Diethyl Oxalate → Ethyl 6-chloro-4-oxo-3,4-dihydroquinazoline-2-carboxylate

HRID 606484Notes

Reaction equation

HRID 606484 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[C:12](OCC)(=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14]>>[Cl:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[NH:6][C:4]2=[O:5]

Participants

3

Reactant 2

HCID 7268Diethyl OxalateHCID 788762-Amino-5-chlorobenzamide

Product 1

HCID 135810262Ethyl 6-chloro-4-oxo-3,4-dihydroquinazoline-2-carboxylateYield 58%

Procedure

2-Amino-5-chlorobenzamide (2.387 g) and diethyl oxalate were stirred at 175° C. for 6 hr. The mixture was allowed to cool, and the obtained crude crystals were washed with hot ethanol to give the title compound (2.051 g, 58%).

Workup

  1. temperatureto cool
  2. customthe obtained crude crystals
  3. washwere washed with hot ethanol

Sources & evidence

ORD record
ord-35afc13731924c5e8c288c675a8e5e50
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

Loading…