Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 3526-43-0 | MDL No. : | MFCD00025831 |
Formula : | C14H15NO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | WRDZMZGYHVUYRU-UHFFFAOYSA-N |
M.W : | 213.28 | Pubchem ID : | 408377 |
Synonyms : |
|
Num. heavy atoms : | 16 |
Num. arom. heavy atoms : | 12 |
Fraction Csp3 : | 0.14 |
Num. rotatable bonds : | 4 |
Num. H-bond acceptors : | 1.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 66.73 |
TPSA : | 21.26 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | Yes |
CYP2C9 inhibitor : | Yes |
CYP2D6 inhibitor : | Yes |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.4 cm/s |
Log Po/w (iLOGP) : | 2.69 |
Log Po/w (XLOGP3) : | 3.1 |
Log Po/w (WLOGP) : | 2.96 |
Log Po/w (MLOGP) : | 2.95 |
Log Po/w (SILICOS-IT) : | 3.09 |
Consensus Log Po/w : | 2.96 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.41 |
Solubility : | 0.0837 mg/ml ; 0.000392 mol/l |
Class : | Soluble |
Log S (Ali) : | -3.21 |
Solubility : | 0.13 mg/ml ; 0.00061 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -5.5 |
Solubility : | 0.000667 mg/ml ; 0.00000313 mol/l |
Class : | Moderately soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.24 |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | |
Hazard Statements: | H302 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With 6C53H32O8(4-)*13Zr(4+)*18O(2-)*8Co(2+)*8Cl(1-); hydrogen; sodium triethylborohydride; In tetrahydrofuran; at 80℃; under 30003.0 Torr; for 24h;Glovebox; Inert atmosphere; | The catalytic hydrogenation of an exemplary imine, N-(4-methoxybenzylidene)benzenamine) is shown in Scheme 20. More particularly, in a glovebox, Zr-MTBC-CoCl in THF (0.25 mg, 0.2 mol % Co) was charged into a small vial, and 0.5 mL THF was added. Then, 10 muL NaBEt3H (1.0 M in THF) was added to the vial and the mixture was stirred slowly for 1 h in the glovebox. The solid was centrifuged out of suspension and then washed with THF two times. Then, the black solid in 0.5 mL THF was transferred to a vial containing 0.5 mL THF solution of N-(4-methoxybenzylidene)benzenamine (26.4 mg, 0.125 mmol). The vial was placed into a Parr pressure reactor in a nitrogen-filled glovebox, then pressurized to 40 bar. After stirring at 80 C. for 24 h, the solid was centrifuged out of suspension and extracted three times with THF. The combined organic extracts were concentrated in vacuo to afford crude N-(4-methoxybenzyl)aniline in quantitative yield, which was sufficiently pure as shown in 1H NMR spectrum. |
95% | With ruthenium(III) chloride trihydrate; potassium carbonate; glycerol; at 130℃; for 24h;Inert atmosphere; Sealed tube; | General procedure: A mixture of imine (0.5mmol), RuCl3·3H2O (3.0mol%), K2CO3 (0.5mmol) and glycerol (5.0mmol) was stirred at 130C for 24h in a sealed tube under a nitrogen atmosphere. Workup and purification was as the same as Step 1. |
86% | With tris(pentafluorophenyl)borate; 1,1'-[1-methyl-3-(2,6-dimethylpiperidinyl)-1,3-propyl]ferrocene; hydrogen; In toluene; at 80℃; under 15001.5 Torr; for 16h;Autoclave; | General procedure: FLP6 (8.6 mg, 0.01 mmol) was placed in a glass vial in the glovebox, then imine 1(0.1mmol) dissolved in dry toluene (2.0ml) was added to the vial, and the vial was placed in a stainless steel autoclave. The reactions took place under 2.0MPa H2 pressure at 80 C for 16-38 h. After the completion of the reaction, the solvent was evaporated in vacuo andthe residue was purified by silica gel flash chromatography to afford the product 2a-r. |
85% | With nickel(II) oxide; ammonium formate; sodium hydroxide; In ethanol; water; at 45℃; for 2h;pH 8.0; | General procedure: Imine 1a (30 mg, 0.14 mmol), biosynthesized NiO nanoparticles(1 mg) and ammonium formate (0.13 mmol), ethanol(2 ml) were mixed and stirred in a magnetic stirrer. NaOH(0.05 mmol) in 2ml of water was added to the reaction mixtureto maintain the pH at 8 and heated to about 45 C. Completion of the reaction was confirmed by checking TLC.Then, the catalyst was removed through centrifugation and the organic layer was evaporated. The crude product was extracted with ethyl acetate and dried using anhydrous sodium sulfate. All the products were purified using column chromatography. |
