Sodium Hydroxide → HCID 3063369, compound

HRID 1084820Notes

Reaction equation

HRID 1084820 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]=[CH:7][C:8]2[O:13][C:12](=[O:14])[C:11]3[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=3[N:9]=2)=[CH:2]1.[OH-:19].[Na+]>CO>[S:1]1[CH:5]=[CH:4][C:3]([CH:6]=[CH:7][C:8]([NH:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([OH:19])=[O:14])=[O:13])=[CH:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53962231HCID 53962231, compound

Product 1

HCID 3063369HCID 3063369, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

To 2-[2-(3-thienyl)vinyl]-4H-3,1-benzoxazine-4-one (800 mg, 3.13 mmol) was added 1N-NaOH (21.9 ml) and the mixture was heated to 70° C. After adding methanol (30 ml), and the mixture was reacted for 1 hour. The methanol was removed from the reaction mixture under reduced pressure, and the residue was acidified with 10% HCl under cooling (pH about 4) to give a white solid, which was collected on a filter, washed with water, and dried to give the title compound (826 mg, yield, 96%). m.p., 218°-219° C.

Workup

  1. customthe mixture was reacted for 1 hour
  2. customThe methanol was removed from the reaction mixture under reduced pressure
  3. temperatureunder cooling (pH about 4)
  4. customto give a white solid, which
  5. customwas collected on a filter
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-69e87baa4b3d41e19c0442f88be181e0
Source dataset
uspto-grants-1991_04
Patent number
US05006548

Reaction notes

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