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[ CAS No. 33890-03-8 ] {[proInfo.proName]}

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Chemical Structure| 33890-03-8
Chemical Structure| 33890-03-8
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Product Details of [ 33890-03-8 ]

CAS No. :33890-03-8 MDL No. :MFCD00102008
Formula : C8H7NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :BDBLLWHZWCBDAR-UHFFFAOYSA-N
M.W : 181.15 Pubchem ID :11355852
Synonyms :

Safety of [ 33890-03-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 33890-03-8 ]

* 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 [ 33890-03-8 ]
  • Downstream synthetic route of [ 33890-03-8 ]

[ 33890-03-8 ] Synthesis Path-Upstream   1~16

  • 1
  • [ 4315-09-7 ]
  • [ 33890-03-8 ]
YieldReaction ConditionsOperation in experiment
87% With hydrogen In methanol at 20℃; for 4 h; To a solution of 4-nitro isophthalic acid (98 g, 0.457 mol) in methanol (5 L) was added Pd/C (20percent) and hydrogenated at RT for 4 h. The reaction mixture was filtered through celite and filtrate concentrated under vacuum to give 4-amino isophthalic acid (72 g, 87percent) as a solid. TLC, CHLOROFORM/METHANOL, 7: 3, RF=0. 4.
87% With hydrogen In methanol at 20℃; for 4 h; To a solution of 4-nitro isophthalic acid (98g, 0. [457MOL)] in methanol [(5L)] was added Pd/C (20percent) and hydrogenated at RT for 4h. The reaction mixture was filtered through celite and filtrate concentrated under vacuum to give 4-amino isophthalic acid (72g, 87percent) as a solid. TLC, Chloroform/Methanol, 7: 3, [RI0.] 4
Reference: [1] Patent: WO2005/11686, 2005, A1, . Location in patent: Page 38
[2] Patent: WO2004/7491, 2004, A1, . Location in patent: Page 57
[3] Farmaco, Edizione Scientifica, 1984, vol. 39, # 11, p. 968 - 978
[4] Patent: US2008/280900, 2008, A1,
[5] Patent: US6635657, 2003, B1,
[6] Patent: WO2012/59442, 2012, A2, . Location in patent: Page/Page column 81
[7] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 4949 - 4962
  • 2
  • [ 41684-07-5 ]
  • [ 33890-03-8 ]
YieldReaction ConditionsOperation in experiment
95.7% With lithium hydroxide In 1,4-dioxane; water at 100℃; for 1 h; 6.3 g (150 mmol) of LiOH.H2O are added to a stirred solution of 15.7 g (75 mmol) of methyl 4-amino-isophtalate in 300 ml of dioxane and 1200 ml of water. The reaction mixture is heated for 1 hour to 100° C., cooled and acidified to pH=1 by the addition of concentrated HCl. A precipitate is obtained then filtered off, washed, and dried under vacuum to yield 13 g (yield=95.7percent) of the desired compound. [00309] N.M.R (DMSO-d6) 1H δ(ppm): 6.80 (d, 1H); 6.80-7.80 (bs); 7.80 (dd, 1H); 8.35 (s, 1H); 11.9-13.1 (bs)
Reference: [1] Patent: US6747147, 2004, B2, . Location in patent: Page column 26
  • 3
  • [ 63746-25-8 ]
  • [ 33890-03-8 ]
YieldReaction ConditionsOperation in experiment
95.7% With hydrogenchloride In 1,4-dioxane; water Step 1
4-Amino-isophthalic Acid
6.3 g (150 mmol) of LiOH.H2O are added to a stirred solution of 15.7 g (75 mmol) of methyl 4-amino-isophtalate in 300 ml of dioxane and 1200 ml of water.
The reaction mixture is heated for 1 hour to 100° C., cooled and acidified to pH=1 by the addition of concentrated HCl.
A precipitate is obtained then filtered off, washed, and dried under vacuum to yield 13 g (yield=95.7percent) of the desired compound.
95.7% With hydrogenchloride In 1,4-dioxane; water Step 1
4-Amino-isophthalic acid
6.3 g (150 mmol) of LiOH.H2O are added to a stirred solution of 15.7 g (75 mmol) of methyl 4-amino-isophtalate in 300 ml of dioxane and 1200 ml of water.
The reaction mixture is heated for 1 hour to 100° C., cooled and acidified to pH=1 by the addition of concentrated HCl.
A precipitate is obtained then filtered off, washed, and dried under vacuum to yield 13 g (yield=95.7percent) of the desired compound.
Reference: [1] Patent: US2003/220355, 2003, A1,
[2] Patent: US2003/216402, 2003, A1,
  • 4
  • [ 1670-81-1 ]
  • [ 33890-03-8 ]
Reference: [1] Synthetic Communications, 2010, vol. 40, # 23, p. 3480 - 3487
[2] Applied Organometallic Chemistry, 2011, vol. 25, # 1, p. 34 - 46
  • 5
  • [ 125376-17-2 ]
  • [ 33890-03-8 ]
Reference: [1] Synthetic Communications, 2010, vol. 40, # 23, p. 3480 - 3487
  • 6
  • [ 89-87-2 ]
  • [ 33890-03-8 ]
Reference: [1] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 4949 - 4962
[2] Patent: WO2012/59442, 2012, A2,
  • 7
  • [ 63746-12-3 ]
  • [ 33890-03-8 ]
Reference: [1] Journal of Medicinal Chemistry, 1981, vol. 24, # 6, p. 735 - 742
  • 8
  • [ 7501-68-0 ]
  • [ 33890-03-8 ]
Reference: [1] Monatshefte fuer Chemie, 1918, vol. 39, p. 394,395
[2] Chemische Berichte, 1892, vol. 25, p. 2797
[3] Chemische Berichte, 1903, vol. 36, p. 1805
[4] Monatshefte fuer Chemie, 1918, vol. 39, p. 394,395
  • 9
  • [ 478788-48-6 ]
  • [ 33890-03-8 ]
Reference: [1] Monatshefte fuer Chemie, 1910, vol. 31, p. 1297
  • 10
  • [ 95-63-6 ]
  • [ 33890-03-8 ]
Reference: [1] Monatshefte fuer Chemie, 1910, vol. 31, p. 1297
  • 11
  • [ 54699-35-3 ]
  • [ 33890-03-8 ]
Reference: [1] Monatshefte fuer Chemie, 1910, vol. 31, p. 1297
  • 12
  • [ 528-44-9 ]
  • [ 33890-03-8 ]
Reference: [1] Monatshefte fuer Chemie, 1910, vol. 31, p. 1297
  • 13
  • [ 2459-10-1 ]
  • [ 33890-03-8 ]
Reference: [1] Monatshefte fuer Chemie, 1910, vol. 31, p. 1297
  • 14
  • [ 13912-71-5 ]
  • [ 33890-03-8 ]
Reference: [1] Monatshefte fuer Chemie, 1910, vol. 31, p. 1297
  • 15
  • [ 2050-43-3 ]
  • [ 33890-03-8 ]
Reference: [1] Chemische Berichte, 1903, vol. 36, p. 1805
  • 16
  • [ 64-17-5 ]
  • [ 33890-03-8 ]
  • [ 64018-94-6 ]
  • [ 872266-70-1 ]
Reference: [1] Monatshefte fuer Chemie, 1916, vol. 37, p. 227
[2] Monatshefte fuer Chemie, 1918, vol. 39, p. 394,395
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