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Chemical Structure| 535-87-5 Chemical Structure| 535-87-5
Chemical Structure| 535-87-5

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Product Details of 3,5-Diaminobenzoic acid

CAS No. :535-87-5
Formula : C7H8N2O2
M.W : 152.15
SMILES Code : O=C(O)C1=CC(N)=CC(N)=C1
MDL No. :MFCD00007807
InChI Key :UENRXLSRMCSUSN-UHFFFAOYSA-N
Pubchem ID :12062

Safety of 3,5-Diaminobenzoic acid

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

Application In Synthesis of 3,5-Diaminobenzoic 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 [ 535-87-5 ]

[ 535-87-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 535-87-5 ]
  • [ 121-44-8 ]
  • [ 4263-52-9 ]
  • 3-[bis-(2-sulfo-ethyl)-amino]-5-(2-sulfo-ethylamino)-benzoic acid; compound with triethyl-amine [ No CAS ]
  • 2
  • [ 14615-72-6 ]
  • [ 535-87-5 ]
  • C49H40N2O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; at 20℃; for 0.333333h; To a heterogeneous solution of 3,5-diamino benzoic acid (0.23 g, 1.50 mmol) in MeOH(2 mL) was added a solution of aldehyde 7 (1.00 g, 3.15 mmol) in MeOH (20 mL). Afterstirring at room temperature for 20 min, the reaction flask was cooled in an ice bath and NaBH4 (0.096 g, 2.53 mmol) was added. The reaction was allowed to stir at room temperature overnight, after which TLC in 5% MeOH, 1% Et3N in CH2Cl2 confirmed its completion. The reaction was cooled to 0 C and distilled H2O (5 mL) was added. The DMSO, SO3.pyr,DIPEA, solution was neutralized with 2N HCl (6.4 mL) and extracted with CH2Cl2 (3X, 30 mL). The organic layers were combined and dried over MgSO4 and rotary evaporated to afford a green foam. The crude product was purified by silica gel column in 5% MeOH and 1% Et3N in CH2Cl2 to afford 0.98 g (92%) of a gold foam product.
  • 3
  • [ 2631-77-8 ]
  • [ 535-87-5 ]
  • 3,5-bis[(E)-2-hydroxy-3,5-diiodobenzylidene]amino}benzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% In methanol; for 3h;Reflux; General procedure: Imines 2a-2h, 3a-3h, 4a-4h, 5a-5h, and 6a-6h were synthesized according to Krtk etal.(2020). Briefly, 1 mmol of amino compound (2, 4, 5, 6) was dissolved in 7 ml of MeOH and then appropriate aldehyde (1.1 mmol) was added in one portion. In the case of imines 3a-3h, 3,5-diaminobenzoic acid 3 (1 mmol) was dissolved in 10 ml of MeOH and 2.2 mmol of appropriate aldehyde was added. The reaction mixture was refluxed for 3 hours. After additional 12 hours of stirring at room temperature, the reaction mixture was stored at -20C for 1 h. The precipitate formed was filtered off and washed successively by MeOH and diethyl ether thoroughly. If necessary, the products were crystallized from tetrahydrofuran/MeOH to obtain pure Schiff bases.
 

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