5-Amino-2-chlorophenol → HCID 21701583, compound

HRID 1596244Notes

Reaction equation

HRID 1596244 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][N:4]=1.[Cl:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][C:19]=1[OH:25]>C(O)(C)C>[ClH:2].[Cl:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][C:3]2[C:12]3[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=3)[N:6]=[CH:5][N:4]=2)=[CH:20][C:19]=1[OH:25]

Participants

4

Reactant 2

HCID 806765-Amino-2-chlorophenolHCID 220221614-Chloro-6,7-dimethoxyquinazoline hydrochloride

Product 1

HCID 21701583HCID 21701583, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 4-chloro-6,7-dimethoxyquinazoline hydrochloride (500 mg, 1.916 mmol), (prepared as described for the starting material in Example 2), and 4-chloro-3-hydroxyaniline (300 mg, 2.09 mmol), (as described in UK patent 1427658), in isopropanol (10 ml) was heated at reflux for 2 hours. The mixture was allowed to cool, the solid product collected by filtration, washed with isopropanol and dried to give 4-(4-chloro-3-hydroxyanilino)-6,7-dimethoxyquinazoline hydrochloride (605 mg, 86%). m.p. >250° C.

Workup

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

Sources & evidence

ORD record
ord-e36ea1b93d6146da8e312e5128534821
Source dataset
uspto-grants-2001_09
Patent number
US06291455B1

Reaction notes

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