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[ CAS No. 5327-32-2 ]

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2D
Chemical Structure| 5327-32-2
Chemical Structure| 5327-32-2
Structure of 5327-32-2 *Storage: {[proInfo.prStorage]}

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Product Details of [ 5327-32-2 ]

CAS No. :5327-32-2MDL No. :MFCD00234432
Formula : C8H10N2O Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :150.18Pubchem ID :-
Synonyms :

Computed Properties of [ 5327-32-2 ]

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

Safety of [ 5327-32-2 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P305+P351+P338UN#:N/A
Hazard Statements:H302-H319Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5327-32-2 ]

  • Upstream synthesis route of [ 5327-32-2 ]
  • Downstream synthetic route of [ 5327-32-2 ]

[ 5327-32-2 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 5327-32-2 ]
  • [ 13362-28-2 ]
Reference: [1] Australian Journal of Chemistry, 1982, vol. 35, # 10, p. 2025 - 2034
[2] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 485,487
[3] Patent: CN105906561, 2016, A, . Location in patent: Paragraph 0021; 0024
  • 2
  • [ 108-89-4 ]
  • [ 461-87-0 ]
  • [ 5327-32-2 ]
Reference: [1] Synthetic Communications, 1994, vol. 24, # 16, p. 2387 - 2392
  • 3
  • [ 108-89-4 ]
  • [ 75-05-8 ]
  • [ 461-87-0 ]
  • [ 5327-32-2 ]
Reference: [1] Synthetic Communications, 1994, vol. 24, # 16, p. 2387 - 2392
  • 4
  • [ 5327-32-2 ]
  • [ 13362-30-6 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 23, p. 5978 - 5981
  • 5
  • [ 5327-32-2 ]
  • [ 100367-40-6 ]
Reference: [1] Organic Process Research and Development, 2017, vol. 21, # 8, p. 1095 - 1109
  • 6
  • [ 5327-32-2 ]
  • [ 54221-95-3 ]
YieldReaction ConditionsOperation in experiment
42%
Stage #1: With potassium permanganate In water at 50 - 90℃; for 2.5 h;
b) 2-Acetamidopyridine-4-carboxylic acid (3); 214.0 g of (2) are introduced in portions with stirring into an aqueous solution of 160 g of potassium permanganate at 500C. A further 360 g of potassium permanganate are added in portions over the course of one hour. The temperature of the reaction mixture should not exceed 9O0C during this. The mixture is then stirred for 1.5 h and filtered hot, and the filtrate is adjusted to pH 3-4 with cone. HCI. The white precipitate of (3) which separates out is filtered off and dried in vacuo overYield: 108.O g (42percent)
42% With potassium permanganate In water at 50 - 90℃; for 2.5 h; 214.0 g of (2) are introduced in portions with stirring into an aqueous solution of 160 g of potassium permanganate at 50°C. A further 360 g of potassium permanganate are added in portions over the course of one hour. The temperature of the reaction mixture should not exceed 90°C during this. The mixture is then stirred for 1.5 h and filtered hot, and the filtrate is adjusted to pH 3-4 with conc. HCl. The white precipitate of (3) which separates out is filtered off and dried in vacuum over P2O5. Yield: 108.0 g (42percent)
25% With hydrogenchloride; potassium permanganate In water (A)
2-(Acetylamino)isonicotinic acid
N1-(4-Methyl-2-pyridyl)acetamide (25 g, 0.168 mol) suspended in water (250 ml) was added with potassium permanganate (76.1 g, 0.50 mol) at 100° C. over 1 hour and then stirred for 40 minutes.
The reaction solution was returned to room temperature, and black crystals were removed by filtration.
The resulting filtrate was added with 12 N hydrochloric acid until pH of the solution became 3 to 4.
After the reaction solution was stirred for about 15 minutes, the deposited white crystals were collected by filtration, washed with water, and dried by using a vacuum pump to obtain 7.65 g (25percent) of the title compound without purification.
1H-NMR (CD3OD) δ: 2.20 (3H, s), 7.59 (1H, dd, J=1.47, 5.13 Hz), 8.42 (1H, dd, J=0.73, 5.13 Hz), 8.63 (1H, s) EI/MS; m/z: 179 (M+)
Reference: [1] Journal of Organic Chemistry, 2003, vol. 68, # 11, p. 4527 - 4530
[2] Patent: WO2006/89798, 2006, A1, . Location in patent: Page/Page column 25
[3] Patent: EP1894925, 2008, A1, . Location in patent: Page/Page column 14; 41
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 16, p. 6942 - 6990
[5] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 485,487
[6] Australian Journal of Chemistry, 1982, vol. 35, # 10, p. 2025 - 2034
[7] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 6, p. 1993 - 2004
[8] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 23, p. 5978 - 5981
[9] Patent: US2003/92720, 2003, A1,
[10] Patent: US2003/100567, 2003, A1,
[11] Patent: US2002/147203, 2002, A1,
[12] Patent: US5972975, 1999, A,
[13] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 22, p. 6305 - 6310
[14] Patent: US2004/23978, 2004, A1, . Location in patent: Page/Page column 13
[15] Patent: US2004/23980, 2004, A1, . Location in patent: Page/Page column 13
[16] Patent: US2004/23981, 2004, A1, . Location in patent: Page/Page column 15
[17] Biochemistry, 2010, vol. 49, # 49, p. 10421 - 10439
[18] Patent: WO2012/28106, 2012, A1, . Location in patent: Page/Page column 45
[19] Journal of Medicinal Chemistry, 2017, vol. 60, # 13, p. 5290 - 5305
  • 7
  • [ 5327-32-2 ]
  • [ 105250-17-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 23, p. 5978 - 5981
  • 8
  • [ 5327-32-2 ]
  • [ 884495-14-1 ]
  • [ 228410-90-0 ]
Reference: [1] Organic Process Research and Development, 2017, vol. 21, # 8, p. 1095 - 1109
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