تفاعل #1687657

ord-713b7ecd5022478990d00ae834fa2706

معادلة التفاعل

O=C1OC2(OC=C(c3ccccc3)C2=O)c2ccccc21
fluorescamine
O=C(ON1C(=O)CC(S(=O)(=O)[O-])C1=O)C1CCC(CN2C(=O)C=CC2=O)CC1.[Na+]
Sulfo-SMCC
Cl.Cl.NCCN
ethylenediamine dihydrochloride
NCCN
ethylenediamine
O=C(ON1C(=O)CC(S(=O)(=O)[O-])C1=O)C1CCC(CN2C(=O)C=CC2=O)CC1.[Na+]
sulfo-SMCC

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىWhen reaction
  2. 2
    غسيلeluted with a gradient of acetonitrile in triethanolamine/water, pH 7

الإجراء التجريبي

Sulfo-SMCC (1 eq.)(Pierce Chemical Co., Rockford, Ill.) is dissolved in sodium acetate buffer (pH 7) and ethylenediamine dihydrochloride (5 eq.) is added. The reaction is monitored by TLC visualized with fluorescamine. When reaction is complete the reaction mixture is applied directly to a C18 reverse-phase HPLC column and eluted with a gradient of acetonitrile in triethanolamine/water, pH 7. The excess ethylene diamine elutes at the solvent front, followed by the desired product. A small amount of double coupled material formed by the condensation of one molecule of ethylenediamine with two molecules of sulfo-SMCC elutes last. The desired material is characterized by 1H NMR and IR spectroscopy, mass spectrometry, and elemental analysis.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05976492uspto-grants-1999_11