Hydrochloric Acid → 4-Phenyl-1H-2,3-benzoxazin-1-one

HRID 567717Notes

Reaction equation

HRID 567717 reaction equation
[C:1]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:19]O.Cl>N1C=CC=CC=1>[C:2]1([C:1]2[C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[C:11](=[O:12])[O:13][N:19]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 68132-Benzoylbenzoic AcidHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 2626854-Phenyl-1H-2,3-benzoxazin-1-one

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of o-benzoyl benzoic acid (0.01 mol) and hydroxylamine hydrochloride (0.01 mol) is refluxed in pyridine (40 ml) for 3 hours, is cooled, and is poured over ice-cold dilute-HCl. The separated solid is filtered off, is dried and is crystallized from ethanol to give the title compound.

Workup

  1. temperatureis cooled
  2. additionis poured over ice-cold
  3. filtrationThe separated solid is filtered off
  4. customis dried
  5. customis crystallized from ethanol

Sources & evidence

ORD record
ord-a025c1e61e5a439ebd6c772ac886ab09
Source dataset
uspto-grants-2001_01
Patent number
US06180629B2

Reaction notes

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