Phosphorus oxychloride → 2-Chloro-4-phenylquinazoline

HRID 406813Notes

Reaction equation

HRID 406813 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][C:9](=O)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:9]1[N:8]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 634302(1H)-Quinazolinone, 4-phenyl-

Product 1

HCID 31235822-Chloro-4-phenylquinazoline

Conditions

Temperature
105 °C

Procedure

A flask was charged with 4-phenylquinazolin-2(1H)-one (110 g, 0.51 mol) and phosphorus oxychloride (300 mL), and the mixture was stirred at 105° C. for 30 min. The reaction mixture was cooled to rt and slowly poured over an ice/water mixture. The solid was collected by filtration, washed with water (50 mL) and dried under reduced pressure. The product, 2-chloro-4-phenylquinazoline, was isolated as an off-white solid (110 g, 91%).

Workup

  1. temperatureThe reaction mixture was cooled to rt
  2. filtrationThe solid was collected by filtration
  3. washwashed with water (50 mL)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-8e6d5b92e62f4c8c8dc95a4c6fdb851c
Source dataset
uspto-grants-2014_06
Patent number
US08754092B2

Reaction notes

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