Phosphorus oxychloride → 4-Chloro-2-methylquinazolin-8-ol

HRID 640782

Reaction equation

HRID 640782 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[NH:8][C:7]2=O.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:7]1[C:6]2[C:11](=[C:2]([OH:1])[CH:3]=[CH:4][CH:5]=2)[N:10]=[C:9]([CH3:12])[N:8]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1353985178-Hydroxy-2-methyl-4(3H)-quinazolinone

Product 1

HCID 534265274-Chloro-2-methylquinazolin-8-ol

Procedure

8-Hydroxy-2-methyl-4(3H)-quinazolinone (0.01 mol) and phosphorus oxychloride (10 mL) were heated under reflux for 30 min. The excess phosphorus oxychloride was removed under reduce pressure and the residue was added to a mixture of ice (50 g) and water (50 ml), and the pH adjusted to 6 (aqueous ammonia). 4-Chloro-8-hydroxy-2-methyl-quinazoline (A2) was isolated via filtration.

Workup

  1. temperatureunder reflux for 30 min
  2. customThe excess phosphorus oxychloride was removed
  3. additionthe residue was added to a mixture of ice (50 g) and water (50 ml)

Sources & evidence

ORD record
ord-5161bd596ee2450195d9187883481e1d
Source dataset
uspto-grants-2010_04
Patent number
US07692011B2

Linked notes

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