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Chemical Structure| 17447-35-7 Chemical Structure| 17447-35-7

Structure of 17447-35-7

Chemical Structure| 17447-35-7

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Product Details of [ 17447-35-7 ]

CAS No. :17447-35-7
Formula : C10H10ClNO5
M.W : 259.64
SMILES Code : O=C(O)[C@H](O)[C@@H](O)C(NC1=CC=C(Cl)C=C1)=O
MDL No. :MFCD00021698

Safety of [ 17447-35-7 ]

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

Application In Synthesis of [ 17447-35-7 ]

* 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 [ 17447-35-7 ]

[ 17447-35-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 253168-94-4 ]
  • [ 17447-35-7 ]
  • C12H19NO4S*C10H10ClNO5 [ No CAS ]
  • C12H19NO4S*C10H10ClNO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In chloroform;Heating; Resolution of racemate; 10 mg of the racemic amine of formula 2a is weighed into a reaction vial, 100 al of the respective (methanol, ethanol, acetone, acetonitrile, ethyl acetate, toluene, chloroform, tetrahydrofuran, 2-methyltetrahydrofuran, or 1,4-dioxane, or their mixtures with water) solvent is added and the mixture is moderately heated up until all the amine of formula 2a is dissolved. Then, 0.5, or 1.0 molar equivalent of the respective resolution agent is added and the mixture is reheated to produce a clear solution. The reaction vial is closed and left to cool down to the room temperature. The formation of possible crystalline salts is monitored after 2,4, 6, 24 and after 48 hours. Possible crystalline material and mother liquors are analyzed by means of HPLC.
  • 2
  • [ 253168-94-4 ]
  • [ 17447-35-7 ]
  • C12H19NO4S*C10H10ClNO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% With hydrogenchloride; In water; at 60 - 70℃;Resolution of racemate; Heating; The racemic amine 2a (1.50 g; 5.49 minol; 1 equiv.) is dissolved in a mixture of 12.53 ml of water and 2.47 ml of a 1M aqueous solution of hydrochloric acid (0.45 equiv.) at 60- 70C in a flask equipped with a mechanical stirrer. Then, under continuous stirring, the amount of 0.926 g (3.134 mmcl; 0.65 equiv.) of (R,R)-4-chlorotartranilic acid of formula (R,R)-3a is added and heating continues for another 10-15 mm. A crystallizing seed of the saltof formula (S)-4aa is added to the resulting clear solution at the same temperature. The mixture is left to slowly cool down to the room temperature and the stirring continues overnight. The resulting crystais are aspirated, washed with water (3 x 3 ml) and dried at the temperature of 46-50 C. This provides 1.34 g of the product of formula (S)-4aa (yield 92%), ee >99% (HPLC), melting point 186C (DSC).
 

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