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Chemical Structure| 19353-92-5 Chemical Structure| 19353-92-5

Structure of 19353-92-5

Chemical Structure| 19353-92-5

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Product Details of [ 19353-92-5 ]

CAS No. :19353-92-5
Formula : C9H13N3O
M.W : 179.22
SMILES Code : CN(C)C1=CC=C(C=C1)C(=O)NN
MDL No. :MFCD00014761
InChI Key :HITIGLAGJBMISF-UHFFFAOYSA-N
Pubchem ID :88019

Safety of [ 19353-92-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H317-H350
Precautionary Statements:P280
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 19353-92-5 ]

* 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 [ 19353-92-5 ]

[ 19353-92-5 ] Synthesis Path-Downstream   1~6

  • 2
  • [ 19353-92-5 ]
  • [ 92-55-7 ]
  • 4-dimethylamino-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide [ No CAS ]
  • 3
  • [ 19353-92-5 ]
  • [ 10406-06-1 ]
  • [ 1252802-29-1 ]
  • 4
  • [ 19353-92-5 ]
  • [ 13395-36-3 ]
  • C19H27N3O4 [ No CAS ]
  • C19H27N3O4 [ No CAS ]
  • 5
  • [ 103854-64-4 ]
  • [ 19353-92-5 ]
  • C20H20N4O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 80℃; for 3h; General procedure: 8-Methoxyquinoline-2-carbaldehyde (25, 0.534 mmol) was refluxedwith various substituted acylhydrazines (0.587 mmol, 1.1 eq) in ethanol(5-10 mL) to get acyl hydrazides of 8-hydroxyquinoline. After completionof reaction, quinoline acyl hydrazides were found as precipitateson cooling to -15 C. Precipitates were washed with coldethanol and dried under vacuum. These acyl hydrazides were used directlyfor one pot synthesis of 2,5-disubstituted-1,3,4-oxadiazole usingiodine/K2CO3 catalysed oxidative cyclization. To the acyl hydrazides(1.0 eq) in DMSO (5-10 mL), K2CO3 (3.0 eq) and iodine (1.2 eq) wereadded in sequence and refluxed at 110 C. After the completion, thereaction mixture was cooled and saturated solution of sodium thiosulfatewas added. The precipitates were collected and dried under highvacuum to get the respective compounds (33-50).
  • 6
  • [ 769-26-6 ]
  • [ 19353-92-5 ]
  • 4-(dimethylamino)-N'-(1-mesitylethylidene)benzohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With C83H64AuF6N3O6S2; In chlorobenzene; at 60℃; for 42h;Schlenk technique; General procedure: In a small Schlenk flask equipped with a small stirring bar the corresponding alkyne (0.5 mmol) and the corresponding benzhydrazide (0.5 mmol) were mixed with anisole or chlorobenzene (2 mL). For the internal standard mesitylene (69 μL, 0.5 mmol) was added. A stock solution of the corresponding gold-triflimide catalyst (0.005 M in anisole or chlorobenzene, 200 μL, 0.001 mmol, 0.2 mol %) was introduced to the mixture. The reaction mixture was stirred at 60 C or 80 C for the respective time and the progress of the reaction was monitored by GC. After the reaction was completed, the solvent was removed in vacuo and the residue triturated in pentane. Column chromatography (DCM/ethyl acetate 5:1) afforded the respective benzohydrazone in good to excellent yields.
 

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