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Chemical Structure| 874-36-2 Chemical Structure| 874-36-2

Structure of 874-36-2

Chemical Structure| 874-36-2

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Product Details of [ 874-36-2 ]

CAS No. :874-36-2
Formula : C6H5N3O
M.W : 135.12
SMILES Code : NC1=CC2=NON=C2C=C1
MDL No. :MFCD00577106
InChI Key :JBKKAEOGAYZJCM-UHFFFAOYSA-N
Pubchem ID :4306964

Safety of [ 874-36-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P280

Application In Synthesis of [ 874-36-2 ]

* 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 [ 874-36-2 ]

[ 874-36-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 51376-06-8 ]
  • [ 874-36-2 ]
YieldReaction ConditionsOperation in experiment
42% [00779] Intermediate 85: 2,1 ,3-benzoxadiazol-5-amine[00780] In a dry, nitrogen purged 5-10 mL microwave tube were successivelly introduced 5-bromo-2,1 ,3-Benzoxadiazole (200mg, 1.01 mmol), Pd2(dba)3 (46mg, 0.OSmmol) and tri-tertbutylphosphonium tetrafluoroborate (58mg, 0.2Ommol) and toluene (1 mL). The tube was evacuated/backfilled with nitrogen and then sealed. Lithium bis(trimethylsilyl)amide (1.0 M in toluene, 2mL, 2mmol) was added and the reaction mixture was thermally heated at 50 C overnight. After cooling to room temperature, the reaction mixture was diluted with ether (2OmL) and thesilylamide was deprotected by adding 2-3 drops of 1 M HCI(aq). The mixture was transferred to a separatory funnel and washed with sat. aq. NaHCO3 (lOmL). The organic layer was dried over Na2504, filtered and concentrated in vacuo. The residue was purified via column chromatography using an eluent of 0-100% EtOAc in heptane. Three main fractions were collected containing the expected product and unprotected I partially deprotecetd silyl amide. The fractions were pooled,concentrated in vacuo and the residue dissolved in THF (1 mL). 1 M HCI(aq) (1 mL) was added and the mixture was stirred at room temperature for 1 hour. The mixture was made alkaline with 1 M NaOH(aq) and extracted with EtOAc (3 x 1 OmL). The combined organic layers were washed with brine (l0mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified via column chromatography using an eluent of 0-100% EtOAc in heptane to give 2,1 ,3-benzoxadiazol-5-amine (57mg, 0.42mmol, 42%) as a yellow-green solid.1H NMR (DMSO-d6, 400MHz) O/ppm: 7.76 (1H, dd, J= 9.5Hz, 0.6Hz), 7.14 (1H, dd, J= 9.5Hz,1.8Hz), 6.43 (2H, brs), 6.35 (1H, dd, J= 1.8Hz, 0.6Hz).MS Method 2: RT: 1.22 mi mlz 136.0 [M+H]
 

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Related Functional Groups of
[ 874-36-2 ]

Amines

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Related Parent Nucleus of
[ 874-36-2 ]

Other Aromatic Heterocycles

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