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[ CAS No. 14208-83-4 ] {[proInfo.proName]}

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Chemical Structure| 14208-83-4
Chemical Structure| 14208-83-4
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Product Details of [ 14208-83-4 ]

CAS No. :14208-83-4 MDL No. :MFCD03788270
Formula : C8H10N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :BIFLTHWDFNLOTD-UHFFFAOYSA-N
M.W : 166.18 Pubchem ID :2736365
Synonyms :

Safety of [ 14208-83-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
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Application In Synthesis of [ 14208-83-4 ]

* 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.

  • Upstream synthesis route of [ 14208-83-4 ]
  • Downstream synthetic route of [ 14208-83-4 ]

[ 14208-83-4 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 64-17-5 ]
  • [ 7579-20-6 ]
  • [ 14208-83-4 ]
YieldReaction ConditionsOperation in experiment
60%
Stage #1: for 20 h; Heating / reflux
Stage #2: With sodium hydroxide In water
To an ethanol (20mL) solution of 3-aminolsonicotinoic acid (1.4g, 10 mmol), conc. sulfuric acid (2.94g, 30 mmol) was added and refluxed under heating for 20 hours.
The reaction liquid was distilled under reduced pressure.
Water was added to the obtained residue, which was made its pH to 8-9 with a 2N sodium hydroxide solution under ice-cooling.
The precipitated solid was filtered and dried to give ethyl 3-aminoisonicotinate (0.70g, 42percent).
Further, the filtrate was extracted with ethyl acetate, and the organic layer was washed with water and saturated aqueous sodium chloride, subsequently, and dried over anhydrous magnesium sulfate.
The solvent was distilled under reduced pressure to give ethyl 3-aminoisonicotinoate (0.30g, 18percent)
1H-NMR (DMSO-d6) δ:1.30(3H,t,J=7.1Hz), 4.28(2H,q,J=7.1Hz), 6.66 (2H,br.s), 7.45(1H,d,J=5.2Hz), 7.73(1H,d,J=5.2Hz), 8.23(1H,s)
Reference: [1] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
[2] Patent: EP1844768, 2007, A1, . Location in patent: Page/Page column 29-30
[3] Journal of Organic Chemistry, 1952, vol. 17, p. 547,553
[4] Bulletin de la Societe Chimique de France, 1992, # 1, p. 79 - 84
[5] Journal of Medicinal Chemistry, 1993, vol. 36, # 18, p. 2676 - 2688
[6] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[7] Patent: WO2011/150156, 2011, A2, . Location in patent: Page/Page column 128
  • 2
  • [ 7579-20-6 ]
  • [ 14208-83-4 ]
Reference: [1] Patent: US5250548, 1993, A,
  • 3
  • [ 4664-01-1 ]
  • [ 14208-83-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[2] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
  • 4
  • [ 14208-83-4 ]
  • [ 152398-05-5 ]
Reference: [1] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
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