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Water → 5-methyl-4-phenyl-2-(trifluoromethyl)-6H-1,3-oxazine-6-one

HRID 1650708
Notes
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Reaction equation

HRID 1650708 reaction equation
[CH3:1][C:2](=[C:6]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH:7][C:8](=[O:13])[C:9]([F:12])([F:11])[F:10])[C:3](O)=[O:4].O>C(OC(=O)C)(=O)C>[CH3:1][C:2]1[C:3](=[O:4])[O:13][C:8]([C:9]([F:12])([F:11])[F:10])=[N:7][C:6]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 962WaterHCID 53712489HCID 53712489, compound

Product 1

HCID 142804195-methyl-4-phenyl-2-(trifluoromethyl)-6H-1,3-oxazine-6-oneYield 92.6%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent2×

Procedure

39.3 g of the product of Step B were refluxed in 80 ml of acetic anhydride and maintained at this temperature for 30 minutes and then allowed to cool. The acetic anhydride was expelled under reduced pressure and iced water was added to the residue. The precipitate obtained was separated, washed abundantly with water and then dissolved in ether. The organic solution was dried and concentrated to dryness under reduced pressure to obtain 34 g of the expected product melting at 70° C.

Workup

  1. temperaturemaintained at this temperature for 30 minutes
  2. temperatureto cool
  3. additionwas added to the residue
  4. customThe precipitate obtained
  5. customwas separated
  6. washwashed abundantly with water
  7. dissolutiondissolved in ether
  8. customThe organic solution was dried
  9. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-f763b23612214616989f99fe7e470545
Source dataset
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04925859

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes