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Structure of 14396-90-8

Chemical Structure| 14396-90-8

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Product Details of [ 14396-90-8 ]

CAS No. :14396-90-8
Formula : C12H9NO2
M.W : 199.21
SMILES Code : O=C1N(CCC#C)C(C2=C1C=CC=C2)=O
MDL No. :MFCD03695464
InChI Key :YIMNQWSIQLKYOZ-UHFFFAOYSA-N
Pubchem ID :11171619

Safety of [ 14396-90-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317-H319
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 14396-90-8 ]

* 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 [ 14396-90-8 ]

[ 14396-90-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 14396-90-8 ]
  • [ 34259-99-9 ]
  • [ 1262029-00-4 ]
YieldReaction ConditionsOperation in experiment
With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; for 5h;Inert atmosphere; Reflux; (10) In the general formula (I), R1 = 4-thiazolyl, R2 = H, and R3-R4 = thiophene (Synthesis of compound No. 61 in Table 1)Stage A: 2-(4-Thiazolyl-3-butynyl)isoindol-1,3-dione Under a nitrogen atmosphere, 78 ml of tetrahydrofuran, 5.49 g of <strong>[34259-99-9]<strong>[34259-99-9]4-bromothiazol</strong>e</strong>, and 20.3 ml of triethylamine were added to 1184 mg of dichlorobis(triphenylphosphine)palladium, 322 mg of copper iodide, and 6.64 g of N-(3-butynyl)phthalimide. The obtained mixture was stirred under reflux for 5 hours. After completion of the stirring, the reaction solution was cooled to a room temperature, and a solid was then filtrated. The filtrate was concentrated, and the residue was then purified by column chromatography (Wako Gel C-200; toluene : ethyl acetate = 4 : 1), so as to obtain 6.35 g of a phthalimide compound.
  • 2
  • [ 14396-90-8 ]
  • [ 34259-99-9 ]
  • 2-(4-thiazolyl-3-butynyl)isoindole-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
6.35 g With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; for 5h;Inert atmosphere; Reflux; To 1184 mg of dichlorobis(triphenylphosphine)palladium, 322 mg of copper iodide, and 6.64 g of N-(3-butynyl)phthalimide were added 78 ml of tetrahydrofuran, 5.49 g of <strong>[34259-99-9]<strong>[34259-99-9]4-bromothiazol</strong>e</strong>, and 20.3 ml of triethylamine in a nitrogen atmosphere, and the mixture was stirred under reflux for 5 hours. After the stirring, the reaction mixture was cooled to room temperature and the solids were filtered. After concentrating the filtrate, the residue was purified by column chromatography (Wakogel C-200; toluene:ethyl acetate=4:1) to give 6.35 g of a phthalimide compound.
 

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