white solid (16 mg, 22%).

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; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; GLAXO GROUP LIMITED; WO2004/62665; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 21803-75-8, These common heterocyclic compound, 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, 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 4-amino-3-chlorobenzonitrile (52 mg, 0.34 mmol), Cs 2CO 3 (130 mg, 0.4 mmol) were added to tert-butyl 5-chloro-3-formyl-6-methylpyrazolo[1,5-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. Et 2O (3 mL) was added and the solution was filtered. The filtrate was concentrated in vacuo.

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

Reference:
Patent; SENHWA BIOSCIENCES INCORPORATED; HADDACH, MUSTAPHA; TRAN, JOE A; PIERRE, FABRICE; REGAN, COLLIN F; RAFFAELE, NICHOLAS B; RAVULA, SUCHITRA; RYCKMAN, DAVID M; (482 pag.)JP5802676; (2015); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 21803-75-8,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.

To a stirred solution of 4-amino-3-chloro-benzonitrile (8.0 g, 52.4 mmol) and 3-bromobenzaldehyde (6.2 mL, 52.4 mmol) in acetonitrile (150 mL) were added isobutene (14.7 mL, 209.7 mmol) and ytterbium(III) trifluoromethanesulfonate (Yb(OTf)3) (4.0 g, 6.3 mmol). The resulting mixture was stirred at 85 C. for 18 h in sealed tube. The mixture was diluted with ethyl acetate (300 mL) and washed with water (100 mL×2) and brine (100 mL×2) and then dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by ISCO combi-flash chromatography (gradient elution, 10-50% ethyl acetate in petroleum ether) to afford 2-(3-bromo-phenyl)-8-chloro-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carbonitrile (7.8 g, 40.0%) as a light yellow solid: LC/MS m/e obsd. (ESI+) [(M+H)+] 374.9 & 376.9.

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

Reference:
Patent; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Zhou, Mingwei; US2012/101127; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts