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[ CAS No. 33890-03-8 ]

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2D
Chemical Structure| 33890-03-8
Chemical Structure| 33890-03-8
Structure of 33890-03-8 *Storage: {[proInfo.prStorage]}

Quality Control of [ 33890-03-8 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 33890-03-8 ]

SDS

Product Details of [ 33890-03-8 ]

CAS No. :33890-03-8MDL No. :MFCD00102008
Formula :C8H7NO4Boiling Point :458.1°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :181.15Pubchem ID :11355852
Synonyms :

Computed Properties of [ 33890-03-8 ]

TPSA : 101 H-Bond Acceptor Count : 5
XLogP3 : - H-Bond Donor Count : 3
SP3 : 0.00 Rotatable Bond Count : 2

Safety of [ 33890-03-8 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 33890-03-8 ]

  • Upstream synthesis route of [ 33890-03-8 ]

[ 33890-03-8 ] Synthesis Path-Upstream   1~15

  • 1
  • [ 4315-09-7 ]
  • [ 33890-03-8 ]
YieldReaction ConditionsOperation in experiment
87% With hydrogen In methanol at 20℃; for 4.00 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 4.00 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 1.00 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
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