Aluminum(III) Chloride → HCID 13689091, compound

HRID 364181Notes

Reaction equation

HRID 364181 reaction equation
[Cl:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][C:10]([O:17]C)=[CH:11][CH:12]=3)[O:7][C:6]=2[C:5]([N+:19]([O-:21])=[O:20])=[CH:4][CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[Cl:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][C:10]([OH:17])=[CH:11][CH:12]=3)[O:7][C:6]=2[C:5]([N+:19]([O-:21])=[O:20])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 13689090HCID 13689090, compound

Product 1

HCID 13689091HCID 13689091, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 20.0 g of 1-chloro-6-methoxy-4-nitro-9H-xanthen-9-one and 27.04 g of anhydrous powdered aluminum chloride was heated under reflux in 400 ml of 1,2-dichloroethane under an argon atmosphere for three hours. The liquid portion of the reaction mixture was decanted and evaporated to a dark residue. Both residues were combined and treated with 200 ml of concentrated hydrochloric acid for one hour. The solid was collected and washed with water and 2-propanol. The grey solid was dried in vacuo at room temperature to afford the title compound, mp 179°-182° C.

Workup

  1. temperaturewas heated
  2. customThe liquid portion of the reaction mixture was decanted
  3. customevaporated to a dark residue
  4. additiontreated with 200 ml of concentrated hydrochloric acid for one hour
  5. customThe solid was collected
  6. washwashed with water and 2-propanol
  7. customThe grey solid was dried in vacuo at room temperature

Sources & evidence

ORD record
ord-908d872a224742a193ab9045a820a89b
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

Loading…