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Chemical Structure| 21901-43-9 Chemical Structure| 21901-43-9

Structure of 21901-43-9

Chemical Structure| 21901-43-9

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Product Details of [ 21901-43-9 ]

CAS No. :21901-43-9
Formula : C8H11N3O2
M.W : 181.19
SMILES Code : O=[N+](C1=CN=C(N(C)C)C=C1C)[O-]
MDL No. :MFCD11974906
InChI Key :DYWNXEBDWSWLEH-UHFFFAOYSA-N
Pubchem ID :21857174

Safety of [ 21901-43-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 21901-43-9 ]

* 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 [ 21901-43-9 ]

[ 21901-43-9 ] Synthesis Path-Downstream   1~4

  • 2
  • [ 23056-33-9 ]
  • [ 124-40-3 ]
  • [ 21901-43-9 ]
YieldReaction ConditionsOperation in experiment
100% In tetrahydrofuran; at 20 - 80℃; for 2h; To 2-chloro-4-methyl-5-nitropyridine (2.78 g, 16.1 mmol), at r. t. , under N2, was added Me2NH 2N/THF (55.4 mL). The reaction mixture was heated at 80C for 2 hr. It was cooled down to r. t. and partitioned between CH2CI2 and water. The phases were separated and the aqueous layer was further extracted with CH2CI2 (3X30 mL). The combined organic extracts were dried over anh. NA2SO4, the solids were filtered and the solvent evaporated. The crude title compound was used in the next step without further purification (2.97 g, quantitative yield). NMR ('H, CDCI3) : 8 8.99 (s, 1 H), 6.24 (s, 1 H), 3.2 (s, 6H), 2.62 (s, 3H). MS (M/Z) : 182 [MH] +.
  • 3
  • [ 21901-43-9 ]
  • [ 70564-08-8 ]
YieldReaction ConditionsOperation in experiment
14% With iron; ammonium chloride; In methanol; water; at 20 - 80℃; for 1.5h; To a suspension of intermediate 35 (2.97 g, 16.31 MMOL) in a 1: 1 mixture of MEOH/H2O (100 mL), at r. t. , under N2, were added Fe (3.19 g, 3.5 eq) and NH4CI (3.04 g, 3.5 eq). The reaction mixture was heated at 80C for 1.5 hr. The mixture was filtered and the solid was washed with MeOH. The crude was evaporated to dryness and partitioned between CH2CI2 and water. The phases were separated and the aqueous layer was further extracted with CH2CI2 (3X30 mL). The combined organic extracts were dried over anh. NA2SO4, the solids were filtered and the solvent evaporated. The crude product was purified by flash- chromatography (silica gel, EtOAc/MeOH 9: 1- 7: 3) to give the title compound as a yellow solid (340 mg, 14%) NMR ('H, DMSO-D6) : 8 7.52 (s, 1H), 6.36 (s, 1H), 4.17 (bs, 2H), 2.83 (s, 6H), 2.03 (s, 3H). MS (m/z) : 152 [MH] +.
  • 4
  • [ 23056-33-9 ]
  • [ 33513-42-7 ]
  • [ 21901-43-9 ]
 

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