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Chemistry
Heterocyclic Building Blocks
Aromatic Heterocycles
(6-Bromobenzo[d][1,3]dioxol-5-yl)methanamine
Chemistry
Heterocyclic Building Blocks
Aromatic Heterocycles

[ CAS No. 67496-29-1 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 67496-29-1
Chemical Structure| 67496-29-1
Structure of 67496-29-1 *Storage: {[proInfo.prStorage]}

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*Storage: {[proInfo.prStorage]}

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Quality Control of [ 67496-29-1 ]

COA NMR CNMR HPLC LC-MS

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SDS
Alternatived Products of [ 67496-29-1 ]

Product Details of [ 67496-29-1 ]

CAS No. :67496-29-1MDL No. :MFCD11983446
Formula : C8H8BrNO2 Boiling Point : -
Linear Structure Formula :C8H8O2NBrInChI Key :N/A
M.W :230.06Pubchem ID :10998794
Synonyms :

Computed Properties of [ 67496-29-1 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 67496-29-1 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 67496-29-1 ]

  • Upstream synthesis route of [ 67496-29-1 ]
  • Downstream synthetic route of [ 67496-29-1 ]

[ 67496-29-1 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 65417-74-5 ]
  • [ 67496-29-1 ]
YieldReaction ConditionsOperation in experiment
80% With hydrogenchloride; zinc In tetrahydrofuran; waterReflux To a solution of the desired hydroxylamine (7 mmol, 1 eq.) in THF (80 mL) wasadded HCl (2N, 35.3 mL; 70.7 mmol, 10 eq.), followed by zinc (4.62 g, 70.7 mmol, 10 eq.). The mixturewas vigorously stirred under reflux until complete conversion. The mixture was then cooled, filtered on acelite pad and concentrated under reduce pressure to remove THF. The aqueous layer was extracted with EtOAc (30 mL) and the pH of the aqueous layer was adjusted to >10 by addition of a saturated ammoniasolution, then extracted with EtOAc (3x 30 mL). These last organic layers were combined and dried overanhydrous K2CO3, filtered and evaporated to give a crude, which was purified by flash columnchromatography on silica gel (eluent: EtOAc/2percent Et3N).2-Bromo-4,5-dimethoxybenzylamine (7) was obtained (1.43 g, 83percent yield) as a white powder. "H NMR(300 MHz, CDCl3): (ppm) 6.98 (s, 1H), 6.89 (s, 1H), 3.85-3.81 (m, 8H). 13C-NMR (75 MHz, CDCl3) (ppm) 148.5, 148.4, 134.2, 115.6, 113.2, 112.0, 56.2, 56.0, 46.6.
Reference： [1] Synlett, 1999, # 4, p. 501 - 503
[2] Tetrahedron Asymmetry, 2006, vol. 17, # 4, p. 642 - 657
[3] Heterocycles, 2014, vol. 88, # 1, p. 807 - 815
[4] Journal of Organometallic Chemistry, 1985, vol. 281, p. 389 - 396
[5] Organic Letters, 2018, vol. 20, # 2, p. 441 - 444
  • 2
  • [ 15930-53-7 ]
  • [ 67496-29-1 ]
Reference： [1] Journal of the American Chemical Society, 1997, vol. 119, # 25, p. 5773 - 5784
[2] Tetrahedron Asymmetry, 2006, vol. 17, # 4, p. 642 - 657
[3] Organic Letters, 2006, vol. 8, # 7, p. 1395 - 1398
[4] Chemistry - An Asian Journal, 2014, vol. 9, # 9, p. 2628 - 2634,7
[5] Heterocycles, 2014, vol. 88, # 1, p. 807 - 815
[6] Organic Letters, 2018, vol. 20, # 2, p. 441 - 444
  • 3
  • [ 2620-49-7 ]
  • [ 67496-29-1 ]
Reference： [1] European Journal of Organic Chemistry, 2008, # 34, p. 5839 - 5847

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