Category: 928782-97-2

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. 928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, A new synthetic method of this compound is introduced below., Computed Properties of C14H10ClN

General procedure: Fe3O4SiO2-bipy-AuCl3 (16 mg, 0.01 mmol) and AgOTf (8 mg,0.03 mmol) were added to a mixture of 2-(phenylethynyl)aniline(0.2 mmol) and phenylacetylene (0.4 mmol) under Ar at roomtemperature. The reaction mixture was stirred at room temperature.During this procedure the reaction mixture became a deep blackliquid very quickly. After 4 h the resulting mixture was diluted withethyl acetate and the supported catalyst was magnetically separated.The reaction solution was evaporated and the residue was purifiedby column chromatography on silica gel (eluting with hexane/ethylacetate = 25:1) to give the desired product 3a. The recovered catalystwas washed with MeOH (2 × 2 mL) and air-dried. When appropriate itcould be used directly for the next run.

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; Yang, Weisen; Wei, Li; Yi, Feiyan; Cai, Mingzhong; Journal of Chemical Research; vol. 42; 11; (2018); p. 558 – 563;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 928782-97-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 928782-97-2 name is 4-Chloro-2-(phenylethynyl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a microwave vial, a mixture of 2-alkynylaniline (1 equiv), sulfonyl hydrazide (1.5 equiv), I2 (10 mol%) and pTSA (50 mol%) was taken in 1,4-dioxane irradiated for 15 min at 110C, 100W in CEM microwave synthesizer. The progress and completion of reaction is monitored by TLC using EtOAc/n-Hexane (1:10) as an eluent. The reaction mixture was then cooled to room temperature and extracted with ethyl acetate. The combined organic phase was washed with sodium thiosulphate (50 mL) and dried over Na2SO4. After filtration and evaporation of the solvents in vacuum, the mixture of products was separated by column chromatography on silica gel (EtOAc/n-hexane: 1:10) to yield the desired product 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-(phenylethynyl)aniline, and friends who are interested can also refer to it.

Reference:
Article; Sharma, Shivani; Pathare, Ramdas S.; Sukanya; Maurya, Antim K.; Goswami, Bhagyashree; Agnihotri, Vijai K.; Sawant, Devesh M.; Pardasani, Ram T.; Tetrahedron Letters; vol. 58; 40; (2017); p. 3823 – 3826;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, belongs to chlorides-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. name: 4-Chloro-2-(phenylethynyl)aniline

A mixture of 2-alkynylaniline 1a-1e (0.2 mmol), dichalcogenide 2a-2e (0.15 mmol), CuI (0.02 mmol), and Cs2CO3 (0.2 mmol) in DMSO (2 mL) was stirred at 80 C under an air atmosphere. After completion of the reaction that was monitored by GC-MS or TLC, 25 mL water was added, and the mixture was extracted with ethyl acetate, the combined organic layers were washed with water (10 mL x 3), dried over anhydrous Na2SO4. After filtration and removal of solvents in vacuum, the residue was purified by silica gel column chromatography to afford the corresponding products.

The synthetic route of 928782-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Zhen; Hong, Longcheng; Liu, Ruiting; Shen, Jianzhong; Zhou, Xigeng; Tetrahedron Letters; vol. 52; 12; (2011); p. 1343 – 1347;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, belongs to chlorides-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. HPLC of Formula: C14H10ClN

General procedure: The substituted 2-alkynylaniline (1.0 mmol) was dissolved in acetonitrile (5.0 mL) and stirred until the solution became homogeneous. To this solution, methyl vinyl ketone (1.5 mmol) followed by 20 mol % of PdCl2 (59-60%, 35 mg) was added under a nitrogen atmosphere, then heated to 60 C and monitored by TLC. After completion of the reaction, the mixture was cooled to room temperature and the acetonitrile was removed by vacuum evaporation. The resulting crude product was purified by column chromatography to afford the desired 2,3-disubstituted indoles. 4-(5-Chloro-2-phenyl-1H-indol-3-yl)pentan-2-one (3q) Yield: (218 mg, 70%); Colorless solid. Mp: 170-171 C. FT-IR (KBr) (nu/cm-1): 3423, 1638. 1H NMR (400 MHz, CDCl3) deltaH (ppm): 8.08 (br s, 1H), 7.70 (d, J=1.9 Hz, 1H), 7.52-7.44 (m, 4H), 7.42-7.37 (m, 1H), 7.27-7.24 (m, 1H), 7.15-7.12 (m, 1H), 3.79-3.70 (m, 2H), 3.01-2.88 (m, 2H), 1.98 (s, 3H), 1.44 (d, J=7.0 Hz, 3H). 13C NMR (100 MHz, CDCl3) deltaC (ppm): 208.3, 135.9, 134.7, 132.8, 129.0, 128.9, 128.4, 128.3, 125.1, 122.3, 119.7, 116.3, 112.3, 50.5, 30.6, 27.0, 21.5. LRMS (EI) (m/z) (relative intensity): 311 (M+, 38), 254 (100); HRMS calcd for C19H18Cl1O1N1 (M+): 311.1077, found 311.1080.

