Water → HCID 19684362, compound

HRID 909523Notes

Reaction equation

HRID 909523 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8].Cl.[CH3:14][NH:15][CH3:16].C(N(CC)CC)C.O>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([S:9]([N:15]([CH3:16])[CH3:14])(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 27369133,4-Difluorobenzene-1-sulfonyl chloride

Product 1

HCID 19684362HCID 19684362, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Commercially available 3,4-difluorophenylsulfonylchloride (117 μL, 0.87 mmol) was dissolved in dichloromethane (5 mL), and dimethylamine hydrochloride (59 mg, 0.73 mmol) and triethylamine (203 μL, 1.45 mmol) were added, followed by stirring at room temperature for 2 hours. To the reaction solution, water (15 mL) was added, followed by extraction twice with dichloromethane (15 mL), and washing was carried out with saturated brine (15 mL), followed by drying over sodium sulfate. The solvent was distilled off under reduced pressure, followed by vacuum drying, to afford the desired compound (41.0 mg, yield 26%) as a colorless oil.

Workup

  1. extractionfollowed by extraction twice with dichloromethane (15 mL)
  2. washwashing
  3. dry with materialby drying over sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customdrying

Sources & evidence

ORD record
ord-89d0d7f875da4847ab5894208add6b57
Source dataset
uspto-grants-2011_09
Patent number
US08017610B2

Reaction notes

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