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Chemical Structure| 454705-62-5 Chemical Structure| 454705-62-5

Structure of 454705-62-5

Chemical Structure| 454705-62-5

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Product Details of [ 454705-62-5 ]

CAS No. :454705-62-5
Formula : C10H8ClNO2S
M.W : 241.69
SMILES Code : O=S(C1=CC=C2N=CC=C(Cl)C2=C1)(C)=O
MDL No. :MFCD20259278
InChI Key :KJVKESYMVCSYLW-UHFFFAOYSA-N
Pubchem ID :58170410

Safety of [ 454705-62-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H311-H331
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 454705-62-5 ]

* 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 [ 454705-62-5 ]

[ 454705-62-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 454705-62-5 ]
  • [ 1123-93-9 ]
  • N-1,3-benzothiazol-5-yl-6-(methylsulfonyl)-4-quinolinamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With sulfuric acid; In ethanol; at 80℃; for 18h; A mixture of 4-chloro-6-(methylsulfonyl)quinoline (9.0 g, 37 mmol), <strong>[1123-93-9]1,3-benzothiazol-5-amine</strong> (5.6 g, 37 mmol), sulfuric acid (0.16 ml, 1.9 mmol) and ethanol (370 ml) was heated at 80 °C for 18 h. The reaction was cooled to room temperature, diluted with diethyl ether and filtered. The material was dissolved in 10 percent methanol/ethyl acetate and washed with saturated sodium bicarbonate solution. The aqueous layer was extracted with 10percent methanol/ethyl acetate (2x) and the combined organics were washed with brine (1x) and concentrated to yield the desired product along with minor amounts of methanol. The material was suspended in 2:1 acetonitrile/water (50 mL), filtered, and the resulting solid was dried overnight. The reaction was repeated on a 7g scale and the 2 batches were combine to yield N-1,3-benzothiazol-5-yl-6-(methylsulfonyl)-4-quinolinamine (16 g, 44.6 mmol, 67 percent yield). 1H NMR (400 MHz, CHLOROFORM-d) delta 9.11 (s, 1H), 8.88 (s, 1H), 8.67 (d, J = 5.6 Hz, 1H), 8.24 (d, J = 8.8 Hz, 1H), 8.09 - 8.18 (m, 2H), 8.05 (d, J = 8.6 Hz,1H), 7.48 (dd, J = 8.6, 2.0 Hz, 1H), 7.09 (d, J = 5.6 Hz, 1H), 3.20 (s, 3H); MS (m/z) 356 (M+H+). Alternatively, this reactioncan be done with a drop of con. HCl (or catalytic 4M HCl in dioxane) or in a microwave reactor in the absence of acidat 80 °C - 150 °C for 5 to 15 minutes. NMP may also be used as the solvent in select cases. Select compounds werepurified by reverse phase HPLC.
  • 2
  • [ 454705-62-5 ]
  • [ 3325-11-9 ]
  • N-(1H-benzo[d][1,2,3]triazol-5-yl)-6-(methylsulfonyl)quinolin-4-amine [ No CAS ]
 

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Related Functional Groups of
[ 454705-62-5 ]

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Related Parent Nucleus of
[ 454705-62-5 ]

Quinolines

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