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Chemical Structure| 51449-81-1 Chemical Structure| 51449-81-1

Structure of 51449-81-1

Chemical Structure| 51449-81-1

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Product Details of [ 51449-81-1 ]

CAS No. :51449-81-1
Formula : C8H8N4O
M.W : 176.18
SMILES Code : COC1=CC=CC=C1C2=NN=NN2
MDL No. :MFCD03093093
InChI Key :ANGNJNYCUCJQJV-UHFFFAOYSA-N
Pubchem ID :858908

Safety of [ 51449-81-1 ]

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 [ 51449-81-1 ]

* 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 [ 51449-81-1 ]

[ 51449-81-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6609-56-9 ]
  • [ 51449-81-1 ]
YieldReaction ConditionsOperation in experiment
62% With sodium azide; at 80℃; for 4h; General procedure: In a 25 mL round-bottomed flask, benzonitrile (1 mmol, 0.1 mL) and sodium azide (1.5 mmol, 0.097 g) were dissolved in PEG-400 (5 mL). Then, IR (80 mg) was added tothe reaction mixture and heated for 3 h at 80 C. The reactionprogress was monitored by TLC. After the completionof the reaction, i.e., disappearance of the nitrile spot on chromatogram,and observing a single spot of the formed tetrazoleat the bottom of the chromatogram, the reaction vesselwas cooled to room temperature. Then, IR nano-catalyst wascentrifuged and separated by filter paper. HCl (5 M, 15 mL)was added until the reaction mixture became strongly acidic(pH 3), to eliminate any unreacted nitrile and protonationof the ring tetrazole. Afterward, the reaction mixture wastreated with ethyl acetate (30 mL) and stirred vigorously for30 min. The resultant organic layer was extracted by n-hexane(3 × 50 mL). The solvent was dried by anhydrous CaCl2and evaporated by vacuum-rotary. A crude crystalline solid5-phenyl-1H-tetrazole was obtained. The prepared tetrazolewas recrystallized in hot ethanol to afford a pure product. Awhite crystalline solid 0.072 g (75%, mp: 214-215 C) wasobtained. The product was sufficiently pure, characterizedby FT-IR, 1H NMR, and 13C NMR, compared with reportedspectral data in the literature (Table 5, entry 1).5-phenyl-1H-Tetrazole (white solid); FTIR (KBr, cm-1):v 3205-2187 (N-H stretch.), 1615 (aromatic C=C stretch.),1562 (N-H bending.), 1491 (C=N stretch.), 1418 (C-Nstretch.), 1267 (N=N stretch.), 1165, 1069, and 986 (ringtetrazole and amine 2), 720, 715, and 691 (bending vibrations);1H NMR (400 MHz,DMSO, δ/ppm): 8.49 (2H, Ph),7.93 (2H, Ph),7.43 (1H, Ph); 13C NMR (100 MHz, DMSO,δ/ppm): 155.03 (NH-C=N), 131.51, 129.74, 127.04, 124.05.
 

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