82% | With sodium tetrahydroborate; In ethanol; at 20℃; for 8h; | General procedure: Benzaldehyde (1.0 mmol), amine (1.2 mmol) and CeCl3·7H2O (0.02mmol) in ethanol (5 mL) were stirred for 20 min at room temperature,then NaBH4 (2 mmol) was added. On completion of the reaction (asmonitored by TLC), the reaction mixture was dried under vacuumand the product was extracted with ethyl acetate (3 × 10 mL).Evaporation of the solvent gave a crude product which was purifiedon a small silica gel column with EtOAc: petroleum ether (10:1) aseluent |
75% | With Eosin Y; thiophenol; benzoic acid; In water; at 20℃; for 48h;Inert atmosphere; Irradiation; Green chemistry; | Add to 5mL round bottom flasks separately42mg of p-methoxyphenyl-N-phenylimine,66mg thiophenol, 12mg benzoic acid and 7mg Eosin Y,Add 1 mL of water as a solvent with a syringe, close the reaction vessel and bubble nitrogen for 20 minutes.Place the reaction vessel under the blue LED light for 48h,The reaction was extracted with dichloromethane and the organic phases were combined,After drying treatment with anhydrous sodium sulfate, the crude product was filtered and concentrated by rotary evaporation.A mixed solution of petroleum ether / ethyl acetate was used as an eluent.Purification and separation by silica gel column chromatography gave N-p-methoxybenzylaniline. |
88%Spectr. | With sodium tetrahydroborate; NiLa2O4; In methanol; dichloromethane; at 20℃; for 0.0333333h; | General procedure: NaBH4 (0.37 mmol, 0.014 g) was added at room temperatureto a stirred mixture of the appropriate imine (0.5 mmol)and nano-sized spinel NiLa2O4 (0.3 mol%, 6.0 mg) in CH2Cl2 (1mL). Methanol (1 mL) was added slowly under constant magneticstirring. On completion of the reaction, which was monitoredusing thin-layer chromatography (TLC; n-hexane:ethylacetate = 8:2), the catalyst was removed by centrifugation andthe solvent was evaporated under reduced pressure. Additionof water (10 mL) gave an oily liquid; the mixture was extractedwith CH2Cl2 (2 × 10 mL). The combined organic layers weredried over anhydrous Na2SO4 and the solvent was evaporatedunder reduced pressure to afford the product. The sample puritywas confirmed using TLC and 1H nuclear magnetic resonance(NMR) spectroscopy. |
With benzaldehyde; 1,2-diamino-benzene; In ethanol; at 20℃; for 3h;Molecular sieve; | General procedure: Amine (1.0 mmol) and aldehyde (1.0 mmol) were taken in ethanol (4 mL) in presence of 5 A molecular sieves (10 mg) and the reaction mixture was stirred at RT. After noticing the complete formation of the imine (TLC), benzaldehyde (1 mmol) and o-phenylenediamine (1 mmol) were added to the reaction mixture. The reaction was continued till its completion as indicated by TLC. EtOAc (25 mL) was added to the reaction mixture and the mixture filtered to remove the benzimidazole as residue. The filtrate was washed with water (2 × 10 mL) and brine (10 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude product, which on passing through a silica (60-120 mesh) column, using a gradient of ethyl acetate and petroleum ether containing 1% of triethylamine, gave the pure products (6a-m, 79-85% yields). | |
With sodium tetrahydroborate; In methanol; at 80℃; | General procedure: To a 100?mL round flask that was equipped with a stirring bar, aniline (10.0?mmol), aldehyde (11.0?mmol), NaOEt (1.36?g, 20.0?mmol) and methanol (20?mL) was added successively. The resulting mixture was stirred at 80?C in atmosphere and monitored by TLC. When aniline was converted completely, the mixture was cooled to room temperature, and NaBH4 (0.416?g, 11.0?mmol) was added to the reaction mixture in portions. The continuous stirring was kept for additional 1-4?h at 80?C. TLC monitored the completion of the reaction. The solvent was evaporated and the resulting residue was purified by column chromatography on silica gel column using EtOAc-petroleum ether solution as eluent to afford secondary amine. | |
