تفاعل #992764

ord-e0beb0048cdf4cb292bb2d7ef170d368

معادلة التفاعل

CCc1cc(N)cc(CC)c1NS(=O)(=O)c1ccc(C)cc1
N-(4-amino-2,6-diethyl-phenyl)-4-methyl-benzenesulfonamide
BrCCOCCBr
bis-(2-bromoethyl)ether
CCN(C(C)C)C(C)C
N,N-diisopropyl-ethylamine
CN1CCCC1
N-methylpyrrolidine
CCc1cc(N2CCOCC2)cc(CC)c1NS(=O)(=O)c1ccc(C)cc1
title compound
المردود 91.0%
CCc1cc(N2CCOCC2)cc(CC)c1NS(=O)(=O)c1ccc(C)cc1
N-(2,6-Diethyl-4-morpholin-4-yl-phenyl)-4-methyl-benzenesulfonamide
المردود 91.0%

المذيبات

ظروف التفاعل

درجة الحرارة
180°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed with brine (30 mL) and saturated aqueous potassium carbonate (30 mL)
  2. 2
    تجفيفdried over sodium sulfate
  3. 3
    تركيزThe organic phase was concentrated in vacuo

الإجراء التجريبي

A mixture of N-(4-amino-2,6-diethyl-phenyl)-4-methyl-benzenesulfonamide (70 mg), bis-(2-bromoethyl)ether (33 μL), N,N-diisopropyl-ethylamine (115 μL) and N-methylpyrrolidine (0.3 mL) was heated to 180° C. for 20 minutes in a sealed microwave process vial. The mixture was diluted with ethyl acetate (20 mL), washed with brine (30 mL) and saturated aqueous potassium carbonate (30 mL), and dried over sodium sulfate. The organic phase was concentrated in vacuo to furnish 78 mg (91%) of the title compound. LC-MS (m/z) 389 (MH+); tR=2.77, (UV, ELSD) 57%, 98%. The crude product was used without further purification.

المصدر

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