Phenyl isocyanate → HCID 178518621, compound

HRID 128037Notes

Reaction equation

HRID 128037 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.C1([N:23]=[C:24]=[O:25])C=CC=CC=1.Cl.N[OH:28]>C(O)C>[Cl:16][C:13]1[CH:12]=[C:3]2[C:2](=[CH:15][CH:14]=1)[NH:1][C:24](=[O:25])[N+:23]([O-:28])=[C:4]2[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 128702-Amino-5-chlorobenzophenoneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178518621HCID 178518621, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 12.6 g (0.05 mole) of 2-amino-5-chlorobenzophenone and 6.55 g (0.055 mole) of phenyl isocyanate was heated on a steam-bath for 30 min., and then 250 ml ethanol and 10.43 g (0.15 mole) of hydroxylamine hydrochloride were added and mixture was refluxed for 2 days and then cooled. The solid precipitate that formed was collected on a filter, washed with ethanol, and dried in air to give 9.42 g (69%) of 6-chloro-4-phenyl-2(1H)-quinazolinone 3-oxide as yellow crystals, mp 267°-269°.

Workup

  1. temperaturewas heated on a steam-bath for 30 min.
  2. temperaturemixture was refluxed for 2 days
  3. temperaturecooled
  4. customThe solid precipitate that formed
  5. customwas collected on a filter
  6. washwashed with ethanol
  7. customdried in air

Sources & evidence

ORD record
ord-aacb808dcc9d45eab6274bd3daf9a5bc
Source dataset
uspto-grants-1981_03
Patent number
US04258187

Reaction notes

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