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[ CAS No. 2866-82-2 ] {[proInfo.proName]}

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Chemical Structure| 2866-82-2
Chemical Structure| 2866-82-2
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Product Details of [ 2866-82-2 ]

CAS No. :2866-82-2 MDL No. :MFCD00018578
Formula : C13H10ClNO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 231.68 Pubchem ID :-
Synonyms :

Safety of [ 2866-82-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H312-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2866-82-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2866-82-2 ]

[ 2866-82-2 ] Synthesis Path-Downstream   1~21

  • 1
  • [ 93-98-1 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
99% With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.416667h; Green chemistry; General procedure for the monochlorination reaction General procedure: To a solution of 4-nitroaniline, 1a (0.99 g, 7.2 mmol) in 7 mL specially dried MeCN was added N-chloro-N-(phenylsulfonyl)benzene sulfonamide (2.4 g, 7.2 mmol) in a 25 mL round bottom flask. The reaction mixture was stirred for 10-15 minutes at 20-25 °C (0 °C for 1-methyl-1H-imidazole, and N-methylindole), monitored by GC. After completion of the reaction, MeCN was distilled under vacuum at 40-45 °C. The residue was treated with 20 mL mixture of MDC and water, stirred the mixture for 10-15 minutes; MDC layer was separated and washed with 5 % sodium bicarbonate solution, after separation MDC layer was dried over sodium sulfate and evaporated under vacuum to obtain 2-chloro-4-nitroaniline, 2a, 1.22 g (98.5 % yield, 98.9 % purity) as a yellow powder.
98% With sodium periodate; sulfuric acid; sodium dodecyl-sulfate; acetic acid; sodium chloride In water at 25℃; for 2h;
85% With hydrogenchloride; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; hydrogen bromide; oxygen In water; acetonitrile at 25℃; for 2.5h; Irradiation; regioselective reaction;
74% With N-chloro-succinimide; isopropyl alcohol for 0.25h; Heating; Title compound not separated from byproducts;
With acetic acid; calcium chloride
With sulfuryl dichloride; benzene
With tert-butylhypochlorite; bromine In dichloromethane
Multi-step reaction with 2 steps 1: 56 percent / sodium bicarbonate, sodium hypochlorite / methanol / Ambient temperature 2: 67 percent / tetraethylammonium perchlorate (0.1 M) / acetonitrile / 2.5 h
Multi-step reaction with 2 steps 1: potassium dicarbonate; potassium hypochlorite 2: >160
Multi-step reaction with 2 steps 1: boric acid; alcohol; sodium hypochlorite 2: >160

  • 2
  • [ 2617-79-0 ]
  • [ 2866-82-2 ]
  • [ 18437-66-6 ]
  • [ 106-47-8 ]
  • [ 1219-99-4 ]
YieldReaction ConditionsOperation in experiment
1: 23% 2: 4% 3: 27% 4: 3% With di-tert-butyl peroxide In chlorobenzene at 110℃; for 48h; Further byproducts given;
  • 3
  • [ 106-47-8 ]
  • [ 613-94-5 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
76% With tert.-butylhydroperoxide; copper(l) iodide In acetonitrile at 80℃; 5 Example 5: Synthesis of N-(4-chlorophenyl)benzamide With benzoylhydrazine, 4-chloroaniline as raw material, the reaction steps are as follows: In the reaction flask was added 0.068 g (0.5 mmol) of benzoylhydrazine , 4-chloroaniline 0.0635 g (0.5 mmol), cuprous iodide (0.010 g, 0.05 mmol), tert-butyl hydroperoxide 0.35 mL (3.5 mmol) and 5 ml of acetonitrile at 80 °C; TLC followed the reaction until complete; The crude product obtained after the end of the reaction was separated by column chromatography (petroleum ether: ethyl acetate = 10: 1) to give the object product (yield 76%).
