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[ CAS No. 193533-92-5 ] {[proInfo.proName]}

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Chemical Structure| 193533-92-5
Chemical Structure| 193533-92-5
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Product Details of [ 193533-92-5 ]

CAS No. :193533-92-5 MDL No. :MFCD00075194
Formula : C7H5F3 Boiling Point : No data available
Linear Structure Formula :- InChI Key :LRQPEHJWTXCLQY-UHFFFAOYSA-N
M.W : 146.11 Pubchem ID :2777991
Synonyms :

Safety of [ 193533-92-5 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P403+P235 UN#:1993
Hazard Statements:H225 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 193533-92-5 ]

* 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 [ 193533-92-5 ]

[ 193533-92-5 ] Synthesis Path-Downstream   1~2

  • 1
  • (0.07 mol)bromo-p-phenylenediamine hydrochloride [ No CAS ]
  • (0.15 mol)di-tert.-butyl-dicarbonate [ No CAS ]
  • [ 24424-99-5 ]
  • [ 193533-92-5 ]
  • [ 131818-17-2 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In hexane; A. Synthesis of 2,5-tert-butyloxycarbonylaminobromobenzene 15.65 g (0.07 mol)bromo-p-phenylenediamine hydrochloride and 32.7 g (0.15 mol)di-tert.-butyl-dicarbonate are dissolved in a mixture of 250 ml 2N sodium hydroxide and 250 ml trifluorotoluene and heated at 45 C. This reaction mixture is stirred for 3 days. Then 30 g (0.14 mol) di-tert.butyl dicarbonate is added stepwise. Subsequently the organic layer is separated and the aqueous phase is extracted twice with 100 ml dichloromethane. The combined extracts are evaporated to dryness and the residue is taken up in 200 ml of hexane. The precipitate is filtered and washed with 50 ml hexane. 18.6 g (82% of theoretical) of 2,5-tert.-butyloxycarbonylamino-bromobenzene is obtained with a melting point of 130 C.
With sodium hydroxide; In hexane; A. Synthesis of 2,5-tert-butyloxycarbonylaminobromobenzene 15.65 g (0.07 mol)bromo-p-phenylenediamine hydrochloride and 32.7 g (0.15 mol)di-tert.-butyl-dicarbonate are dissolved in a mixture of 250 ml 2N sodium hydroxide and 250 ml trifluorotoluene and heated at 45 C. This reaction mixture is stirred from 3 days. Then 30 g (0.14 mol) di-tert.butyl dicarbonate is added stepwise. Subseqeuntly the organic layer is separated and the aqueous phase is extracted twice with 100 ml dichloromethane. The combined extracts are evaporated to dryness and the residue is taken up in 200 ml of hexane. The precipitate is filtered and washed with 50 ml hexane. 18.6 g (82% of theoretical) of 2,5-tert.-butyloxycarbonylaminobromobenzene is obtained with a melting point of 130 C.
With sodium hydroxide; In hexane; A. Synthesis of 2,5-tert-butyloxycarbonylaminobromobenzene 15.65 g (0.07 mol)bromo-p-phenylenediamine hydrochloride and 32.7 g (0.15 mol)di-tert.-butyl-dicarbonate are dissolved in a mixture of 250 ml 2N sodium hydroxide and 250 ml trifluorotoluene and heated at 45 C. This reaction mixture is stirred for 3 days. Then 30 g (0.14 mol) di-tert.butyl dicarbonate is added stepwise. Subseqeuntly the organic layer is separated and the aqueous phase is extracted twice with 100 ml dichloromethane. The combined extracts are evaporated to dryness and the residue is taken up in 200 ml of hexane. The precipitate is filtered and washed with 50 ml hexane. 18.6 g (82% of theoretical) of 2,5-tert.-butyloxycarbonylaminobromobenzene is obtained with a melting point of 130 C.
  • 2
  • bromo-p-phenylenediamine hydrochloride [ No CAS ]
  • [ 24424-99-5 ]
  • [ 193533-92-5 ]
  • 2,5-Bis-tert.butyloxycarbonylaminobromobenzene [ No CAS ]
  • [ 131818-17-2 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In hexane; A. Synthesis of 2,5-Bis-tert.butyloxycarbonylaminobromobenzene 15.65 g (0.07 mole) of bromo-p-phenylenediamine hydrochloride and 32.7 g (0.15 mole) of di-tert.butyl dicarbonate were dissolved in a mixture of 250 mL of 2 N sodium hydroxide and 250 mL of trifluorotoluene, and the solution was heated to 45 C. The reaction mixture was then allowed to agitate for 3 days. An additional total of 30 g (0.14 mole) of di-tert.butyl dicarbonate was added stepwise. The organic layer was separated, and the aqueous phase was extracted twice more with 100-mL portions of dichloromethane. The combined extracts were evaporated, and the residue was taken up in 200 mL of hexane. The precipitate formed was filtered off and washed with 50 mL of hexane. This gave 18.6 g (82% of the theoretical) of 2,5-tert.butyloxycarbonylaminobromobenzene with a melting point of 130 C.
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