Hydroxyamine hydrochloride → 6-Chloro-4-phenyl-2(1H)-quinazolinone

HRID 128032Notes

Reaction equation

HRID 128032 reaction equation
[C:1]([C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[NH:16][C:17]([NH:19]C1C=CC=CC=1)=[O:18])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.NO>C(O)C>[Cl:15][C:13]1[CH:14]=[C:9]2[C:10](=[CH:11][CH:12]=1)[NH:16][C:17](=[O:18])[N:19]=[C:1]2[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 44239461-(2-Benzoyl-4-chlorophenyl)-3-phenylurea

Product 1

HCID 632046-Chloro-4-phenyl-2(1H)-quinazolinone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 7.02 g (0.02 mole) of 1-(2-benzoyl-4-chlorophenyl)-3-phenylurea and 4.17 g (0.06 mole) of hydroxylamine hydrochloride in 100 ml of ethanol was refluxed for 22 hr, and then cooled. The suspended solid was collected on a filter, washed with ethanol, and dried in air to give 3.82 (70%) of 6-chloro-4-phenyl-2(1H)-quinazolinone as yellow crystals; mp 267°-269°.

Workup

  1. temperaturewas refluxed for 22 hr
  2. temperaturecooled
  3. customThe suspended solid was collected on a filter
  4. washwashed with ethanol
  5. customdried in air

Sources & evidence

ORD record
ord-7e37dd864432407c8c3601d9f5b9287a
Source dataset
uspto-grants-1981_03
Patent number
US04258187

Reaction notes

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