75% With mercury(II) oxide In benzene for 0.5h;
61% With tert.-butylhydroperoxide; iron(III) chloride In water; acetonitrile at 80℃; for 2h; Inert atmosphere; General procedure for preparation of compounds 3 or 4 General procedure: To a Schlenk tube equipped with a rubber septum was successively added acylhydrazine 1 (1 mmol), amine 2 (1 mmol), FeCl3 (16.2 mg, 10 mol %) and acetonitrile (10 mL). The tube was evacuated and purged with argon three times. Then TBHP (70% in H2O (6 mmol), was slowly added and the mixture allowed to stir for 2 hours at 80 oC. After the completion of reaction (indicated by TLC), the reaction mixture was concentrated under reduced pressure and the crude mixture was purified by column chromatography using acetone/petroleum ether (v/v 1:10) as eluent to obtain the pure products 3 or 4.
  • 4
  • [ 106-47-8 ]
  • [ 65-85-0 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
99% With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In nitromethane for 0.166667h; Milling; Green chemistry;
95% Stage #1: benzoic acid With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine In neat (no solvent) at 20℃; for 0.0166667h; Stage #2: 4-chloro-aniline In neat (no solvent) at 20℃; for 0.0833333h; General procedure for the preparation of amides 5a-p General procedure: A mixture of carboxylic acid (1 mmol) and TAPC (0.5 mmol, 0.17 g) was grinded at room temperature for 1 min. Then amine (1mmol) was added to the reaction mixture and grinding was continued at the sametemperature for the specified time (Table 2). The progress of the reaction wasmonitored by TLC. After completion of the reaction, H2O (10 mL) wasadded to the reaction mixture and filtered. The product was recrystallized fromEtOH/H2O to afford the pure product.
90% With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 0.0166667h; chemoselective reaction;
90% With 5,5'-dimethyl-3,3′-azoisooxazole; triphenylphosphine In acetonitrile for 6.5h; Reflux;
90% With magnesia In neat (no solvent) at 70℃; for 0.283333h; Green chemistry; chemoselective reaction; General procedure for the synthesis of amides General procedure: In an oven dried round bottomed flask (50 mL) nano-MgO (5.0 mol%) were added and then alky/aryl amines (5.0 mmol) and aromatic/aliphatic acid (5.0 mmol) was added. After that it was allowed to stir on a pre heated oil bath at 70 °C under aerobic condition till the required time (the progress of the reaction was judged by TLC). After the completion, the reaction mixture was brought to room temperature and ethyl acetate (3 × 10 mL) was added to it and then centrifuged at 3500 rpm to recover the nano catalyst. Having done this, the reaction mixture was washed with water and brine, dried over anhydrous Na2SO4, concentrated in a rotary evaporator and finally the crude product was charged to column chromatography (ethylacetate:hexane (3:7) as an eluent) for purification and wherever necessary the products were recrystallized from hot ethanol.
90% With tetrabutylammomium bromide; caesium carbonate In water at 20℃; for 0.5h; Electrochemical reaction; chemoselective reaction;
89% Stage #1: benzoic acid With methyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate In toluene for 0.333333h; Reflux; Stage #2: 4-chloro-aniline In toluene for 1h; Reflux;
89% With tetrabutylammomium bromide; iodine; potassium hydroxide In water at 20℃; for 2.5h; Irradiation; General procedure for the catalytic reactions General procedure: A 10 mL quartz tube equipped was charged with aniline (0.70 mmol), benzoic acid (0.50 mmol), TBAB (0.5 mmol), KOH (1.0 mmol), I2 (0.10 mmol), and water (2.5 mL). The reaction mixture was stirred under irradiation of sunlight at room temperature for 2.5 h. After the reaction was completed, the organic layer was collected by ethyl acetate extraction. The solution of the crude product was concentrated in vacuo, and the residue was purified by column chromatography on a silica gel (petroleum ether/ethyl acetate=5/1) to afford the target product as a white solid.
