4-Hydroxybenzaldehyde → HCID 21960190, compound

HRID 841994Notes

Reaction equation

HRID 841994 reaction equation
Cl[CH2:2][C:3]1[N:12]([CH2:13][CH3:14])[C:11](=[O:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[OH:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>>[CH2:13]([N:12]1[C:11](=[O:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[CH2:2][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][CH:18]=1)[CH3:14]

Participants

4

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 21960206HCID 21960206, compound

Product 1

HCID 21960190HCID 21960190, compoundYield 88%

Procedure

The title compound (4.24 g, 88%) was prepared from 2-chloromethyl-3-ethyl-4-oxo-3,4-dihydro-quinazoline (3.5 g, 15.7 mmol) and 4-hydroxybenzaldehyde (2.10 g, 17.21 mmol) in the presence of K2CO3 (2.38 g, 17.26 mmol) as base by a similar procedure to that described in preparation 13.

Workup

  1. customthat described in preparation 13

Sources & evidence

ORD record
ord-db48ed80f72a4af0a7298cd0fc5de910
Source dataset
uspto-grants-2002_04
Patent number
US06372750B2

Reaction notes

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