With sodium tetrahydroborate; In methanol; at 25℃; for 3h;Inert atmosphere; Schlenk technique; | General procedure: Ni-pol (11.0 mg, Ni %w=5.35, 10.0 mumol of Ni), the desired nitroarene(0.50 mmol), methanol (5.0 mL) and NaBH4 (1.5 mmol) wereintroduced in a 25 ml three-necked round flask (equipped with amagnetic stirrer and a gas bubbler to discharge the dihydrogen excessproduced during reaction), and the mixture was stirred under magneticstirring at 25 C for the time necessary to form the corresponding anilines(step A, monitoring by TLC and/or GC and GC-MS). Then, 40 mul(ca. 1.0 mmol) of formic acid and the desired arylaldehyde (0.70 mmol)were introduced in the vessel and the reaction mixture was stirred forfurther 40 min (step B). Then, 3.0 mmol of NaBH4 was added understirring, leaving the system to react for due time (step C). The reactionmixture was then diluted with 5.0 ml of methanol and filtered. The solid(Ni-pol) was washed with methanol (3×5.0 mL) and the combinedorganic layers were dried (Na2SO4) and concentrated under reducedpressure to get the crude product, which was then purified by columnchromatography using a short plug of silica gel and eluted with theappropriate solvent mixture. Evaporation of solvents afforded the desiredsecondary amines. | |
With sodium tetrahydroborate; In methanol; at 80℃; | General procedure: To a 100 mL round flask that was equipped with a stirring bar, aniline (10.0 mmol), aldehyde (11.0 mmol), NaOEt (1.36 g, 20.0 mmol) and methanol (20 mL) was added successively. The resulting mixture was stirred at 80 C in atmosphere and monitored by TLC. When aniline was converted completely, the mixture was cooled to room temperature, and NaBH4 (0.416 g, 11.0 mmol) was added to the reaction mixture in portions. The continuous stirring was kept for additional 1-4 hours at 80 C. TLC monitored the completion of the reaction. The solvent was evaporated and the resulting residue was purified by column chromatography on silica gel column using EtOAc-petroleum ether solution as eluent to afford secondary amine. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In acetonitrile at 65℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With trimethylamine-N-oxide; [bis(hexamethylene)cyclopentadienone]iron tricarbonyl; isopropyl alcohol at 100℃; for 18h; Sealed tube; Inert atmosphere; | |
97% | With phenylsilane; (1-(3-methoxybenzyl)-3-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-ylidene)p-cymeneruthenium(II) chloride In ethanol at 30℃; for 0.0833333h; Inert atmosphere; Schlenk technique; chemoselective reaction; | |
96% | With ethanol; calcium for 0.25h; Heating; |
93% | With sodium tetrahydroborate In methanol at 20℃; for 12h; Inert atmosphere; | |
85% | With sodium tetrahydroborate In methanol Heating; | |
Multi-step reaction with 2 steps 1: neat (no solvent) / 12 h / 20 °C / Schlenk technique; Inert atmosphere; Glovebox 2: silica gel; methanol / 60 °C | ||
Multi-step reaction with 2 steps 1: tris(3,4,5-trifluorophenyl)alane etherate / chloroform-d1 / 24 h / 70 °C / Sealed tube 2: sodium hydroxide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With tert.-butylhydroperoxide In acetonitrile at 20℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 0.0833333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With ruthenium trichloride; potassium carbonate; In glycerol; at 130℃; for 24h;Inert atmosphere; | The nitrobenzene (1 mmol), p-methoxybenzyl methanol (1 ? 5 mmol), K2C3 (1 mmol), RuCl3 (3 mol%) and glycerol (10 mmol) was added with magnetic stirring drying the reaction tubes, followed by replacement of the reaction tubes 3 times N2,The reaction was stirred at 130 C 24 h. After completion of the reaction, the solution was cooled to room temperature, add 5 mL of water, and then extracted with 3X5 mL of chloroform, and the combined organic phases, the organic phase was dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by rotary evaporation, purified by silica gel column layerChromatographic separation, to give the desired product (yield 85%) |
