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Chemical Structure| 43001-57-6 Chemical Structure| 43001-57-6

Structure of 43001-57-6

Chemical Structure| 43001-57-6

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Product Details of [ 43001-57-6 ]

CAS No. :43001-57-6
Formula : C12H8ClNO5S
M.W : 313.71
SMILES Code : O=S(C1=CC=C(Cl)C([N+]([O-])=O)=C1)(OC2=CC=CC=C2)=O
MDL No. :MFCD00085499

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Application In Synthesis of [ 43001-57-6 ]

* 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 [ 43001-57-6 ]

[ 43001-57-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 97-08-5 ]
  • [ 139-02-6 ]
  • [ 43001-57-6 ]
  • 2
  • [ 97-08-5 ]
  • [ 43001-57-6 ]
  • [ 43001-58-7 ]
  • [ 108-95-2 ]
  • [ 59395-71-0 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In 1,4-dioxane; 2-methoxy-ethanol; acetone; 3,4-diamino-benzene-sulfonic acid phenyl ester was prepared by hydrogenating 27 g of 3-nitro-4-amino-benzene-sulfonic acid phenyl ester in 300 ml of methyl glycol with Raney nickel at atmospheric pressure and room temperature. The catalyst was separated by suction-filtration, and upon concentration, the 3,4-diamino-benzene sulfonic acid phenyl ester was obtained as a crude product in the form of 25 g of a dark-colored oil which could directly be used for ring closure. To prepare 3-nitro-4-amino-benzene sulfonic acid phenyl ester 54 g of 3-nitro-4-chloro-benzene sulfonic acid phenyl ester in 500 ml of dioxan were maintained at 50 C for 5 hours at an excess pressure of 5 atmospheres of gaseous ammonia, then the solvent was removed in vacuo. The residue was combined with 200 ml of a mixture of equal parts of methanol and water, whereupon a solid precipitated after a short time, which was suction-filtered. After repeated recrystallization from methanol and then from benzene, 28 g of 3-nitro-4-aminobenzene sulfonic acid phenyl ester were obtained, m.p. 104 C. 3-Nitro-4-chlorobenzene sulfonic acid phenyl ester was obtained by mixing 51 g of 3-nitro-4-chlorobenzene sulfonic acid chloride with 18.8 g of phenol in 120 ml of acetone, and 28 ml of triethylamine were added dropwise while cooling at an internal temperature not exceeding 10 C. Stirring was continued for some hours at room temperature, and water was then added, whereupon an oil separated which was worked up with ether. Upon recrystallization from methanol, 54 g of 3-nitro-4-chloro-benzene sulfonic acid phenyl ester were obtained, m.p. 71 C.
  • 3
  • [ 97-08-5 ]
  • [ 43001-57-6 ]
  • [ 108-95-2 ]
  • [ 43001-58-7 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In 1,4-dioxane; methanol; water; acetone; toluene; In order to prepare the 2-nitro-4-phenoxysulfonyl-aniline, 54 g of 3-nitro-4-chloro-benzene-sulfonic acid-phenylester in 500 ml of dioxan were maintained at 5 atmospheres gage of gaseous ammonia for 5 hours at 50 C, and the solvent was subsequently eliminated in vacuo. The residue was mixed with 200 ml of a toluene of equal parts of methanol and water, in which process a solid precipitate was formed after a short time, which was filtered off. After a recrystallization from methanol and from benzene, 28 g of 2-nitro-4-phenoxysulfonyl-aniline were obtained, which had a melting point of 104 C. 3-Nitro-4-Chloro-benzene-sulfonic acid-phenylester was obtained by mixing 51 g of 3-nitro-4-chloro-benzene-sulfonic acid-chloride with 18.8 g of phenol in 120 ml of acetone, and by adding 28 ml of triethylamine dropwise, while cooling, at a temperature not exceeding 10 C. The mixture was continued to be stirred for several hours at room temperature, and then water was added, in which process an oil was separated which was extracted with ether. After recrystallization of the residue from methanol, 54 g of 3-nitro-4-chloro-benzene-sulfonic acid-phenylester were obtained, which had a melting point of 71 C.
 

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