Hydroxyamine hydrochloride → HCID 178518582, compound

HRID 128040Notes

Reaction equation

HRID 128040 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[N:6](C)[C:5]2(O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl.N[OH:23]>C(O)C>[Br: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-:23])=[C:5]2[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 234716276-bromo-3,4-dihydro-4-hydroxy-3-methyl-4-phenyl-2(1H)-quinazolinone

Product 1

HCID 178518582HCID 178518582, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 28.28 g (0.085 mole) of 6-bromo-3,4-dihydro-4-hydroxy-3-methyl-4-phenyl-2(1H)-quinazolinone and 17.6 g (0.25 mole) of hydroxylamine hydrochloride in 425 ml of ethanol was refluxed for 192 hours and then cooled. The solid portion of the reaction mixture was collected on a filter, washed with ethanol, and dried in air to give 20.92 g (0.066 mole, 78%) of 6-bromo-4-phenyl-2(1H)-quinazolinone 3-oxide as light yellow crystals: mp 275°-276°.

Workup

  1. temperaturewas refluxed for 192 hours
  2. temperaturecooled
  3. customThe solid portion of the reaction mixture was collected on a filter
  4. washwashed with ethanol
  5. customdried in air

Sources & evidence

ORD record
ord-ed71f36eea3543c2afbc4733621cc205
Source dataset
uspto-grants-1981_03
Patent number
US04258187

Reaction notes

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