6-Chloro-3-ethyl-4-hydroxy-4-phenyl-3,4-dihydroquinazolin-2(1H)-one → HCID 178518621, compound

HRID 128026Notes

Reaction equation

HRID 128026 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[N:6](CC)[C:5]2(O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl.N[OH:24]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[N+:6]([O-:24])=[C:5]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 3198666-Chloro-3-ethyl-4-hydroxy-4-phenyl-3,4-dihydroquinazolin-2(1H)-oneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178518621HCID 178518621, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 12.11 g (0.04 mole) of 6-chloro-3-ethyl-3,4-dihydro-4-hydroxy-4-phenyl-2(1H)quinazolinone and 8.34 g (0.12 mole) of hydroxylamine hydrochloride in 200 ml ethanol was refluxed for 3 days and then cooled. The solid portion of the reaction mixture was collected on a filter, washed with ethanol, and dried to give 9.27 g (85%) of 6-chloro-4-phenyl-2(1H)quinazolinone 3-oxide as yellow crystals, mp 267°-269°.

Workup

  1. temperaturewas refluxed for 3 days
  2. temperaturecooled
  3. customThe solid portion of the reaction mixture was collected on a filter
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-3f41db83e6c84014b32d0b87ca205b2d
Source dataset
uspto-grants-1981_03
Patent number
US04258187

Reaction notes

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