Benzenethiol, 2-amino-3,4,6-trifluoro-, hydrochloride → HCID 15292316, compound

HRID 1682444Notes

Reaction equation

HRID 1682444 reaction equation
[C:1]([CH2:3][N:4]1[C:9]2[CH:10]=[C:11]([F:14])[CH:12]=[CH:13][C:8]=2[O:7][CH:6]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:5]1=[O:21])#[N:2].Cl.N[C:24]1[C:29]([F:30])=[C:28]([F:31])[CH:27]=[C:26]([F:32])[C:25]=1[SH:33]>C(O)C>[F:14][C:11]1[CH:12]=[CH:13][C:8]2[O:7][CH:6]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:5](=[O:21])[N:4]([CH2:3][C:1]3[S:33][C:25]4[C:26]([F:32])=[CH:27][C:28]([F:31])=[C:29]([F:30])[C:24]=4[N:2]=3)[C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 11390282Benzenethiol, 2-amino-3,4,6-trifluoro-, hydrochlorideHCID 15292315HCID 15292315, compound

Product 1

HCID 15292316HCID 15292316, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-(4-cyanomethyl-6-fluoro-3,4-dihydro-3-oxo-2H-1,4-benzoxazin-2-yl]acetate (500 mg) and 2-amino-3,4,6-trifluorothiophenol hydrochloride (388 mg) were added to anhydrous ethanol (5 ml), and the mixture was refluxed under heating under an argon atmosphere. Fifteen hours later, the solvent was distilled away and water was added to the residue, which was followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was. distilled away.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating under an argon atmosphere
  3. distillationFifteen hours later, the solvent was distilled away
  4. additionwater was added to the residue, which
  5. extractionwas followed by extraction with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. distillationdistilled away

Sources & evidence

ORD record
ord-4376574e928a4910a9b7fde2cee04d03
Source dataset
uspto-grants-1997_06
Patent number
US05635505

Reaction notes

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