5-Amino-2-hydroxytoluene → 4-[(6,7-Dimethoxy-4-quinazolinyl)amino]-2-methylphenol

HRID 1793416Notes

Reaction equation

HRID 1793416 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.Cl.Cl[C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][N:13]=1>>[OH:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:12]2[C:21]3[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[CH:14][N:13]=2)=[CH:3][C:4]=1[CH3:9]

Participants

3

Reactant 2

HCID 760815-Amino-2-hydroxytolueneHCID 220221614-Chloro-6,7-dimethoxyquinazoline hydrochloride

Product 1

HCID 220221554-[(6,7-Dimethoxy-4-quinazolinyl)amino]-2-methylphenolYield 100.4%

Procedure

An analogous reaction to that described in example 17, but starting with 4-amino-2-methylphenol (6.98 g, 56.7 mmol) and 4-chloro-6,7-dimethoxyquinazoline hydrochloride (14.79 g, 56.7 mmol), yielded 4-(4-hydroxy-3-methylanilino)-6,7-dimethoxyquinazoline (17.72 g, 90% yield) as a white solid:

Workup

  1. customAn analogous reaction to

Sources & evidence

ORD record
ord-9315e24e2cc145ea9b69ce2304646676
Source dataset
uspto-grants-2006_07
Patent number
US07081461B1

Reaction notes

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