85%Chromat. | With ruthenium(III) chloride trihydrate; potassium carbonate; glycerol; at 130℃; for 24h;Inert atmosphere; Sealed tube; | General procedure: A mixture of aryl alcohol (1.5mmol), nitrobenzene (1.0mmol), RuCl3·3H2O (3.0mol%), K2CO3 (1.0mmol) and glycerol (10mmol) was stirred at 130C for 24h in a sealed tube under a nitrogen atmosphere and then allowed to cool to room temperature. Water (10mL) was added and the aqueous solution extracted with dichloromethane (3×10mL). The combined extracts were dried with anhydrous Na2SO4, the solvent removed and the crude product purified on a short flash chromatography column. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 40 %Chromat. 2: 60 %Chromat. | With hydrogen In isopropyl alcohol at 40 - 80℃; for 16h; chemoselective reaction; | 2.3. Cascade reaction procedure Catalytic reactions were performed in a reactor (Autoclave Engineers, 100 mL capacity, 1500 RPM). Conversions and selectivities were measured by NMR and gas chromatographic techniques. All hydrogenated products were initially identified by using authentic commercial samples of the expected products. A mixture of the appropriate nitroaromatic (1 mmol) and aldehyde (1 mmol) was introduced into the reactor together with a catalytic amount of Ru-catalyst (0.02 mmol, 2 mol%) and solvent (ethanol or isopropanol, 40 ml). Afterward, the reactor was sealed and air was purged by flushing three times with 1.5 bar of hydrogen. Then, the reaction mixture was stirred, heated at 40 °C, and the reactor was pressurized with H2 at the required pressure. Ones the nitro compound is hydrogenated to amine, the dihydrogen pressure increased until 5 bar and the temperature at 80 °C. The progress of the reaction was monitored by GC. When the hydrogenation reaction was finished, the reactor was depressurized. Finally, the catalysts were filtered and the organic solution was concentrated under vacuum and analyzed by GC-MS. |
1: 90 %Chromat. 2: 5 %Chromat. | With hydrogen In glycerol at 100℃; for 2h; | |
1: 52 %Chromat. 2: 48 %Chromat. | With formic acid; triethylamine at 120℃; for 2h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With chloro(η5-pentamethylcyclopentadienyl)(L-prolinato)iridium(III) In toluene at 95℃; for 24h; Inert atmosphere; Sealed tube; | |
88% | With potassium fluoride; tetrabutyl ammonium fluoride; silver(I) triflimide In water at 90℃; for 48h; Inert atmosphere; | Typical procedure for 4a General procedure: Aniline (93 mg), benzylamine (128 mg), AgNTf2 (116 mg), KF (17 mg), TBAF (74 mg) and TPT-ZnMS (10 mg) were added to a Schlenk tube under nitrogen atmosphere. Water (3.5 mL) and a stir bar were added in sequence and the mixture was stirred for 48 h at 90 oC condition under nitrogen atmosphere. |
83% | With water; isopropyl alcohol; silver(I) triflimide at 90℃; for 24h; Schlenk technique; |
71% | With [(PCy3)(CO)RuH]4(μ-O)(μ-OH)2}; 4-tert-Butylcatechol In chlorobenzene at 140℃; for 20h; Glovebox; Schlenk technique; Sealed tube; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With potassium <i>tert</i>-butylate at 135℃; for 24h; Schlenk technique; Green chemistry; | General experimental procedure for synthesis of amine from N-phenylurea andalcohol General procedure: In a 20 mL Schlenk tube placed a mixture of N-phenylurea (1 mmol), aryl alcohol (5 mmol),KOtBu (3.5 mmol) and was heated at 135 °C under normal air atmosphere for 24 h. Theprogress of reaction was monitored by GC and/or TLC. After completion of the reaction,water (3 mL) and ethyl acetate (3 mL) were added to the reaction mixture, and mixture wasthen stirred vigorously. The organic layer was separated, and the aqueous layer was extractedwith ethyl acetate (2 × 3 mL). The combined organic layers were dried over anhydroussodium sulphate and evaporated under reduced pressure. The crude product was purified bycolumn chromatography (silica gel, 100-200 mesh; petroleum ether/ethyl acetate) to providethe corresponding pure product. The product was characterized by using differentspectroscopic techniques such as GC-MS, 1H and 13C NMR. The purity of the compound wasconfirmed by using GC-MS analysis. