Ethanolamine → 7-Chloro-1-(2-hydroxyethyl)-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]imidazol-4-one

HRID 324509Notes

Reaction equation

HRID 324509 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:15](=[O:16])[C:10]3[N:11]=[C:12]([CH3:14])O[C:9]=3[CH:8]=[CH:7][C:6]=2[CH:17]=1.[CH2:18]([CH2:20][NH2:21])[OH:19]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:15](=[O:16])[C:10]3[N:11]=[C:12]([CH3:14])[N:21]([CH2:20][CH2:18][OH:19])[C:9]=3[CH:8]=[CH:7][C:6]=2[CH:17]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 220036227-Chloro-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-one

Product 1

HCID 220035917-Chloro-1-(2-hydroxyethyl)-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]imidazol-4-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of the product from example 42 step (i) (1 g) and ethanolamine (10 ml) was stirred at 90° C. for 14 hours. The mixture was diluted with water (10 ml) and the solid filtered. The solid was further washed with water and then dichloromethane to leave the subtitle product as a beige powder.

Workup

  1. filtrationthe solid filtered
  2. washThe solid was further washed with water

Sources & evidence

ORD record
ord-802f1c12dca14b5abd65f321a199d003
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

Loading…