3-Methoxybenzaldehyde → 6-(dimethylamino)-2-(3-methoxyphenyl)-3H-quinazolin-4-one

HRID 1017530Notes

Reaction equation

HRID 1017530 reaction equation
COC1C=CC=CC=1C1NC(=O)C2C(=CC=CC=2)N=1.[NH2:20][C:21]1[CH:29]=[CH:28][C:27]([N:30]([CH3:32])[CH3:31])=[CH:26][C:22]=1[C:23]([NH2:25])=[O:24].[CH3:33][O:34][C:35]1[CH:36]=[C:37]([CH:40]=[CH:41][CH:42]=1)[CH:38]=O>>[CH3:33][O:34][C:35]1[CH:36]=[C:37]([C:38]2[NH:25][C:23](=[O:24])[C:22]3[C:21](=[CH:29][CH:28]=[C:27]([N:30]([CH3:32])[CH3:31])[CH:26]=3)[N:20]=2)[CH:40]=[CH:41][CH:42]=1

Participants

4

Reactant 3

HCID 115693-MethoxybenzaldehydeHCID 127157972-Amino-5-(dimethylamino)benzamideHCID 1354360052-(2-methoxyphenyl)-3H-quinazolin-4-one

Product 1

HCID 1354714136-(dimethylamino)-2-(3-methoxyphenyl)-3H-quinazolin-4-oneYield 51.2%

Procedure

According to the preparation of 42, 25 (1.0 g, 5.6 mmol) and 3-methoxybenzaldehyde (34) (0.8 g, 5.6 mmol) were used to afford 55 (0.8 g, 51.2%) as pale yellow needles.

Sources & evidence

ORD record
ord-94a3f4c79a3b4e61a68768badea788f7
Source dataset
uspto-grants-2002_11
Patent number
US06479499B1

Reaction notes

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