The synthetic route of 928782-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Janreddy, Donala; Kavala, Veerababurao; Kuo, Chun-Wei; Kuo, Ting-Shen; He, Chiu-Hui; Yao, Ching-Fa; Tetrahedron; vol. 69; 15; (2013); p. 3323 – 3330;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, molecular formula is C14H10ClN, 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. name: 4-Chloro-2-(phenylethynyl)aniline

General procedure: The substituted 2-alkynylaniline (1.0 mmol) was dissolved in acetonitrile (5.0 mL) and stirred until the solution became homogeneous. To this solution, methyl vinyl ketone (1.5 mmol) followed by 20 mol % of PdCl2 (59-60%, 35 mg) was added under a nitrogen atmosphere, then heated to 60 C and monitored by TLC. After completion of the reaction, the mixture was cooled to room temperature and the acetonitrile was removed by vacuum evaporation. The resulting crude product was purified by column chromatography to afford the desired 2,3-disubstituted indoles. 1-(5-Chloro-2-phenyl-1H-indol-3-yl)pentan-3-one (3n) Yield: (300 mg, 96%); Colorless solid. Mp: 138-140 C. FT-IR (KBr) (nu/cm-1): 3370, 1711. 1H NMR (400 MHz, CDCl3) deltaH (ppm): 8.10 (br s, 1H), 7.55-7.53 (m, 3H), 7.47 (t, J=7.5 Hz, 2H), 7.40-7.36 (m, 1H), 7.27 (d, J=8.56 Hz, 1H), 7.15 (dd, J=8.5, 1.9 Hz, 1H), 3.15-3.11 (m, 2H), 2.77-2.73 (m, 2H), 2.39 (q, J=7.3 Hz, 2H), 1.03 (t, J=7.3 Hz, 3H). 13C NMR (100 MHz, CDCl3) deltaC (ppm): 211.1, 136.1, 134.4, 132.7, 130.1, 129.2, 128.3, 128.1, 125.5, 122.7, 118.6, 112.1, 111.9, 43.1, 36.2, 18.9, 7.9. LRMS (EI) (m/z) (relative intensity): 311 (M+, 50), 328 (100); HRMS calcd for C19H18Cl1O1N1 (M+): 311.1077, found 311.1086.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 928782-97-2, its application will become more common.

Reference:
Article; Janreddy, Donala; Kavala, Veerababurao; Kuo, Chun-Wei; Kuo, Ting-Shen; He, Chiu-Hui; Yao, Ching-Fa; Tetrahedron; vol. 69; 15; (2013); p. 3323 – 3330;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, A new synthetic method of this compound is introduced below., name: 4-Chloro-2-(phenylethynyl)aniline

A mixture of 2-alkynylaniline 1a-1e (0.2 mmol), dichalcogenide 2a-2e (0.15 mmol), CuI (0.02 mmol), and Cs2CO3 (0.2 mmol) in DMSO (2 mL) was stirred at 80 C under an air atmosphere. After completion of the reaction that was monitored by GC-MS or TLC, 25 mL water was added, and the mixture was extracted with ethyl acetate, the combined organic layers were washed with water (10 mL x 3), dried over anhydrous Na2SO4. After filtration and removal of solvents in vacuum, the residue was purified by silica gel column chromatography to afford the corresponding products.

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; Li, Zhen; Hong, Longcheng; Liu, Ruiting; Shen, Jianzhong; Zhou, Xigeng; Tetrahedron Letters; vol. 52; 12; (2011); p. 1343 – 1347;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, 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. Product Details of 928782-97-2

General procedure: Therequisite 2-alkynylaniline derivatives were prepared from 2-iodoanilines or2-bromoanilines reacted with alkynes following the modified method reported byZhao and co-workers.1To a solution of 2-alkynylaniline (1.00 mmol) inCH2Cl2 (8 mL) were added pyridine (5.00 mmol) and TsCl (1.20mmol) respectively. The resulting reaction mixture was stirred at rt for 8 h.After which the reaction mixture was quenched by H2O (10 mL), andthe aqueous layer was extracted with CH2Cl2 (3¡Á15 mL).The combined organic layers were dried over Na2SO4,filtered, and concentrated under reduced pressure. The crude product waspurified by silica gel flash column chromatography to obtain corresponding product.

The synthetic route of 4-Chloro-2-(phenylethynyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Yin-Long; Li, Jian; Yu, Sheng-Nan; Wang, Ji-Bo; Yu, Yan-Min; Deng, Jun; Tetrahedron; vol. 71; 43; (2015); p. 8271 – 8277;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics