A Modified Synthesis of Alfuzosin Hydrochloride
DOI:
CSTR:
Author:
Affiliation:

Clc Number:

O625.6

Fund Project:

  • Article
  • |
  • Figures
  • |
  • Metrics
  • |
  • Reference
  • |
  • Related
  • |
  • Cited by
  • |
  • Materials
  • |
  • Comments
    Abstract:

    A modified synthesis of alfuzosin hydrochloride (1) is proposed. The 2-chloro-4-amino-6,7 -dimethoxyquinazolin(4) was prepared from 6,7-dimethoxyquinazolindione (2) through chlorination and amination, and the synthesis of 2 was cyclocondensed by 2-amino- 4,5-dimethoxybenzonitrile with DMF in the catalyst of ZnCl2 in sealed tube. Compound 4 was condensed with tetrahydro-N-[3-(methylamino)-propyl]-2-furancarboxamide (5) and then treated with hydrogen chloride to give the target compound 1. The total yield is 41.3%. This method avoids highly toxic sodium cyanate, and shortens the synthetic route. The effects of catalyst, temperature and time to the yield of key intermediate 2 were investigated. The results show that the optimal yield of 2 reaches 98% with the catalyst of zinc chloride in the presence of hydrochloric acid at 170℃ for 5 h. The target products were characterized with IR, ESI-MS and 1HNMR.

    Reference
    Related
    Cited by
Get Citation
Share
Article Metrics
  • Abstract:
  • PDF:
  • HTML:
  • Cited by:
History
  • Received:January 17,2011
  • Revised:May 09,2011
  • Adopted:May 16,2011
  • Online: June 07,2011
  • Published:
Article QR Code