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20℃; for 5h; | To a solution of 8-bromo-6-chloroimidazo[l,2-]pyridazine (340 mg, 1.463 mmol) (prepared as described by Vaccaro W. et al. United States Patent Appl. US 2008/0045536 Al, 2008) and N-(4-methoxybenzyl)aniline (312 mg, 1.46 mmol) in THF (5 mL) at 0 C was added LiHMDS (4.39 mL, 4.39 mmol, 1 M in THF). The reaction mixture was stirred at 0 C for 3 h. The starting material was still present. Additional LiHMDS (4.39 mL, 4.39 mmol, 1 M in THF) was added and the reaction was stirred at room temperature for 2 h. LCMS indicated complete consumption of the starting material. The reaction mixture was transferred to a separatory funnel containing saturated aqueous NaHC03 solution (25 mL) and the aqueous layer was extracted with EtOAc (3 x 25 mL). The combined organic layers were concentrated and the residue was purified by column chromatography on silica gel (10%? 30% ethyl acetate in hexanes) to afford 6-chloro-N-(4-methoxybenzyl)-N- phenylimidazo[l,2-£]pyridazin-8-amine (280 mg, 53%> yield) as a yellow solid: LRMS (ESI) mle 365.2 [(M + H)+, calcd for C2oHi8N4OCl 365.2]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78.7 g | In dichloromethane at 20℃; for 2h; | |
78.7 g | In dichloromethane at 20℃; for 2h; Inert atmosphere; | Synthesis of 2-(4-(benzyloxy)phenyl)-N-(4-methoxybenzyl)-N-phenylacetamide 2 To a solution of 4-benzyloxyphenylacetic acid 1 (48.4 g, 0.20 mol) in anhydrous CH2Cl2 (500 mL) at 0 °C were added 30 drops of DMF. After that, oxalyl chloride (34.4 mL, 0.36 mol) was added dropwise over 0.5h. The reaction mixture was stirred at room temperature for 2h, and then the solvent was removed under reduced pressure. The resultant residue obtained above was added to the solution of N-(4-methoxybenzyl)aniline (90.0 g, 0.42 mol) in CH2Cl2 (500 mL). After the resulting reaction mixture was stirred at room temperature for 2h, the reaction was quenched with water and extracted three times with CH2Cl2. The combined organic extracts were sequentially washed with water and brine, and then dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica gel to afford the compound 2 (78.7 g, 90 % yield). 1H NMR (400 MHz, CDCl3): δ=7.45 (d, J=7.0Hz, 1H), 7.40 (t, J=7.3Hz, 1H), 7.37-7.29 (m, 2H), 7.12 (d, J=8.6Hz, 1H), 7.00 (d, J=8.6Hz, 1H), 6.93-6.86 (m, 2H), 6.79 (d, J=8.6Hz, 1H), 5.05 (s, 1H), 4.84 (s, 1H), 3.79 (s, 2H), 3.40ppm (s, 1H); 13C NMR (100 MHz, CDCl3): δ=170.9, 158.7, 157.4, 142.1, 137.0, 130.2, 130.0, 129.5, 129.3, 128.7, 128.5, 127.9, 127.8, 127.7, 127.4, 114.6, 113.5, 77.3, 77.0, 76.7, 69.9, 55.1, 52.5, 40.3ppm. IR: =1654, 1511, 1393, 1245, 1176, 1032, 699cm-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
39% | General procedure: An oven-dried 10 mL screw-capped vial containing AgOTf (5.2 mg, 0.02 mol,), BINAP (14.9 mg, 0.024 mmol), were evacuated and purged with Ar three times. Then, THF (2.0 mL) was added via syringe. The mixture was stirred at r.t. for 15 min and the solution became clear. Then 36.7 mg (0.2 mmol) of arylbenzylamine 2a and 0.22 mmol (53 mg, 1.1 equiv.) of T+BF4- were added to the system, and the reaction was stirred at the same temperature for another 20 minutes. Next, 40 mol% (7.3 muL) of HOTf was added, followed by addition of allylic trimethoxylsilane (67 muL, 0.4 mmol). Kept the reaction stirringfor 15 h and monitored by TLC. After the starting material disappeared, the solvent was evaporated and then the residue was purified on a silica gel column using petroleum/ethyl acetate (v/v : 100/1) as