Propionic anhydride → HCID 68802816, compound

HRID 238227Notes

Reaction equation

HRID 238227 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](OC(=O)CC)(=O)[CH2:13][CH3:14]>>[CH2:13]([C:14]1[O:5][C:4](=[O:6])[C:3]2[CH:7]=[C:8]([F:11])[CH:9]=[CH:10][C:2]=2[N:1]=1)[CH3:12]

Participants

3

Reactant 2

HCID 31263Propionic anhydrideHCID 1014122-Amino-5-fluorobenzoic acid

Product 1

HCID 68802816HCID 68802816, compound

Procedure

A mixture of 2-amino-5-fluorobenzoic acid (23.3 g, 0.15 mol) and propionic acid anhydride (150 mL) was heated to reflux for 3 hr, then the propionic acid anhydride was removed in vacuo to afford 2-ethyl-6-fluoro-benzo[d][1,3]oxazin-4-one 2 as a gray solid, which was used directly in the next step.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 3 hr
  3. customthe propionic acid anhydride was removed in vacuo

Sources & evidence

ORD record
ord-7dd749abf1754d5eacddc88de5f81d15
Source dataset
uspto-grants-2014_02
Patent number
US08642609B2

Reaction notes

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