Isopropanol → HCID 22646651, compound

HRID 393648Notes

Reaction equation

HRID 393648 reaction equation
Cl.[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]=[CH:5][CH:4]=1.[CH:17]([OH:20])([CH3:19])[CH3:18]>NC1C=C(O)C=CC=1>[ClH:2].[CH3:14][O:13][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[O:15][CH3:16])[N:6]=[CH:5][CH:4]=[C:3]2[NH:6][C:5]1[CH:4]=[CH:3][CH:19]=[C:17]([OH:20])[CH:18]=1

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 226465434-Chloro-6,7-dimethoxyquinoline hydrochloride

Product 1

HCID 22646651HCID 22646651, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 115683-AminophenolSolvent

Procedure

A mixture of 4-chloro-6,7-dimethoxyquinoline hydrochloride (540 mg, 2.08 mmol), (prepared as described for the starting material in Example 2), in 3-aminophenol (1 ml) and isopropanol (15 ml) was heated at reflux for 2 hours. The mixture was allowed to cool and the solid product was collected by filtration, washed with acetone and dried to give 6,7-dimethoxy-4-(3-hydroxyanilino)quinoline hydrochloride (336 mg, 47%).

Workup

  1. custom(prepared
  2. temperatureat reflux for 2 hours
  3. temperatureto cool
  4. filtrationthe solid product was collected by filtration
  5. washwashed with acetone
  6. customdried

Sources & evidence

ORD record
ord-5cf1f43be4214c6aa8c8475fbef2405e
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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