87% With 1H-imidazole; iodine; chloro-diphenylphosphine In dichloromethane for 0.916667h; Reflux;
81% With Titania nano-particle at 110℃; for 0.5h;
78% With oxygen; lithium hydroxide In water at 20℃; for 14h; Sonication;
72% Stage #1: benzoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In neat (no solvent) for 1h; Milling; Stage #2: 4-chloro-aniline In neat (no solvent) for 1h; Milling;
71% With tetrabutoxytitanium In o-xylene at 145℃; for 1h;
70% Stage #1: benzoic acid With diatomite earth(at)IL/ZrCl4 (Lewis acidic ionic liquid immobilized on diatomite earth) In toluene for 0.0833333h; Green chemistry; Stage #2: 4-chloro-aniline In toluene at 20℃; for 0.666667h; Sonication; Green chemistry; General procedure for the preparation of benzamides General procedure: Benzoic acid derivatives (1 mmol) and heterogeneous catalyst (10 mg) were mixed for 5 min in 1 mL of anhydrous toluene. Then, the amine (1.2 mmol) was added and the mixture was reacted under ultrasound for about 15-60 min at room temperature. After completion of the reaction (monitored by TLC), the catalyst was separated through filtration and the solvent was removed in vacuo. The obtained residue was dissolved in chloroform (10 ml) and washed with 10% NaHCO3 (10 ml) and HCl (1 M, 10 ml). The organic layer was extracted and dried over Na2SO4 and concentrated under reduced pressure to afford the amide, which was purified by recrystallization or column chromatography.
61% With pyridine; dmap; triethyl phosphite at 120 - 130℃; for 8h;
With pyridine; phosphonic Acid; iodine 1.) from 75 to 85 deg C, 30 min, 2.) from 140 to 150 deg C, 6 h; Yield given; Multistep reaction;

Reference: [1]Štrukil, Vjekoslav; Bartolec, Boris; Portada, Tomislav; Dilović, Ivica; Halasz, Ivan; Margetić, Davor [Chemical Communications, 2012, vol. 48, # 99, p. 12100 - 12102]
[2]Bahrami, Kiumars; Khodaei, Mohammad M.; Targhan, Homa; Sheikh Arabi, Mehdi [Tetrahedron Letters, 2013, vol. 54, # 37, p. 5064 - 5068]
[3]Location in patent: experimental part Iranpoor, Nasser; Firouzabadi, Habib; Nowrouzi, Najmeh; Khalili, Dariush [Tetrahedron, 2009, vol. 65, # 19, p. 3893 - 3899]
[4]Location in patent: scheme or table Iranpoor, Nasser; Firouzabadi, Habib; Khalili, Dariush [Bulletin of the Chemical Society of Japan, 2010, vol. 83, # 8, p. 923 - 934]
[5]Das, Vijay Kumar; Devi, Rashmi Rekha; Thakur, Ashim Jyoti [Applied Catalysis A: General, 2013, vol. 456, p. 118 - 125]
[6]Ke, Fang; Xu, Yiwen; Zhu, Suning; Lin, Xiaoyan; Lin, Chen; Zhou, Sunying; Su, Huimin [Green Chemistry, 2019, vol. 21, # 16, p. 4329 - 4333]
[7]Moon, Hyun Kyung; Sung, Gi Hyeon; Kim, Bo Ram; Park, Jong Keun; Yoon, Yong-Jin; Yoon, Hyo Jae [Advanced Synthesis and Catalysis, 2016, vol. 358, # 11, p. 1725 - 1730]
[8]Wang, Jin; Hou, Huiqing; Hu, Yongzhi; Lin, Jin; Wu, Min; Zheng, Zhiqiang; Xu, Xiuzhi [Tetrahedron Letters, 2021, vol. 65]
[9]Location in patent: experimental part Nowrouzi, Najmeh; Jonaghani, Mohammad Zareh [Canadian Journal of Chemistry, 2012, vol. 90, # 6, p. 498 - 509]
[10]Nagarajan, Sangaraiah; Ran, Park; Shanmugavelan, Poovan; Sathishkumar, Murugan; Ponnuswamy, Alagusundaram; Suk Nahm, Kee; Gnana Kumar [New Journal of Chemistry, 2012, vol. 36, # 6, p. 1312 - 1319]
