Sodium Hydroxide → HCID 54005657, compound

HRID 399168Notes

Reaction equation

HRID 399168 reaction equation
Br[CH2:2][C:3](Br)=[O:4].[NH2:6][C:7]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:8]=1[C:9]([OH:11])=[O:10].[OH-].[Na+]>CN(C)C=O.O>[F:16][C:13]1[CH:14]=[CH:15][C:7]2[NH:6][C:3](=[O:4])[CH2:2][O:10][C:9](=[O:11])[C:8]=2[CH:12]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 61147Bromoacetyl bromideHCID 1014122-Amino-5-fluorobenzoic acid

Product 1

HCID 54005657HCID 54005657, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

2.52 g(13.75 mmol) of bromoacetyl bromide was added for 10 min below 40° C. to the solution having 1.94 g(12.5 mmol) of 2-amino-5-fluorobenzoic acid dissolved in 4 ml of dimethyl formamide. The mixed solution was stirred for 30 min, and the solution having 1.12 g of sodium hydroxide dissolved in 28 ml of water was added. The mixture was slowly heated to 60° C. for 1 hr, then maintained at about 60° C. for 1 hr, and cooled to 5° C. Finally, a crystalline solid of 7-fluoro-4,1-benzooxazepine-2,5-(1H, 3H)-dione of melting point 186° C. was obtained.

Workup

  1. additionwas added
  2. temperaturemaintained at about 60° C. for 1 hr
  3. temperaturecooled to 5° C

Sources & evidence

ORD record
ord-eb185f20614341cabfd48d835c25ba20
Source dataset
uspto-grants-1998_10
Patent number
US05817808

Reaction notes

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