Phosphorus oxychloride → 4-Chloro-6,7-dimethoxyquinazoline

HRID 1008344Notes

Reaction equation

HRID 1008344 reaction equation
P(Cl)(Cl)([Cl:3])=O.[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[N:14]=[CH:13][NH:12][C:11]2=O>C1(C)C=CC=CC=1>[Cl:3][C:11]1[C:10]2[C:15](=[CH:16][C:17]([O:18][CH3:19])=[C:8]([O:7][CH3:6])[CH:9]=2)[N:14]=[CH:13][N:12]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1354950166,7-Dimethoxy-3H-quinazolin-4-one

Product 1

HCID 27693644-Chloro-6,7-dimethoxyquinazolineYield 105.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

Toluene (100 ml) and phosphorus oxychloride (7.4 g, 48.6 mmol) were added to 6,7-dimethoxy-4-quinazolone (10.0 g, 48.5 mmol), and the mixture was stirred at 120° C. for 6.5 hr. The reaction solution was cooled to room temperature, was then filtered, was washed with toluene (100 ml, 50 ml), and was dried to give 11.5 g (yield 91%) of the target product.

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. filtrationwas then filtered
  3. washwas washed with toluene (100 ml, 50 ml)
  4. customwas dried

Sources & evidence

ORD record
ord-984063fccac94149811cc53dabd57857
Source dataset
uspto-grants-2004_09
Patent number
US06797823B1

Reaction notes

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