Sodium Carbonate → HCID 22566302, compound

HRID 25150Notes

Reaction equation

HRID 25150 reaction equation
O[C:2]1([C:17]([F:20])([F:19])[F:18])[CH2:15][C:14](=[O:16])[NH:13][C:12]2[C:3]1=[C:4]1[C:9](=[CH:10][CH:11]=2)[S:8][CH2:7][CH2:6][NH:5]1.C(=O)([O-])[O-].[Na+].[Na+]>S(=O)(=O)(O)O>[F:19][C:17]([F:18])([F:20])[C:2]1[C:3]2[C:12]([NH:13][C:14](=[O:16])[CH:15]=1)=[CH:11][CH:10]=[C:9]1[C:4]=2[NH:5][CH2:6][CH2:7][S:8]1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 225663035-hydroxy-5-trifluoromethyl-3,4,5,8-tetrahydro-2H,6H-1-thia-4,8-diaza-phenanthren-7-one

Product 1

HCID 22566302HCID 22566302, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

The dehydration of 5-hydroxy-5-trifluoromethyl-3,4,5,8-tetrahydro-2H,6H-1-thia-4,8-diaza-phenanthren-7-one (69 mg, 0.23 mmol) was carried out in concentrated sulfuric acid at 150° C. The solution was cooled to about rrom temperature, added to ice water, made basic with 1M sodium carbonate, extract with ethyl acetate three times, the organic layers washed with brine, dried over sodium sulfate, filtered and the filtrate evaporated to yield 5-trifluoromethyl-3,4-dihydro-2H,8H-1-thia-4,8-diaza-phenanthren-7-one as a green solid.

Workup

  1. temperatureThe solution was cooled to about rrom temperature
  2. extractionextract with ethyl acetate three times
  3. washthe organic layers washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customthe filtrate evaporated

Sources & evidence

ORD record
ord-25c4a58e35074a89a3f95cdee422abd4
Source dataset
uspto-grants-2005_02
Patent number
US06858621B2

Reaction notes

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