eluent to afford the desired product 3a as light yellow oil (44.2 mg, 99%yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 85% 2: 13% 3: 38% | With PdAu alloy nanoparticles encapsulated inside MIL-100(Fe) cavities In acetonitrile for 24h; Irradiation; Inert atmosphere; Schlenk technique; Sealed tube; | 2.3. Catalytic reactions General procedure: The N-alkylation reactions were performed in a sealed schlenktube under visible light irradiation. The catalyst (10 mg), amines(0.1 mmol) and alcohols (3 mmol) were suspended in CH3CN (2mL) and the resultant mixture were degassed and saturated withN2 to remove any dissolved O2 before reaction. The reactions wereperformed under the irradiation of a 300WXe lamp equipped witha UV-cut filter to remove irradiation with wavelengths less than420 nm and an IR-cut filter to remove irradiation with wavelengths>800 nm. After reaction, the reaction mixture was filtered througha porous membrane (20 lm in diameter) and the products wereanalyzed by GC-MS and GC-FID (Shimadzu GC-2014) equippedwith a HP-5 capillary column.Photocatalytic dehydrogenation of benzyl alcohol was conductedin a sealed reaction tube containing catalyst (10 mg), benzylalcohol (0.1 mmol) and CH3CN (2 mL).The reaction between aniline and benzaldehyde was carried outin a tube containing catalyst (10 mg), aniline (0.1 mmol), benzaldehyde(0.5 mmol) and CH3CN (2 mL). Hydrogenation of Nbenzylideneanilinewith H2 was carried out in a reaction tube containingcatalyst (10 mg), N-benzylideneaniline (0.1 mmol), benzylalcohol (3 mmol) and CH3CN (2 mL). |
1: 63% 2: 18% 3: 28% | With Pd nanoparticles encapsulated inside a MIL100(Fe) cavity In acetonitrile for 24h; Sealed tube; Irradiation; Inert atmosphere; | 2.3. Catalytic reactions General procedure: The Nalkylation reaction was performed in a sealed reactiontube under visible light irradiation. The catalyst (10 mg), amine(0.1 mmol), and alcohol (3 mmol) were suspended in acetonitrile(CH3CN, 2 mL) and the resultant mixture was degassed and saturatedwith N2 to remove any dissolved O2 before the reaction.The reaction was performed under irradiation by a 300W Xe lampequipped with a UVcut filter to remove all irradiation with wavelengths less than 420 nm and an IR-cut filter to remove all irradiationwith wavelengths greater than 800 nm. After the reaction, thereaction mixture was filtered through a porous membrane (20 lmin diameter) and the products were analyzed by GC-MS and GC-FID(Shimadzu GC-2014) equipped with an HP-5 capillary column. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: triethylamine / diethyl ether / 2 h / 0 - 5 °C 2.1: potassium <i>tert</i>-butylate / toluene / -45 - 20 °C / Inert atmosphere 3.1: 60 - 65 °C 4.1: sodium dithionite / water; N,N-dimethyl-formamide / 4 h / Reflux 5.1: sulfuric acid / water; tetrahydrofuran 5.2: 0 - 20 °C | ||
Multi-step reaction with 6 steps 1.1: triethylamine / diethyl ether / 2 h / 0 - 5 °C 2.1: potassium <i>tert</i>-butylate / toluene / -45 - 20 °C / Inert atmosphere 3.1: 60 - 65 °C 4.1: sodium dithionite / water; N,N-dimethyl-formamide / 4 h / Reflux 5.1: sulfuric acid / water; tetrahydrofuran 5.2: 0 - 20 °C 6.1: sulfuric acid; trifluoroacetic acid; methoxybenzene / 4 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With C26H30N2NiO3; sodium hydroxide In toluene for 20h; Reflux; Molecular sieve; Inert atmosphere; |
Tags: 3526-43-0 synthesis path| 3526-43-0 SDS| 3526-43-0 COA| 3526-43-0 purity| 3526-43-0 application| 3526-43-0 NMR| 3526-43-0 COA| 3526-43-0 structure
[ 180163-21-7 ]
3-((2,6-Dimethylphenyl)amino)phenol
Similarity: 0.88
[ 854391-95-0 ]
Bis(4-methoxybenzyl)amine hydrochloride
Similarity: 0.82
[ 4770-41-6 ]
6-Methoxyindoline hydrochloride
Similarity: 0.86
[ 4770-39-2 ]
5-Methoxyindoline hydrochloride
Similarity: 0.86
[ 180163-21-7 ]
3-((2,6-Dimethylphenyl)amino)phenol
Similarity: 0.88
[ 887582-58-3 ]
(6-Methoxy-1H-indol-3-yl)methanamine
Similarity: 0.84
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :