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Chemical Structure| 80563-86-6 Chemical Structure| 80563-86-6

Structure of 80563-86-6

Chemical Structure| 80563-86-6

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Product Details of [ 80563-86-6 ]

CAS No. :80563-86-6
Formula : C7H6Cl2O2S
M.W : 225.09
SMILES Code : O=S(C1=CC=CC(Cl)=C1C)(Cl)=O
MDL No. :MFCD00052198
InChI Key :ZSIYKAQPQRTBPF-UHFFFAOYSA-N
Pubchem ID :522734

Safety of [ 80563-86-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 80563-86-6 ]

* 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 [ 80563-86-6 ]

[ 80563-86-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 80563-86-6 ]
  • [ 33084-49-0 ]
  • 3-chloro-2-methyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
34% EXAMPLE 28 3-Chloro-2-methyl-N-(4-Bromo-3-methyl-5-isoxazolyl)benzenesulfonamide 3-Chloro-2-methyl-N-(4-Bromo-3-methyl-5-isoxazolyl)benzenesulfonamide was prepared from <strong>[33084-49-0]5-amino-4-bromo-3-methylisoxazole</strong> and 3-chloro-2-methylbenzenesulfonyl chloride according to the procedures described in Example 5. The crude product was purified by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 185-187 C., yield 34 %.
34% EXAMPLE 68 3-Chloro-2-methyl-N-(4-Bromo-3-methyl-5-isoxazolyl)benzenesulfonamide 3-Chloro-2-methyl-N-(4-Bromo-3-methyl-5-isoxazolyl)benzenesulfonamide was prepared from <strong>[33084-49-0]5-amino-4-bromo-3-methylisoxazole</strong> and 3-chloro-2-methylbenzenesulfonyl chloride according to the procedures described in Example 45. The crude product was purified by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 185-187 C., yield 34%.
  • 2
  • [ 80563-86-6 ]
  • [ 21344-90-1 ]
  • [ 376349-38-1 ]
YieldReaction ConditionsOperation in experiment
282A 3-Chloro-N-[4-(2-chlorophenyl)-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide The title compound was prepared from <strong>[21344-90-1]4-(2-chlorophenyl)-1,3-thiazol-2-amine</strong> and 3-chloro-2-methylbenzenesulfonyl chloride as described in the synthetic METHOD B to give a white solid (45.3 mg) with purity >90percent: MS (pos) m/z 399.1, 401.1; HRMS m/z 397.9711 (calc. of monoisotopic mass for C16H12Cl2N2O2S2 gives 397.9117).
  • 3
  • [ 686747-19-3 ]
  • [ 80563-86-6 ]
  • [ 686747-20-6 ]
YieldReaction ConditionsOperation in experiment
65% To a solution of 5- NITRO-1 H-INDOLE-3-CARBOXYLIC acid methyl ester (206 mg, 0.940 MMOL) in methanol (40 mL) was added 5% palladium on carbon (40 mg) and the mixture was stirred under 1 atm H2 for 5h. The mixture was filtered through celite and the filtrate evaporated to yield a brown solid that was used without further purification (173 mg, 97%), single spot at Rf 0.64 (ethyl ACETATE).'H NMR (D6-DMSO) : 5 11.50 (1H, s, N-H), 7.83 (1H, d, J=3. 2 Hz), 7.17 (1H, d, J=2.0 Hz), 7.14 (1H, d, J=8.4 Hz), 6.56 (1H, dd, J=8.6, 2.2 Hz), 4.77 (2H, s, N-H2), 3.76 (3H, s). To a solution of 3-chloro-2-methylbenzenesulphonyl chloride (124 mg, 0.552 MMOL) in dichloromethane (4 mL) was added pyridine (100 uL, 1.3 MMOL) and the mixture was stirred under N2 for 5 min, after which time 5-AMINO-1H-INDOLE-CARBOXYLIC acid methyl ester (100 mg, 0.526 MMOL) was added. The resulting mixture was stirred for 1.5 h at room temperature, then saturated NAHC03 solution (15 mL) was added and the mixture was extracted into ethyl acetate (20 mL). The organic phase was washed with brine, dried (NA2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a white solid (129 mg, 65%), single spot at Rf 0.84 (ethyl acetate). mp 216.8-219. 3C, [22], HPLC purity 99+% (tR 2.07 min in 10% water- ACETONITRILE).'H NMR (D6-DMSO) : 5 11.91 (1H, s), 10.32 (1H, s), 8.03 (1H, d, J=3.0 Hz), 7.82 (1H, d, J=7. 9 Hz), 7.70-7. 67 (2H, m), 7.37-7. 31 (2H, m), 6.95 (1H, dd, J=8.6, 2.0 Hz), 3.77 (3H, s), 2.65 (3H, s). LCMS: 377.09. FAB-MS (MH+, C17H15CIN2O4S) : calcd 378.0441, found 378.0439.
 

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