Reaction #65285

ord-6a9b101bc495456d85ceb61efbcd487e

Reaction equation

$CCCCc1ncc(/C=C(\Cc2cccs2)C(=O)O)n1Cc1ccccc1[N+](=O)[O-]$

(E)-3-[2-n-Butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

thionyl chloride

ammonium hydroxide

→

$CCCCc1ncc(/C=C(\Cc2cccs2)C(N)=O)n1Cc1ccccc1[N+](=O)[O-]$

title compound

$CCCCc1ncc(/C=C(\Cc2cccs2)C(N)=O)n1Cc1ccccc1[N+](=O)[O-]$

(E)-3-[2-n-Butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenamide

Reactants

$CCCCc1ncc(/C=C(\Cc2cccs2)C(=O)O)n1Cc1ccccc1[N+](=O)[O-]$

(E)-3-[2-n-Butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

thionyl chloride

ammonium hydroxide

Reagents

None

Conditions

Detailed conditions

See reaction.notes.procedure_details.

Procedure

(E)-3-[2-n-Butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid, prepared in Example 55, was treated with thionyl chloride and then ammonium hydroxide, as described in Example 54, to give the title compound; mp 183°-185° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05418250uspto-grants-1995_05