تفاعل #1563890

ord-6f8ebbac375646b1b282f1ad582046b0

معادلة التفاعل

COc1ccccc1NC(=O)c1c(N)cccc1Sc1ccc([N+](=O)[O-])cc1
Compound 25
COc1ccccc1NC(=O)c1c(N)cccc1Sc1ccc([N+](=O)[O-])cc1
2-amino-N-(2-methoxyphenyl)-6-(4-nitrophenylthi-o)benzamide
O=S(=O)(Cl)c1ccccc1
benzenesulfonyl chloride
COc1ccccc1NC(=O)c1c(NS(=O)(=O)c2ccccc2)cccc1Sc1ccc([N+](=O)[O-])cc1
N-(2-methoxyphenyl)-2-(4-nitrophenylthio)-6-(phenylsulfonamido)benzamide
المردود 67.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزthe reaction mixture was concentrated under reduced pressure
  2. 2
    غسيلwashed with water (3×20 mL)
  3. 3
    تجفيفdried over anhydrous Na2SO4
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated under reduced pressure
  6. 6
    أخرىThe residue was purified by silica gel column chromatography (1:4 v/v ethyl acetate/petroleum ether)
  7. 7
    أخرىto provide a white solid

الإجراء التجريبي

Compound 25 (1.0 equiv.) was dissolved in azabenzene (40 mL) at room temperature. To this mixture was added benzenesulfonyl chloride (1.2 equiv.). After being stirred for 10 Hours at room temperature, the reaction mixture was concentrated under reduced pressure. The crude residue was diluted ethyl acetate (50 mL), washed with water (3×20 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (1:4 v/v ethyl acetate/petroleum ether) to provide a white solid. 67% yield;

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09402819B2uspto-grants-2016_08