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Chemical Structure| 1571-72-8 Chemical Structure| 1571-72-8
Chemical Structure| 1571-72-8

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3-Amino-4-hydroxybenzoic acid is an endogenous metabolite.

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Product Details of 3-Amino-4-hydroxybenzoic acid

CAS No. :1571-72-8
Formula : C7H7NO3
M.W : 153.14
SMILES Code : NC1=C(O)C=CC(=C1)C(O)=O
MDL No. :MFCD00007697
InChI Key :MRBKRZAPGUCWOS-UHFFFAOYSA-N
Pubchem ID :65083

Safety of 3-Amino-4-hydroxybenzoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 3-Amino-4-hydroxybenzoic acid

* 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.

  • Downstream synthetic route of [ 1571-72-8 ]

[ 1571-72-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 94-26-8 ]
  • [ 1571-72-8 ]
  • 2
  • [ 32596-43-3 ]
  • [ 1571-72-8 ]
  • [ 1437063-91-6 ]
YieldReaction ConditionsOperation in experiment
70% In ethanol;Reflux; General procedure: The Schiff-base was prepared by condensation reaction betweenan aldehyde and a primary amine. An ethanolic solution(10 mL) of 3-amino-4-hydroxy benzoic acid (10 mmol) was addeddropwise to an ethanolic solution (15 mL) of 2,6-diformyl-4-methyl-phenol (10 mmol) with constant stirring. The resultantmixture was refluxed for 6 h and the solvent was reduced by rotaryevaporator. The solid mass thus obtained was recrystallised severaltimes from dry ethanol to get the pure ligand. 1H NMR (300 MHz, DMSO-d6, 25 C) d = 15.105 (s, 1H, COOH),14.730 (br, 1H, OHa), 10.392 (s, 1H, CHO), 10.285 (br, 1H, OHb),9.049 (s, 1H, NH), 7.995 (s, 1H, Hc), 7.806, 7.804 (sb, He), 7.767 (s,1H, Hd), 7.561, 7.558 (d, Hf), 7.018, 7.001 (d, Hg).FT IR m (KBr) [cm 1] = 1680(s), 1629(s), 1528(s), 1384(s).ESI-MS m/z = 320.7762 (calculated for 12C15H10NO5Cl + H+:320.7049).
  • 3
  • [ 67-56-1 ]
  • [ 149-73-5 ]
  • [ 1571-72-8 ]
  • [ 924869-17-0 ]
YieldReaction ConditionsOperation in experiment
3-amino-4-hydroxybenzoic acid 5.0 g (32.7 mmol)Was dissolved in methanol (327 mL, 0.1 M) Of concentrated hydrochloric acid at 0 (16.3 mL, 2.0 M)Was slowly added.After the reaction mixture was reacted at 80 DEG C for 12 hours,300 mL of distilled water was added to dilute the solution, and 1.0 N NaOH aqueous solution was gradually added at 0 C to terminate the reaction.Separation three times with chloroform / methanol (10: 1, 100 mL)And the water of the organic layer was removed with sodium sulfate,The solvent was concentrated with a vacuum distillation apparatus. The residue is then transferred to a microwave tube,Was dissolved in trimethyl orthoformate (32.7 mL, 1.0 M) and reacted with microwave at 150 C for 1 hour under 200W condition.After the reaction, the solvent was concentrated using a vacuum distillation apparatus,The residue was purified by silica gel chromatography to give the title compoundMethylbenzo [d]Oxazole-5-carboxylateThe agent was obtained.
 

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