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[ CAS No. 4079-26-9 ] {[proInfo.proName]}

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Chemical Structure| 4079-26-9
Chemical Structure| 4079-26-9
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Product Details of [ 4079-26-9 ]

CAS No. :4079-26-9 MDL No. :MFCD05664738
Formula : C15H11NS Boiling Point : -
Linear Structure Formula :- InChI Key :ZGOOPZVQMLHPFM-UHFFFAOYSA-N
M.W : 237.32 Pubchem ID :297589
Synonyms :
NSC168807
Chemical Name :6,11-Dihydrothiochromeno[4,3-b]indole

Safety of [ 4079-26-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 4079-26-9 ]

* 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 [ 4079-26-9 ]

[ 4079-26-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 3528-17-4 ]
  • [ 100-63-0 ]
  • [ 4079-26-9 ]
YieldReaction ConditionsOperation in experiment
96% With chloro-trimethyl-silane; In ethanol; for 4h;Reflux; Thiochro-man-4-one (0.700g, 4.26mmol) and phenyl hydrazine (0.461g, 4.26mmol) were diluted with EtOH (7mL) and to the solution was added trimethylsilyl chloride (0.463g, 4.26mmol) in one portion. The reaction mixture was heated at reflux for 4h and cooled to room temperature. The solution was basified with saturated NaHCO3 aqueous solution and diluted with EtOAc (10mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate three times (20mL×3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The resulting solid was dispersed in EtOAc:Et2O=1:8 (v/v) solution, filtered, and dried under reduced pressure to give 9 as an ivory solid (0.961g, 4.08mmol, 96%): mp=162-165C; Rf=0.33 (EtOAc:hexane=1:4); 1H NMR (400MHz, DMSO-d6): δ 11.58 (s, 1H), 7.71 (d, J=7.2Hz, 1H), 7.53 (d, J=8.0Hz, 1H), 7.39 (d, J=8.0Hz, 1H), 7.34 (d, J=7.6Hz, 1H), 7.24 (dd, J=8.0, 7.2Hz, 1H), 7.13-7.17 (m, 2H), 7.04 (dd, J=7.2, 7.0Hz, 1H), 4.28 (s, 2H); 13C NMR (100MHz, DMSO-d6): δ 136.7, 132.4, 131.8, 127.5, 127.4, 127.2, 125.84, 125.78, 122.9, 122.4, 119.4, 118.5, 111.4, 105.9, 22.7; IR (ZnSe-ATR) 3336 (w), 1957 (w), 1915 (w), 1871 (w), 1785 (w), 1453 (w), 1440 (w), 1416 (w), 1312 (w), 1276 (w), 1177 (w), 1006 (w), 1036 (w), 918 (w), 864 (w), 761 (m), 733 (vs), 670 (w) cm-1; Anal. Calcd for C15H11NS: C, 75.92; H, 4.67; N, 5.90; S, 13.51. Found: C, 75.92; H, 4.62; N, 5.91; S, 13.63.
72% With chloro-trimethyl-silane; In ethanol; for 4h;Reflux; <strong>[3528-17-4]Thiochroman-4-one</strong> (11.4 g, 69.2 mmol) and phenylhydrazine7.49 g, 6.82 mL, 69.2 mmol) was dissolved in ethanol (100 mL), trimethylsilyl chloride (7.52 g, 8.79 mL, 69.2 mmol) was quickly added thereto and the stopper was closed.The reaction mixture was heated under reflux for 4 hours and then cooled.A saturated aqueous solution of sodium hydrogencarbonate was added until the solution became sufficiently basic,And diluted with ethyl acetate (150 mL).The organic layer was separated and the remaining water layer was extracted three times with ethyl acetate (250 mL x 3). The combined organic layers were washed with saturated aqueous sodium chloride solution,Anhydrous sodium sulfate was added and the mixture was filtered under reduced pressure.The filtrate was removed under reduced pressure, and the remaining solid was dispersed in diethyl ether: ethyl acetate = 8: 1 (v / v) and filtered to give compound 4 as a yellow liquid. (11.8 g, 49.7 mmol, 72%)
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