1,3-Dichloroacetone → HCID 59457464, compound

HRID 1710735Notes

Reaction equation

HRID 1710735 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([NH2:12])=[O:11])=[CH:8][CH:7]=1.[Cl:15][CH2:16][C:17](=O)[CH2:18]Cl>C(#N)CC>[Cl:15][CH2:16][C:17]1[N:12]=[C:10]([C:9]2[CH:13]=[CH:14][C:6]([O:5][CH2:4][CH2:3][CH2:2][Cl:1])=[CH:7][CH:8]=2)[O:11][CH:18]=1

Participants

4

Reactant 2

HCID 107931,3-DichloroacetoneHCID 144071764-(3-Chloropropoxy)benzamide

Product 1

HCID 59457464HCID 59457464, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 7854PropionitrileSolvent

Procedure

A mixture of 4-(3-chloropropoxy)benzamide ax54 (1.9 g, 8.9 mmol, 1 eq), 1,3-dichloro-propan-2-one (1.13 g, 8.9 mmol, 1 eq) in propionitrile (45 ml) is stirred at reflux for 48 h. The solvent is then removed under vacuum and filtered over silicagel with dichloromethane. The dichloromethane is evaporated under vacuum to give 4-(chloromethyl)-2-[4-(3-chloropropoxy)phenyl]-1,3-oxazole ax57 (2.1 g) as a white solid.

Workup

  1. temperatureat reflux for 48 h
  2. customThe solvent is then removed under vacuum
  3. filtrationfiltered over silicagel with dichloromethane
  4. customThe dichloromethane is evaporated under vacuum

Sources & evidence

ORD record
ord-1e7decd307d849ce8f1fd0740be8519b
Source dataset
uspto-grants-2010_09
Patent number
US07790720B2

Reaction notes

Loading…