Ammonia → HCID 18187042, compound

HRID 1357733Notes

Reaction equation

HRID 1357733 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=O.[S:11]1(=O)(=O)[CH2:16][CH2:15][CH2:14][C:13](=O)[CH2:12]1.[NH3:20]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]2[C:12]3[S:11][CH2:16][CH2:15][CH2:14][C:13]=3[NH:20][C:13]3[CH2:14][CH2:15][CH2:16][S:11][C:12]2=3)[CH:7]=[CH:8][C:9]=1[F:10]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 1736043-Bromo-4-fluorobenzaldehydeHCID 11815935Dihydro-2H-thiopyran-3(4H)-one-1,1-dioxide

Product 1

HCID 18187042HCID 18187042, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

3-Bromo-4-fluorobenzaldehyde (202 mg, 1.0 mmol), tetrahydrothiopyran-3-one-1,1-dioxide (305 mg, 2.06 mmol) and 2.0 M NH3 in ethanol (0.70 mL, 1.4 mmol) were heated in ethanol (3 mL) to 80° C. for 5 days in a sealed tube, cooled, the solid precipitate collected and washed with ethanol. The solid in toluene (10 mL) was then heated to reflux overnight, cooled, the solid collected, washed with ethanol and dried to provide 129 mg of the title compound as a white solid.

Workup

  1. temperaturecooled
  2. customthe solid precipitate collected
  3. washwashed with ethanol
  4. temperatureThe solid in toluene (10 mL) was then heated
  5. temperatureto reflux overnight
  6. temperaturecooled
  7. customthe solid collected
  8. washwashed with ethanol
  9. customdried

Sources & evidence

ORD record
ord-4eb1748adcf64279b8e8c2e407d6241a
Source dataset
uspto-grants-2003_07
Patent number
US06593335B1

Reaction notes

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