반응 #77983

ord-a12a5571ce9d49c5b8ecb34baae7feb4

반응 방정식

CCOC(=O)Cc1ccc(N)c(N)c1
ethyl 3,4-diaminophenylacetate
Cc1ccccc1N=C=S
o-tolylisothiocyanate
CC(C)N=C=NC(C)C
diisopropylcarbodiimide
CCOC(=O)Cc1ccc2nc(Nc3ccccc3C)[nH]c2c1
title compound
CCOC(=O)Cc1ccc2nc(Nc3ccccc3C)[nH]c2c1
Ethyl (2-o-tolylamino-3H-benzimidazol-5-yl)acetate

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타prepared
  2. 2
    workup.WAITLeft
  3. 3
    온도at reflux for 5 hours
  4. 4
    기타then evaporated
  5. 5
    workup.ADDITIONThe residue was subjected to flash chromatography on silica eluting with a mixture of 10% methanol and ether (1:9, v/v)

실험 절차

A mixture of ethyl 3,4-diaminophenylacetate (5.8 g, prepared according to the procedure of Mederski et al, Bioorg Med Chem Left, 1998, 8, pages 17-22) and o-tolylisothiocyanate (4.9 g) in ethanol (100 mL) was kept at room temperature overnight then treated with diisopropylcarbodiimide (7.6 g). The mixture was stirred at reflux for 5 hours then evaporated. The residue was subjected to flash chromatography on silica eluting with a mixture of 10% methanol and ether (1:9, v/v) to give the title compound (5.2 g) as a yellow gum.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06706738B2uspto-grants-2004_03