[11]Chng, Leng Leng; Yang, Jinhua; Ying, Jackie Y. [ChemSusChem, 2015, vol. 8, # 11, p. 1916 - 1925]
[12]Wróblewska, Aneta; Paluch, Piotr; Wielgus, Ewelina; Bujacz, Grzegorz; Dudek, Marta K.; Potrzebowski, Marek J. [Organic Letters, 2017, vol. 19, # 19, p. 5360 - 5363]
[13]Shteinberg, L. Ya.; Kondratov, S. A.; Shein, S. M. [Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 9.2, p. 1758 - 1762][Zhurnal Organicheskoi Khimii, 1989, vol. 25, # 9, p. 1945 - 1949]
[14]Ahmadi, Masoumeh; Moradi, Leila; Sadeghzadeh, Masoud [Research on Chemical Intermediates, 2018, vol. 44, # 12, p. 7873 - 7889]
[15]Chiriac, Constantin I.; Tanasǎ, Fulga; Onciu, Marioara [Revue Roumaine de Chimie, 2006, vol. 51, # 4, p. 269 - 272]
[16]Chiriac, Constantin I.; Onciu, Marioara; Tibirna, Mihaela; Tanasa, Fulga-Mihaela; Truşcan, Ioan; Ropot, Radu [Revue Roumaine de Chimie, 1998, vol. 43, # 1, p. 31 - 33]
  • 5
  • [ 201230-82-2 ]
  • [ 100-00-5 ]
  • [ 2866-82-2 ]
  • [ 106-47-8 ]
  • [ 1219-99-4 ]
YieldReaction ConditionsOperation in experiment
1: 35% 2: 20% 3: 11% With benzene at 220℃; for 6h;
  • 6
  • [ 201230-82-2 ]
  • [ 100-00-5 ]
  • [ 71-43-2 ]
  • [ 2866-82-2 ]
  • [ 106-47-8 ]
  • [ 1219-99-4 ]
YieldReaction ConditionsOperation in experiment
1: 20% 2: 11% 3: 35% at 220℃; for 6h;
  • 7
  • [ 100-00-5 ]
  • [ 2866-82-2 ]
  • [ 106-47-8 ]
  • [ 1219-99-4 ]
YieldReaction ConditionsOperation in experiment
1: 35% 2: 11% 3: 20% With carbon monoxide; benzene at 220℃; for 6h;
  • 9
  • [ 2866-82-2 ]
  • [ 129410-28-2 ]
  • 2-(4-chlorophenyl)-4-butyl-2,3,4,5-tetrahydro-1H-2,4-benzodiazepin-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% Stage #1: N-(4-chlorophenyl)benzamide With n-butyllithium In tetrahydrofuran at -10 - 0℃; for 0.5h; Stage #2: N,N-bis(1H-1,2,3-benzotriazol-1-ylmethyl)butan-1-amine With zinc dibromide In tetrahydrofuran at -10 - 20℃; for 24h; Further stages.;
  • 10
  • [ 2866-82-2 ]
  • [ 501-65-5 ]
  • [ 1266570-10-8 ]
YieldReaction ConditionsOperation in experiment
96% With sodium iodide dihydrate; palladium 10% on activated carbon; potassium acetate; caesium carbonate In N,N-dimethyl-formamide at 120℃; for 36h; Schlenk technique; 3.2. General procedure General procedure: A mixture of a substituted benzamide (1) (0.3 mmol, 1.0 equiv),an alkyne (2) (0.6 mmol or 0.9 mmol, 2.0 equiv or 3.0 equiv),10% Pd/C (0.03 mmol, 10 mol%, Alfa Aesar, No. 044696, eggshell,reduced), NaI·2H2O (0.6 mmol, 2.0 equiv), Cs2CO3 (0.3 mmol, 1.0equiv), and KOAc (0.6 mmol, 2.0 equiv) was weighted in a Schlenktube equipped with a stir bar. DMF (1.0 mL) was added and themixture was stirred at 120 °C for 36 h under air. Afterwards, themixture was filtered and washed with H2O (30 mL) and extractedwith CH2Cl2 (3×30 mL). The combined organic phase was driedwith anhydrous Na2SO4. After removal of solvents under reducedpressure, the residue was absorbed to small amounts of silica. Thepurification was performed by flash column chromatography onsilica gel with EA:PE (Petroleum ether) = 1:5 or 1:10 as eluent.
80% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate In o-xylene at 100℃; for 10h; Inert atmosphere; regioselective reaction;
  • 12
  • [ 591-50-4 ]
  • [ 201230-82-2 ]
  • [ 106-47-8 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
79% Stage #1: iodobenzene; 4-chloro-aniline With sodium carbonate In water for 0.166667h; Autoclave; Stage #2: carbon monoxide In water at 100℃; for 8h; Autoclave; 2.2 Typical procedure for aminocarbonylation of aryl iodides with primary and secondary amines in aqueous medium General procedure: To a 100 mL autoclave were added aryl iodides (1.0 mmol), amines (2 mmol), PS-Pd-NHC (50 mg, 14.5 μmol), H2O (10 mL), and Na2CO3 (2.0 mmol). The reaction mixture was first stirred for 10 min and then flushed several times with CO, then filled with 100 psi of CO and the mixture was heated at 100 °C for 8 h. The progress of the reaction was monitored using GC analysis (PerkinElmer, Clarus 400) (BP-10 GC column, 30 m × 0.32 mm ID, film thickness 0.25 mm). After completion of the reaction, the mixture was cooled to room temperature. The catalyst was filtered off and products were extracted with ethyl acetate, dried over Na2SO4 and the solvent was evaporated under vacuum. The residue obtained was purified by column chromatography (silica gel, 60-120 mesh; PE-EtOAc, 90:10) to afford the desired aminocarbonylated product. All the products are well known and were confirmed by GC-MS analysis.
81 %Chromat. With PdCl2(bis(o,o'-Me2C6H3-imino)acenaphthene); potassium carbonate In water at 90℃; for 4h; Schlenk technique; 2.2. Aminocarbonylation reaction General procedure: A 50 mL Schlenk flask was charged with iodobenzene (1 mmol), amine (2 mmol), K2CO3(2 mmol) and catalyst (5·10-3mmol). Afterward, 5 mL of distilled water were added. Under balloon pressure of CO, the reaction mixture was stirred at 90 °C for 4 h. Then, the Schlenk flask was cooled down and the organic products were extracted with 3 portions of 7 mL of diethyl ether (3 × 15 min with stirring) and analyzed by GC with mesitylene as the internal standard (0.076 cm3, 0.546 mmol). The corresponding amides were isolated by evaporation of the solvents and purification of the crude product by column chromatography on silica gel using hexane and diethyl ether mixture (1:1) as the eluent.
77 %Spectr. With 1%Pd/SiO2; potassium carbonate In acetonitrile at 80℃; for 24h; Sealed tube; Green chemistry;
  • 13
  • [ 120-46-7 ]
  • [ 140-38-5 ]
  • [ 2866-82-2 ]
  • 14
  • [ 4406-77-3 ]
  • [ 104-12-1 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
70% With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide at 140℃; for 16h; Inert atmosphere;
  • 15
  • [ 3262-89-3 ]
  • [ 18437-66-6 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
79% With potassium fluoride; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane at 100℃; for 16h; Inert atmosphere; Sealed tube;
79% With potassium fluoride; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane at 100℃; for 16h;
  • 16
  • [ 94-97-3 ]
  • [ 93-97-0 ]
  • [ 6004-21-3 ]
  • [ 2866-82-2 ]
  • 17
  • [ 539-03-7 ]
  • [ 108-88-3 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
83% With tert.-butylhydroperoxide; iodine In water at 80℃; for 24h; Typical procedure: N-phenylbenzamide (Table 2, entry 1) General procedure: A mixture of N-phenylacetamide(2a, 135 mg, 1.0 mmol), iodine (254 mg, 1 mmol), TBHP (387 mg, 3.0 mmol, 70% in water) and toluene (2.0 mL) was added successively in a round-bottom flask, and the resulting soln. stirred for 24 h at 80 °C. The mixture was then subjected to purification by preparative thin-layer chromatography (PE-EtOAc, 10:3) to afford product 3aa.
