Imidazole → 6-(Imidazol-1-ylacetyl)-3,4-dihydrocarbostyril

HRID 1649734Notes

Reaction equation

HRID 1649734 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2)=[O:4].[NH:16]1[CH:20]=[CH:19][N:18]=[CH:17]1>CN(C)C=O.O>[N:16]1([CH2:2][C:3]([C:5]2[CH:6]=[C:7]3[C:12](=[CH:13][CH:14]=2)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]3)=[O:4])[CH:20]=[CH:19][N:18]=[CH:17]1

Participants

5

Reactant 2

HCID 795ImidazoleHCID 49617906-(2-Chloroacetyl)-1,2,3,4-tetrahydroquinolin-2-one

Product 1

HCID 142072626-(Imidazol-1-ylacetyl)-3,4-dihydrocarbostyril

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 9.0 g of 6-(chloroacetyl)-3,4-dihydrocarbostyril and 13.4 g of imidazole in 40 ml of N,N-dimethylformamide was heated at 80° C. for 18 hours. The reaction mixture was diluted with 1000 ml of water and the precipitate filtered off, washed with water followed by a little acetone and dried under vacuum to afford 6-[(imidazol-1-yl)acetyl]-3,4-dihydrocarbostyril, having a melting point of 269°-273° C.

Workup

  1. filtrationthe precipitate filtered off
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-2e92f9d25ec4494eb9611dc8fd86a8b1
Source dataset
uspto-grants-1990_05
Patent number
US04921862

Reaction notes

Loading…