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[ CAS No. 19402-87-0 ]

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2D
Chemical Structure| 19402-87-0
Chemical Structure| 19402-87-0
Structure of 19402-87-0 *Storage: {[proInfo.prStorage]}

Quality Control of [ 19402-87-0 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 19402-87-0 ]

SDS

Product Details of [ 19402-87-0 ]

CAS No. :19402-87-0MDL No. :MFCD00218286
Formula :C19H15NBoiling Point :455.5°C at 760 mmHg
Linear Structure Formula :-InChI Key :HBAKJBGOHINNQM-UHFFFAOYSA-N
M.W :257.33Pubchem ID :146485
Synonyms :

Computed Properties of [ 19402-87-0 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 19402-87-0 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H320-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 19402-87-0 ]

  • Downstream synthetic route of [ 19402-87-0 ]

[ 19402-87-0 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 17763-95-0 ]
  • [ 100-46-9 ]
  • [ 19402-87-0 ]
  • 2
  • [ 621-84-1 ]
  • [ 17763-95-0 ]
  • [ 19402-87-0 ]
  • [ 86-74-8 ]
  • benzyl 9H-carbazole-9-carboxylate [ No CAS ]
  • 3
  • [ 3459-92-5 ]
  • [ 86-74-8 ]
  • [ 19402-87-0 ]
YieldReaction ConditionsOperation in experiment
~ 76% With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutyl-ammonium chloride; In acetonitrile; at 160℃; under 15001.5 Torr; for 0.3h;Microwave irradiation; A mixture of carbazole (3.34 g, 20 mmol), DBC (14.52 g, 60 mmol), DABCO (672 mg, 6.0 mmol) and TBAC (5.56 g, 20 mmol) is dissolved in CH3CN (80 ML).The resulting solution is subjected to microwave irradiation by passing through (flow rate 20 ML/min) a Milestone ETHOS-CFR continuous flow reactor, which is preheated at 160 C. under 20 bar pressure.After the third pass (18 min), the reaction mixture is collected and cooled to RT. The mixture is concentrated under vacuum.The residue is diluted with EtOAc and H2O. The two layers are separated and the aqueous layer is back extracted with EtOAc. The combined organic layers are washed with brine and dried over anhydrous Na2SO4.The mixture is filtered and concentrated under vacuum.The crude residue is purified with Biotage Flash Chromatography unit on 40 s cartridge eluding with hexane:CH2Cl2=19:1 solvent mixture and afforded 1-benzylcarbazole (about 76% yield) as a white solid: mp 117 C.; 1H NMR (CDCl3) delta 8.05 (d, 2H), 7.20 (m, 11H), 5.42 (s, 2H); 13C NMR (CDCl3) delta 140.6, 137.1, 128.7, 127.4, 126.4, 125.8, 123.0, 120.3, 119.1, 46.5; MS m/z 257.1202 [m+1]+.
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutyl-ammonium chloride; at 135℃; for 1h; A mixture of carbazole (167 mg, 1.0 mmol), DBC (363 mg, 1.5 mmol), DABCO (33.6 mg, 0.3 mmol) and TBAC (2.0 g) is heated at 135 C. for 1 h.A small sample is taken from the melt, cooled down to RT, and added a mixture of H2O (1 ML) and Et2O (1 ML).The organic layer is separated and Et2O is evaporated.The residue is dissolved into a mixture of H2O:CH3CN=1:1 (1 ML) and subjected to a HPLC analysis on Waters 717 HPLC instrument with Symmetry Shield RP8 3.9*150 mm column eluding with 50:50H2O:CH3CN solvent mixture at 40 C. Chromatogram indicated about 91% conversion to the desired product 1-benzylcarbazole.
  • 4
  • [ 19402-87-0 ]
  • [ 96853-15-5 ]
  • 3-iodo-N-benzylcarbazole [ No CAS ]
  • 5
  • [ 19402-87-0 ]
  • [ 96853-15-5 ]
YieldReaction ConditionsOperation in experiment
98% With potassium iodate; acetic acid; potassium iodide; at 80℃; [19402-87-0]9-benzyl-9H-carbazole obtained in step 1.1. (16 mmol, 4.1 g, 1 eq) is placed in solution in glacial acetic acid (40-50 mL) in a flask at 80 C. After the [19402-87-0]9-benzyl-9H-carbazole has completely dissolved, potassium iodide (KI; 20.8 mmol, 3.5 g, 1.3 eq) and potassium iodate (KIO3; 12.8 mmol, 2.75 g, 0.8 eq) are then added. The temperature is maintained at 80 C. until the I2 formed has been completely consumed. Then the mixture is left under stirring at 80 C. until a white precipitate appears. After the precipitate has appeared, TLCs are carried out to verify if the reaction is complete. A 5% sodium thiosulphate solution is then added to the reaction mixture after returning to ambient temperature and the precipitate is recovered by filtration then washed several times with water. The solid obtained is dried. (0293) The product is obtained in the form of a white solid. Yield: 98%
95% With potassium iodate; sulfuric acid; potassium iodide; In ethanol; at 55℃; for 13h;Inert atmosphere; (Manufactured by Nacalai Tesque), benzyl chloride (58.4 g, 454.5 mmol:Wako Pure Chemical Industries, Ltd.) and potassium hydroxide (41.1 g, 714.3 mmol:(250 ml: manufactured by Kanto Chemical Co.) in tetrahydrofuran (manufactured by Nacalai Tesque, Inc.) was refluxed under an argon atmosphere for 34 hours. Next, after cooling at room temperature, water (250 ml) and dichloromethane (200 ml) were added to the reaction liquid and the liquid was separated. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off using a separator and recrystallization from hexane afforded Intermediate 2 as white crystals (30.67 g, yield 77%).Potassium iodide (3.6 g, 16.9 mmol: manufactured by Nacalai Tesque KK) and potassium iodate (4.4 g, 32.4 mmol: manufactured by Nacalai Tesque KK) were added to a solution of Intermediate 2 (5.1 g, 19.8 mmol) And a solution of sulfuric acid (3.1 g, 31.3 mmol: manufactured by Nacalai Tesque KK) in ethanol (700 mL, manufactured by Wako Pure Chemical Industries, Ltd.) under an atmosphere of argon for 13 hours at 55 C. Next, after cooling at room temperature, ethanol was distilled off using a diverter, and dichloromethane (300 ml) and water (200 ml) were added to the residue to separate the layers. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off using a separator. Recrystallization was performed from a mixed solvent of ethyl acetate and hexane to obtain Intermediate 3 as white crystals (9.65 g, yield 95%).
  • 6
  • [ 86-74-8 ]
  • [ 19402-87-0 ]
  • 7
  • [ 100-44-7 ]
  • carbazole potassium [ No CAS ]
  • [ 19402-87-0 ]
YieldReaction ConditionsOperation in experiment
...ministering to said animal in need of such treatment, a therapeutically effective amount of a 1H-indole-3-glyoxylamide compound or a 9H-carbazole or a pharmaceutically acceptable salt, solvate, or a prodrug derivative thereof selected from the group consisting of compounds (A) through (AL): ... (O) 4-[[3-(2-amino-1,2-dioxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]butanoic acid, (P) 9H-carbazole, (Q) [19402-87-0]9-benzylcarbazole,
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