  • 18
  • [ 201230-82-2 ]
  • [ 1073-69-4 ]
  • [ 98-80-6 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
48% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In acetonitrile at 80℃; for 24h; 3 Preparation of N-(4-chlorophenyl)benzamide: 5 mmol of phenylboronic acid was dissolved in a reactor containing 5 mL of acetonitrile, 1 mmol of p-chlorophenylhydrazine was added with stirring, 0.1 mmol of bistriphenylphosphine-palladium dichloride was the main catalyst, and 0.1 mmol of copper iodide was used as a help. Catalyst, the introduction of CO gas to the reaction system to achieve the pressure of 5MPa, heated and stirred at 80 °C for 24 hours, monitoring the reaction by TLC, after the reaction is complete, separated by column chromatography to give 111mg white solid, production The rate is 48%, and the resulting product has the following structural formula:
48% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride at 100℃; for 24h; Schlenk technique;
  • 19
  • [ 91-01-0 ]
  • [ 1073-69-4 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
93.2% With bis(acetylacetonate)nickel(II); bis[(2-diphenylphosphino)phenyl] ether; toluene-4-sulfonic acid; bis(dibenzylideneacetone)-palladium(0); 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In 1,4-dioxane at 120℃; for 14h; Ionic liquid; 2 Example 2 A suitable amount of two-component organic solvent at room temperature (100:1 mixture of 1,4-dioxane and 1-ethylmethylether-3-methylimidazolium tetrafluoroborate in a mass ratio of 4:1)The compound of formula (I)80 mmol of the compound of the above formula (II)3mmol bicomponent catalyst(1mmol bis(dibenzylideneacetone) palladium and 2mmol nickel acetylacetonate mixture), 200mmol 2-Iodoxybenzoic acid,10 mmol of phosphine ligand L1 and 120 mmol of p-toluenesulfonic acid,Warm up to 120°C,The reaction was stirred at this temperature for 14 hours.After the reaction is completed, the solution is filtered while hot, then the filtrate is naturally cooled to room temperature and the pH is adjusted to neutrality.Ethyl acetate was extracted 2-4 times, the organic phases were combined, dried over anhydrous sodium sulfate, filtered, evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography.Elute with a 1:3 volume ratio of ethyl acetate and petroleum ether, collect the eluate, and evaporate again under reduced pressure.The compound of the above formula (III) has a yield of 93.2%.
  • 20
  • [ 16883-69-5 ]
  • [ 106-47-8 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
84% With potassium carbonate In acetonitrile at 80℃; for 8h; II. General synthetic procedure for the preparation of compounds (3a-u, 5a-i and 7a-g) General procedure: To a stirred solution of a pyridinium salt of phenacyl bromide (1 mmol) and thebenzylamine/benzyl alcohol/amine (1 mmol) was added in CH3CN and allowed to stir. K2CO3was added to the reaction mixture and refluxed for 8 h. The reaction progress was monitoredby using TLC. After complete consumption of the starting materials, the CH3CN wasevaporated under reduced pressure and the crude reaction mixture was diluted with EtOAc (35mL) and washed with water (10 mL) and brine (10 mL), then dried over anhydrous sodiumsulfate and concentrated to yield the crude amide, which was purified by using silica gel columnchromatography.
  • 21
  • [ 2446-51-7 ]
  • [ 1679-18-1 ]
  • [ 2866-82-2 ]
YieldReaction ConditionsOperation in experiment
93% With iron(II) chloride In dichloromethane at 40℃; for 18h; Molecular sieve; Glovebox; Inert atmosphere; Irradiation;
86% With ferric(III) chloride In 1,2-dichloro-ethane at 120℃; for 24h; Sealed tube; Green chemistry; 2.1. General procedure for the synthesis of products 3 General procedure: N-methoxy amide 1 (0.2 mmol), arylboronic acid 2 (0.3 mmol),FeCl3 (20 mmol%) and dichloroethane (DCE, 2.0 mL) were added to asealed tube. Then the mixture was stirred at 120 C in the air for 24 h. After the disappearance of substrate as indicated by TLC, the mixturewas concentrated in vacuo and the resulting crude product was purifiedby column chromatography to afford the products 3.
Same Skeleton Products
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