Category: 38487-86-4

Synthetic Route of 38487-86-4, 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. 38487-86-4, name is 2-Amino-4-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 2-Aminobezonitrile derivatives (1 mmol),substituted carbonyl compounds (1.5 mmol) and [Nbmd][OH] (1 mL) werestirred at room temperature. The progress of the reaction was monitored byTLC under UV light. After completion of the reaction the mixture was extractedwith ethyl acetate (3 x 10 mL) and washed with water (3 x 10 mL). Thecombined extract was dried over anhydrous Na2SO4. The filtrate wasconcentrated under reduced pressure. The product was purified by columnchromatography over silica gel using n-hexane/ethyl acetate (3:1 v/v) aseluent to get the purified product. The products were then characterized byESI-MS, 1H NMR, 13C NMR and 1F NMR spectra.

The synthetic route of 2-Amino-4-chlorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dutta, Apurba; Damarla, Krishnaiah; Kumar, Arvind; Saikia, Prakash J.; Sarma, Diganta; Tetrahedron Letters; vol. 61; 10; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 38487-86-4, These common heterocyclic compound, 38487-86-4, name is 2-Amino-4-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.

5-Chloro-2-(lH-tetrazol-5-yl)aniline: 2-Amino-4-chlorobenzonitrile (1000 mg, 6.6 mmol), sodium azide (555 mg, 8.5 mmol) and triethylamine hydrochloride (1175 mg, 8.5 mmol) were taken up in 15 mL of toluene. The suspension was heated to 100 0C overnight. After cooling, the reaction mixture was washed 3 times with 5 mL portions of water. The combined aqueous fractions were acidified with concentrated hydrochloric acid. The desired 5-Chloro-2-(lH-tetrazol-5-yl)aniline precipitated from aqueous solution and was isolated by filtration (1090 mg, 85% yield). 1H NMR (500 MHz, DMSO-d6) delta 7.73 (d, IH), 6.97 (d, IH), 6.74 (dd, IH); MS (electrospray) m/z 196 (M+H).

Statistics shows that 2-Amino-4-chlorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 38487-86-4.

Reference:
Patent; EXELIXIS, INC.; WO2007/44724; (2007); A2;,
Nitrile – Wikipedia,
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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. 38487-86-4, name is 2-Amino-4-chlorobenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 38487-86-4

Cyclohexanone (36mL), 2-amino-4-chlorobenzonitrile (4.6g, 30mmol) and zinc chloride (4.1g, 30mmol) were mixed in a flask and the mixture was heated to 120C for 3h. Following cooling to room temperature and evaporation of the solvent, the residue was diluted with ethyl acetate (30mL) and the solid was collected by filtration. A 10% aqueous solution of NaOH (50mL) was added. After stirring for 2h, the mixture was filtered, and the filter cake was washed with water and extracted with methanol. The combined extracts were concentrated to afford the desired product (4.7g) in 67% yield. 1H NMR (400MHz, DMSO) delta 8.17 (d, J=9.0Hz, 1H), 7.62 (d, J=2.0Hz, 1H), 7.28 (s, 1H), 6.46 (s, 2H), 2.81 (d, J=5.5Hz, 2H), 2.52 (s, 2H), 1.80 (d, J=4.7Hz, 4H). LC/MS (ESI): m/z 233.2 [M+H]+.

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; Sun, Yang; Chen, Jianwen; Chen, Xuemin; Huang, Ling; Li, Xingshu; Bioorganic and Medicinal Chemistry; vol. 21; 23; (2013); p. 7406 – 7417;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 38487-86-4, name is 2-Amino-4-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 38487-86-4, COA of Formula: C7H5ClN2

Step 1 2-Amino-4,5-dichlorobenzonitrile A 10 mL round bottom flask was charged with 2-amino-4-chlorobenzonitrile (0.2 g, 1.31 mmol), N-chlorosuccinimide (0.19 g, 1.44 mmol) and DMF (5 mL). The resulting mixture was stirred at 25 C. overnight. Reaction progress was monitored by TLC (EtOAc/Petroleum ether=1:10). Work-up: the reaction mixture was diluted with EtOAc (40 mL) and washed with brine (40 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a 1:10 EtOAc/Petroleum ether, to afford 170 mg (47%) of the product as white solid. 1H NMR (300 MHz, CDCl3) delta: 7.45 (s, 1H), 6.88 (s, 1H), 4.48 (br, 2H).

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-Amino-4-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kalypsys, Inc.; Alcon Research, Ltd; US2010/120741; (2010); A1;,
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. 38487-86-4, name is 2-Amino-4-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Amino-4-chlorobenzonitrile

General procedure: 2-Aminobezonitrile derivatives (1 mmol),substituted carbonyl compounds (1.5 mmol) and [Nbmd][OH] (1 mL) werestirred at room temperature. The progress of the reaction was monitored byTLC under UV light. After completion of the reaction the mixture was extractedwith ethyl acetate (3 x 10 mL) and washed with water (3 x 10 mL). Thecombined extract was dried over anhydrous Na2SO4. The filtrate wasconcentrated under reduced pressure. The product was purified by columnchromatography over silica gel using n-hexane/ethyl acetate (3:1 v/v) aseluent to get the purified product. The products were then characterized byESI-MS, 1H NMR, 13C NMR and 1F NMR spectra.

The synthetic route of 38487-86-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dutta, Apurba; Damarla, Krishnaiah; Kumar, Arvind; Saikia, Prakash J.; Sarma, Diganta; Tetrahedron Letters; vol. 61; 10; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 38487-86-4,Some common heterocyclic compound, 38487-86-4, name is 2-Amino-4-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.

The commercially available 2-amino-4-chlorobenzonitrile (1 eq., 200 mg, 1.25 mmol) , NaN3 (1.37 eq., I l l mg, 0.06 mL, 1.71 mmol) and triethylamine hydrochloride (1.37 eq., 235 mg, 1.71 mmol) were dissolved in toluene (5 mL) and stirred at 80-100C overnight. The solution was allowed to cool to room temperature and water (5 mL) was then added (three times). The aqueous phases were reunified and acidified with concentrated HC1 to give a precipitate. The precipitate was filtered off and dried to give the 5-chloro-2-(lH- l,2,3,4-tetrazol-5-yl)aniline as a brown solid (195 mg, 80%). NMR (400MHz, d6-DMSO): 7.72 (d, 1H, J = 8.4 Hz), 6.96 (d, 1H, J = 2 Hz), 6.73 (dd, 1H, J = 8.4 -2 Hz) 13C NMR (100MHz, d6-DMSO): 148.52, 136.24, 129.73, 115.34, 115.09

The synthetic route of 38487-86-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); UNIVERSITE DE MONTPELLIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE DE STRASBOURG; VALMIER, Jean; LEYRIS, Jean-Philippe; ROGNAN, Didier; SCHMITT, Martine; (80 pag.)WO2016/16370; (2016); A1;,
Nitrile – Wikipedia,
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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 38487-86-4 as follows. Quality Control of 2-Amino-4-chlorobenzonitrile

General procedure: 2-Aminobezonitrile derivatives (1 mmol),substituted carbonyl compounds (1.5 mmol) and [Nbmd][OH] (1 mL) werestirred at room temperature. The progress of the reaction was monitored byTLC under UV light. After completion of the reaction the mixture was extractedwith ethyl acetate (3 x 10 mL) and washed with water (3 x 10 mL). Thecombined extract was dried over anhydrous Na2SO4. The filtrate wasconcentrated under reduced pressure. The product was purified by columnchromatography over silica gel using n-hexane/ethyl acetate (3:1 v/v) aseluent to get the purified product. The products were then characterized byESI-MS, 1H NMR, 13C NMR and 1F NMR spectra.

According to the analysis of related databases, 38487-86-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dutta, Apurba; Damarla, Krishnaiah; Kumar, Arvind; Saikia, Prakash J.; Sarma, Diganta; Tetrahedron Letters; vol. 61; 10; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 38487-86-4, These common heterocyclic compound, 38487-86-4, name is 2-Amino-4-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.

[00716] To a solution of compound 239-1 (1.3 g, 8.5 mmol, 1.0 eq) and [4-(trifluoromethyl)phenyl]boronic acid (2.43 g, 12.8 mmol, 1.5 eq) in DCM (20 mL) was added DIPEA (2.20 g, 17 mmol, 3 mL, 2.0 eq) and Cu(OAc)2 (2.32 g, 12.78 mmol, 1.5 eq) under N2. The suspension was degassed under vacuum and purged with 02 several times. The mixture was stirred under 02 (15 psi) at 25 C for 18 hours. TLC (Petroleum ether/ethyl acetate = 5/1, UV) indicated that the staring material was remained and two new spots were formed. LCMS showed that 16% of desired mass was detected. The reaction mixture was filtered and the filter was concentrated in vacuum. The residue was purified by column chromatography (Si02). Compound 239-2 (330 mg, 1.1 1 mmol, 13% yield) was obtained. 1HNMR (400 MHz, CDC13) 7.64 (d, J = 8.52 Hz, 2H), 7.49 (d, J= 8.52 Hz, 1H), 7.26 – 7.29 (m, 3H), 6.94 (dd, J = 8.42, 1.88 Hz, 1H), 6.55 (s, 1H).

Statistics shows that 2-Amino-4-chlorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 38487-86-4.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 38487-86-4, name is 2-Amino-4-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. SDS of cas: 38487-86-4

Method 2 (from 3-ethylacetate-2-oxa-l-adamantyl methanesulfonate (3))A suspension of anhydrous A1C13 (417 mg, 3.13 mmol) and mesylate (3) (830 mg, 2.6 mmol) in dry 1 ,2-dichloroethane (4 mL) was stirred at reflux. The reaction mixture became orange and exothermic. After 5 minutes, a suspension of 4-chloro-2-aminobenzonitrile (438 mg, 2.87 mmol) in dry 1 ,2-dichloroethane (5 mL) was added dropwise to the refluxing mixture and the reflux was maintained for 8h. The reaction mixture was then cooled to r. , diluted with water (10 mL) and THF (10 mL), basified by addition of 5 M NaOH solution (10 mL) and stirred at r.t. for 30 min. The phases were separated (DCM was added if necessary) and the aqueous layer was extracted with AcOEt (3 x 20 mL). The combined organic layers were dried with Na2S04 and concentrated under reduced pressure to afford a yellow solid. Purification by flash chromatography (cyclohexane / AcOEt 10/0 to AcOEt / MeOH 9/1, v/v) afforded a pale yellow solid. Recrystallisation from petroleum ether / AcOEt, 8/2, v/v afforded the desired Huprine (HUP 1) as a white solid (799 mg, 88%).Rf (AcOEt / MeOH 9/1, v/v) = 0.33.m.p. = 179-180C.IR (KBr): v = 3352, 3209, 2929, 1727, 1648, 1609 ,1559, 1490, 1426, 1371, 1308, 1285, 1258, 1154, 1031, 929 cm”1.1H NMR (300 MHz, CDC13): delta = 0.99 (t, J = 7.2 Hz, 3H, ¾), 1.88-1.93 (m, 1H, H10), 2.02-2.08 (m, 2H, ¾<>, ¾), 2.57 (dd, J = 17.1 Hz, J = 3.9 Hz, 1H, ¾), 2.70-2.74 (m, 1H, H7), 2.72-2.77 (m, 2H, ¾), 2.94 (d, J= 17.7 Hz, 1H, H6), 3.11 (dd, J= 17.5 Hz, J = 5.5 Hz, 1H, H6), 3.16-3.20 (m, 1H, H?), 3.92 (q, J = 7.1 Hz, 2H, Hi7), 5.05 (brs, 2H, NH2), 5.67 (d, J= 5.1 Hz, 1H, H8), 7.21 (dd, J= 9.0 Hz, J = 1.9 Hz, 1H, H2), 7.65 (d, J= 9.0 Hz, 1H, Hi), 7.81 (d, J= 1.9 Hz, 1H, H4).13C NMR (75 MHz, CDC13): delta = 14.0 (Ci8), 27.4 (Cn), 28.4 (C7), 28.8 (C10), 33.9 (C13), 39.2 (C6), 43.3 (CM), 60.6 (C17), 114.9 (Cl la or C12a), 115.8 (Cl la or C12a), 121.9 (Ci), 124.7 (C2), 127.1 (C4), 129.5 (C8), 129.8 (C9), 134.6 (C3), 146.4 (C4a or C12), 146.9 (C4aor C12), 158.1 (C5a), 171.5 (C15).MS (ESI+): m/z (%): 357.33 (100) [M+H]+, 359.20 (36). ICso rh-AC E : 3.90 +/- 0.50 iiM.ICso r/i-BuChE : 137 +/- 1 1 iiM.ICso erythrocyte /i-AChE : 38.3 iiM.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 38487-86-4, its application will become more common.

Reference:
Patent; UNIVERSITE DE ROUEN; RONCO, Cyril; RENARD, Pierre Yves; JEAN, Ludovic; NACHON, Florian; ROMIEU, Anthony; WO2011/124712; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 38487-86-4, A common heterocyclic compound, 38487-86-4, name is 2-Amino-4-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.

[00393] Intermediate 34A. 2-Azido-4-chlorobenzonitrile: To a solution of 2-amino-4- chlorobenzonitrile (2.0 g, 13.11 mmol) in TFA (12 mL) was added water (2.4 mL). After cooling to 0 C, sodium nitrite (0.904 g, 13.11 mmol) was added over a period of 0.5 h. After this addition, sodium azide (2.164 g, 33.3 mmol) in water (5 mL) was gradually added dropwise. The reaction was stirred at 0 C for 10 min, and then allowed to warm to room temperature. After 2 h, quenched the reaction with water (100 mL) and insoluble solid was filtered and dried under suction and nitrogen. Aliquot LCMS analysis indicated starting material disappeared and a new peak formed which was not ionizing.

The synthetic route of 38487-86-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.; CORTE, James R.; GILLIGAN, Paul J.; FANG, Tianan; SMITH II, Leon M.; WANG, Yufeng; YANG, Wu; EWING, William R.; WO2013/22818; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts