2-Methyl-5-Nitroaniline → HCID 22732290, compound

HRID 1357685Notes

Reaction equation

HRID 1357685 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:16][C:17]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][C:18]=1[NH2:19]>>[ClH:1].[CH3:16][C:17]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][C:18]=1[NH:19][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 74442-Methyl-5-NitroanilineHCID 27693644-Chloro-6,7-dimethoxyquinazoline

Product 1

HCID 22732290HCID 22732290, compound

Procedure

Using analogous procedures to those described in the portion of Example 2 which is concerned with the preparation of starting materials, 4-chloro-6,7-dimethoxyquinazoline was reacted with 2-methyl-5-nitroaniline to give 4-(2-methyl-5-nitroanilino)-6,7-dimethoxyquinazoline hydrochloride; Mass: M+H+ 341 and that material was reduced during 5 hours to give 4-(5-amino-2-methylanilino)-6,7-dimethoxyquinazoline; Mass: M+H+ 311.

Sources & evidence

ORD record
ord-24ec36987d0047c09a1023f4ab8422c1
Source dataset
uspto-grants-2003_07
Patent number
US06593333B1

Reaction notes

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