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[ CAS No. 88149-47-7 ]

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2D
Chemical Structure| 88149-47-7
Chemical Structure| 88149-47-7
Structure of 88149-47-7 *Storage: {[proInfo.prStorage]}

Quality Control of [ 88149-47-7 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 88149-47-7 ]

SDS

Product Details of [ 88149-47-7 ]

CAS No. :88149-47-7MDL No. :MFCD11977394
Formula :C7H7Br2NOBoiling Point :-
Linear Structure Formula :-InChI Key :-
M.W :280.95Pubchem ID :-
Synonyms :

Computed Properties of [ 88149-47-7 ]

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

Safety of [ 88149-47-7 ]

Signal Word:WarningClassN/A
Precautionary Statements:P280-P305+P351+P338UN#:N/A
Hazard Statements:H302Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 88149-47-7 ]

  • Upstream synthesis route of [ 88149-47-7 ]

[ 88149-47-7 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 90-04-0 ]
  • [ 59557-91-4 ]
  • [ 88149-47-7 ]
YieldReaction ConditionsOperation in experiment
83% With 2,4,4,6-tetrabromocyclohexadione In dichloromethane at -10 - 20℃; o-Anisidine (470 mg, 3.60 mmol) was dissolved in dichloromethane (8 mL) and cooled to -10 °C. 2,4,4,6-Tetrabromocyclohexadione (1.56 g, 3.60 mmol) was slowly added into the above stirred solution, while the temperature was kept below -5 °C. The reaction was allowed to warm to room temperature and stirring was continued overnight. The reaction mixture was washed with sodium hydroxide (10 mL, 2 M) and then water (15 mL), dried over magnesium sulfate, filtered and evaporated to dryness. The residue was chromatographed (silica gel, dichloromethane) to afford 2,4-dibromo-6-methoxyaniline (90 mg, 9percent) as a dark brown liquid. 1H NMR (400 MHz, CDCl3) δ 3.84 (s, 3H, OCH3), 4.20 (br s, 2H, NH2), 6.83 (d, J 2.1 Hz, 1H, ArH), 7.19 (d, J 2.1 Hz, 1H, ArH). The spectral data are in agreement with those reported in the literature.65 Continued elution afforded 4-bromo-2-methoxyaniline (579 mg, 83percent) as a brown solid: mp 57-59 °C (lit.66 56.5-58 °C; lit.65 60-61 °C). 1H NMR (400 MHz, CDCl3) δ 3.83 (s, 3H, OCH3), 3.85 (br s, 2H, NH2) 6.60 (d, J 7.8 Hz, 2H, ArH), 6.88-6.90 (m, 2H, ArH). The spectral data are in agreement with those reported in the literature.65 J.-M. Chretien, F. Zammattio, E. Le Grognec, M. Paris, B. Cahingt, G. Montavon and J.-P. Quintard, J. Org. Chem. 70 (2005), pp. 2870-2873. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (25)65
Reference: [1] Tetrahedron, 2011, vol. 67, # 32, p. 5798 - 5805
[2] Journal of Organic Chemistry, 2005, vol. 70, # 7, p. 2870 - 2873
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  • [ 90-04-0 ]
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Reference: [1] Bulletin of the Chemical Society of Japan, 1988, vol. 61, # 2, p. 597 - 599
[2] Monatshefte fuer Chemie, 1927, vol. 48, p. 610
[3] Monatshefte fuer Chemie, 1915, vol. 36, p. 132
[4] Tetrahedron, 1993, vol. 49, # 22, p. 4809 - 4820
[5] Patent: US6660529, 2003, B2. Location in patent: Sheet 2
[6] Russian Journal of Applied Chemistry, 2009, vol. 82, # 9, p. 1570 - 1576
  • 3
  • [ 59557-91-4 ]
  • [ 88149-47-7 ]
Reference: [1] Russian Journal of Applied Chemistry, 2009, vol. 82, # 9, p. 1570 - 1576
  • 4
  • [ 90-04-0 ]
  • [ 64-19-7 ]
  • [ 88149-47-7 ]
Reference: [1] Monatshefte fuer Chemie, 1915, vol. 36, p. 132
  • 5
  • [ 7726-95-6 ]
  • [ 90-04-0 ]
  • [ 64-19-7 ]
  • [ 88149-47-7 ]
Reference: [1] Monatshefte fuer Chemie, 1927, vol. 48, p. 610
[2] Monatshefte fuer Chemie, 1915, vol. 36, p. 132
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