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[ CAS No. 2491-36-3 ]

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Chemical Structure| 2491-36-3
Chemical Structure| 2491-36-3
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Product Details of [ 2491-36-3 ]

CAS No. :2491-36-3 MDL No. :MFCD01727570
Formula : C8H7BrO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :215.04 g/mol Pubchem ID :200671
Synonyms :

Safety of [ 2491-36-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501 UN#:3261
Hazard Statements:H302-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2491-36-3 ]

  • Upstream synthesis route of [ 2491-36-3 ]
  • Downstream synthetic route of [ 2491-36-3 ]

[ 2491-36-3 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 118-93-4 ]
  • [ 2491-36-3 ]
YieldReaction ConditionsOperation in experiment
87% With perchloric acid; C13H9BrN3O4V; dihydrogen peroxide; potassium bromide In water at 20℃; for 0.583333 h; General procedure: In a 50mL round bottom flask equipped with a magnetic stirringbar, 2-hydroxyacetophenone (10 mmol) were added. To this solution,KBr (40 mmol) dissolved in 20 mL water was added and thendissolved by stirring at ambient temperature followed by additionof a 30percent H2O2 (4 mmol). To this reaction mixture, vanadium(V)complex (0.01 mmol) and 70percent HClO4 (4 mmol) were added and thereaction mixture was stirred at 0 C and then after 10 min at roomtemperature. An additional 4 mmol of 70percent HClO4was further addedin three equal portions after every 10 min with continuous stirring.In addition, all the reactions were monitored using thin layerchromatography. The NMR spectra of bromination products aregiven in the supporting information.
72% With N-Bromosuccinimide; toluene-4-sulfonic acid In acetonitrile at 80℃; General procedure: A modified reaction route: NBS (1.2 equiv.) was added to a solution of appropriately substitutedacetophenones 9a–9l (1.0 equiv.) in CH3CN (15 mL) with p-TSA (0.2 equiv.). The solution washeated at 80 °C for 3-5 h until all the starting materials had been consumed (TLC monitored). Thereaction mass was poured in ice-cold water and extracted with DCM (3 × 20 mL). Anhydrous Na2SO4was added to the combined organic layer, filtered and the excess solvent was removed under reducedpressure. The resultant solid/ liquid obtained were washed with hexane to yield compounds 10a–10i.4,5
Reference: [1] Tetrahedron Letters, 2009, vol. 50, # 6, p. 700 - 703
[2] Tetrahedron, 2001, vol. 57, # 11, p. 2203 - 2211
[3] Archiv der Pharmazie, 2009, vol. 342, # 9, p. 541 - 545
[4] Synthetic Communications, 2006, vol. 36, # 19, p. 2877 - 2881
[5] Journal of Organometallic Chemistry, 2018, vol. 876, p. 10 - 16
[6] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 2, p. 408 - 411
[7] Organic Letters, 2015, vol. 17, # 19, p. 4890 - 4893
[8] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 17, p. 2861 - 2864
[9] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 1, p. 184 - 187
[10] RSC Advances, 2014, vol. 4, # 107, p. 62308 - 62320
[11] Revue Roumaine de Chimie, 2010, vol. 55, # 11-12, p. 983 - 987
[12] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 7, p. 686 - 691
[13] Journal of Medicinal Chemistry, 1971, vol. 14, # 10, p. 977 - 982
[14] Synthetic Communications, 1990, vol. 20, # 6, p. 809 - 816
[15] Journal of Chemical Research - Part S, 2001, # 11, p. 472 - 473
[16] Tetrahedron Letters, 2007, vol. 48, # 8, p. 1411 - 1415
[17] Patent: US6329399, 2001, B1,
[18] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 1, p. 141 - 146
[19] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 7, p. 2259 - 2263
[20] Synthesis, 2010, # 5, p. 811 - 817
[21] Chemical Biology and Drug Design, 2011, vol. 78, # 6, p. 979 - 987
[22] Journal of Fluorescence, 2011, vol. 21, # 6, p. 2173 - 2184
[23] Journal of Photochemistry and Photobiology B: Biology, 2012, vol. 115, p. 25 - 34
[24] Journal of Fluorescence, 2015, vol. 25, # 6, p. 1727 - 1738
[25] Letters in Organic Chemistry, 2016, vol. 13, # 9, p. 672 - 677
[26] Patent: CN105315252, 2016, A, . Location in patent: Paragraph 0056-0058
[27] Journal of the Chinese Chemical Society, 2017, vol. 64, # 12, p. 1408 - 1416
[28] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 4, p. 668 - 672
[29] Archiv der Pharmazie, 2018, vol. 351, # 3-4,
[30] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 8, p. 1986 - 1995
  • 2
  • [ 40231-08-1 ]
  • [ 2491-36-3 ]
YieldReaction ConditionsOperation in experiment
70% With hydrogenchloride In water for 4 h; Reflux General procedure: The viscous liquid which is obtained from step s1.2 was hydrolysed by the suitable hydrochloric acid in aqueous media for 4 h under reflux condenser. The reaction mixture was poured into ice-water. The crystalline raw product was filtered,washed with water and three times recrystallized from ethanol.
Reference: [1] Letters in Organic Chemistry, 2016, vol. 13, # 9, p. 672 - 677
  • 3
  • [ 582-24-1 ]
  • [ 2491-36-3 ]
YieldReaction ConditionsOperation in experiment
60% for 2 h; Reflux General procedure: A solution of bromine (0.27 mL, 5 mmol) inacetic acid (10 mL) is added stepwise to a solution of DHA 1 (0.84 g, 5 mmol) in acetic acid (20 mL). After a reflux of 2h, the reaction mixture was poured into water (100 mL) and ice (50 g). The obtained solid was filtered-off andrecrystallized from a 1:1 mixture of hexane-chloroform, being compound 2c obtained as yellow crystals (0.75 g, 61percent):mp 117°C (mp 118-119 ).
Reference: [1] Synlett, 2018, vol. 29, # 11, p. 1502 - 1504
  • 4
  • [ 108-95-2 ]
  • [ 2491-36-3 ]
Reference: [1] Journal of the American Chemical Society, 1949, vol. 71, p. 2652,2654
  • 5
  • [ 100-66-3 ]
  • [ 598-21-0 ]
  • [ 2491-38-5 ]
  • [ 2491-36-3 ]
Reference: [1] Patent: US2838570, 1955, ,
[2] Patent: US2838570, 1955, ,
[3] Patent: US2838570, 1955, ,
  • 6
  • [ 118-93-4 ]
  • [ 67029-74-7 ]
  • [ 2491-36-3 ]
Reference: [1] Journal of the Chemical Society, 1955, p. 18
  • 7
  • [ 118-93-4 ]
  • [ 1450-75-5 ]
  • [ 2491-36-3 ]
Reference: [1] Polish Journal of Chemistry, 1983, vol. 57, # 1/3, p. 49 - 56
  • 8
  • [ 2491-36-3 ]
  • [ 37924-85-9 ]
Reference: [1] Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1990, vol. 45, # 7, p. 1067 - 1071
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