تفاعل #992763

ord-392b47f77c9c4afb81da99df8b17c224

معادلة التفاعل

O=S([O-])S(=O)[O-].[Na+].[Na+]
sodium dithionite
CCc1cc([N+](=O)[O-])cc(CC)c1NS(=O)(=O)c1ccc(C)cc1
N-(2,6-diethyl-4-nitro-phenyl)-4-methyl-benzenesulfonamide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1ccc(S(=O)(=O)Nc2c(C)cc(N)cc2C)cc1
title compound
المردود 27.2%
Cc1ccc(S(=O)(=O)Nc2c(C)cc(N)cc2C)cc1
N-(4-Amino-2,6-dimethyl-phenyl)-4-methyl-benzenesulfonamide
المردود 27.2%

ظروف التفاعل

درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling
  2. 2
    استخلاصextracted with ethyl acetate (2×10 mL)
  3. 3
    تجفيفThe combined organic phases were dried over sodium sulfate
  4. 4
    تركيزconcentrated in vacuo
  5. 5
    أخرىpurified by flash chromatography

الإجراء التجريبي

A solution of sodium dithionite (772 mg) in water (6 mL) was added to a solution of N-(2,6-diethyl-4-nitro-phenyl)-4-methyl-benzenesulfonamide (309 mg) in tetrahydrofuran (6 mL) and the resulting mixture was stirred at 50° C. for 20 hours. After cooling, the water was saturated with potassium carbonate and extracted with ethyl acetate (2×10 mL). The combined organic phases were dried over sodium sulfate, concentrated in vacuo and purified by flash chromatography to furnish 70 mg (25%) of the title compound as a off-white solid. The product was used directly in the following reaction without spectral characterization.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08012962B2uspto-grants-2011_09