4-Aminophenol → 4-[(2-Methylquinazolin-4-yl)amino]phenol

HRID 1876138Notes

Reaction equation

HRID 1876138 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[N:3]=1.[OH:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1>>[OH:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([CH3:12])[N:3]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 4034-AminophenolHCID 27854214-Chloro-2-methylquinazoline

Product 1

HCID 567618254-[(2-Methylquinazolin-4-yl)amino]phenol

Procedure

The title compound was prepared from 4-chloro-2-methyl-quinazoline (818 mg, 4.58 mmol), 4-hydroxy-aniline (500 mg, 4.58 mmol) by a procedure similar to Example 1b to give 498 mg (43%) of off white solids. 1H NMR (DMSO-d6): 9.51 (s, 1H), 9.34 (s, 1H), 8.44 (d, J=7.8 Hz, 1H), 7.77 (t, J=8.4 Hz, 1H), 7.67-7.48 (m, 4H), 6.79 (d, J=7.8 Hz, 2H), 2.45 (s, 3H).

Workup

  1. customto give 498 mg (43%) of off white solids

Sources & evidence

ORD record
ord-1f8ce093e8f546aabf0251057d6a3ae0
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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