3,5-Dimethoxybenzaldehyde → 2-(3,5-dimethoxyphenyl)-5,7-dimethoxyquinazolin-4(3H)-one

HRID 555473Notes

Reaction equation

HRID 555473 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]([O:13][CH3:14])[C:3]=1[C:4]([NH2:6])=[O:5].[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1)[CH:20]=O.COC1C=C(OC)C=C2C=1C(=O)NC(C1C=CC=CN=1)=N2>>[CH3:26][O:25][C:23]1[CH:22]=[C:19]([C:20]2[NH:6][C:4](=[O:5])[C:3]3[C:2](=[CH:10][C:9]([O:11][CH3:12])=[CH:8][C:7]=3[O:13][CH3:14])[N:1]=2)[CH:18]=[C:17]([O:16][CH3:15])[CH:24]=1

Participants

4

Reactant 3

HCID 817473,5-DimethoxybenzaldehydeHCID 203490162-Amino-4,6-dimethoxybenzamideHCID 1360379985,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one

Product 1

HCID 1359078652-(3,5-dimethoxyphenyl)-5,7-dimethoxyquinazolin-4(3H)-oneYield 46%

Procedure

2-(3,5-dimethoxyphenyl)-5,7-dimethoxyquinazolin-4(3H)-one was synthesized from 2-amino-4,6-dimethoxybenzamide and 3,5-dimethoxybenzaldehyde, using the method described for 5,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one. 2-(3,5-dimethoxyphenyl)-5,7-dimethoxyquinazolin-4(3H)-one (120 mg, 46%) was isolated as a yellow solid. Selected data: MS (m/z): 343.05; MP 270-272° C.

Sources & evidence

ORD record
ord-0b118f17d3cb4d5dada20177e696cebd
Source dataset
uspto-grants-2011_11
Patent number
US08053440B2

Reaction notes

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