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Chemical Structure| 175205-12-6 Chemical Structure| 175205-12-6

Structure of 175205-12-6

Chemical Structure| 175205-12-6

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Product Details of [ 175205-12-6 ]

CAS No. :175205-12-6
Formula : C7H4Cl2N4
M.W : 215.04
SMILES Code : ClC1=C(Cl)C(C2=NN=NN2)=CC=C1
MDL No. :MFCD00068096

Safety of [ 175205-12-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H315-H319-H228
Precautionary Statements:P240-P210-P241-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313
Class:4.1
UN#:1325
Packing Group:

Application In Synthesis of [ 175205-12-6 ]

* 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 [ 175205-12-6 ]

[ 175205-12-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6574-97-6 ]
  • [ 175205-12-6 ]
YieldReaction ConditionsOperation in experiment
80% With sodium azide; triethylamine hydrochloride; General procedure: A mixture of a benzonitrile, 3a (310mg, 3mmol), 28 sodium azide (586mg, 9 mmol), and 29 triethylamine hydrochloride (1.24 g, 9 mmol) in 30 toluene (80 mL) was heated to 100°C for 24h with stirring. After cooling, the reaction mixture was extracted with water. Then, 36percent 31 HCl was added dropwise to the aqueous layer. Precipitation occurred, which was filtered off and washed with water to provide 32 4a as white solid (395mg, 90percent). Mp: 214?216°C. 1H NMR (500MHz, DMSO-d6): delta 8.04?7.02 (m, 2H), 7.62?7.57 (m, 3H)
A 2.0 M solution of A1(CH3)3 in toluene (35 mL) was treated with 2,3- <strong>[6574-97-6]dichlorobenzonitrile</strong> (8.00 g, 37.2 mmol) followed by azidotrimethylsilane (5.14 g, 44.6 mmol) slowly and then the mixture was heated at 80 0C for 16 hours behind a blast shield. The mixture was cooled to 0 °C and treated with 2N HCl (100 mL) dropwise over 1 hour. The mixture was allowed to warm to ambient temperature and extracted twice with ethyl acetate (100 mL). The combined organic phases were dried over Na2SO4, filtered through a 1/2" pad of silica gel, and the solvent was evaporated under reduced pressure. The residue was purified by recrystallization from ethyl acetate/hexanes to provide the title compound. MS (DC]TNH3) m/z 215 (M)+; 1H NMR (DMSO-d6) delta 7.92 (dd, IH, J=8.1, 1.7 Hz), 7.79 (dd, IH, J=7.8, 1.7 Hz), 7.59 (t, IH, J=8.0 Hz).
EXAMPLE 1A 5-(2,3-dichlorophenyl)-1H-tetrazole A 2.0 M solution of Al(CH3)3 in toluene (35 mL) was treated with <strong>[6574-97-6]2,3-<strong>[6574-97-6]dichlorobenzonitrile</strong></strong> (8.00 g, 37.2 mmol), azidotrimethylsilane (5.14 g, 44.6 mmol) slowly, and heated at 80° C. for 16 hours behind a blast shield. The mixture was cooled to 0° C. and treated with 2N HCl (100 mL) dropwise over 1 hour. The mixture was allowed to warm to ambient temperature and extracted twice with ethyl acetate (100 mL). The combined organic phases were dried over Na2SO4, filtered through a 1/2" pad of silica gel, and the filtrate was evaporated under reduced pressure. The residue was purified by recrystallization from ethyl acetate/hexanes to provide the title compound. MS (DCI/NH3) m/z 215 (M)+; 1H NMR (DMSO-d6) delta 7.59 (t, 1H, J=8.0 Hz), 7.79 (dd, 1H, J=7.8, 1.7 Hz), 7.92 (dd, 1H, J=8.1, 1.7 Hz).
 

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