Hydrazine → HCID 178438879, compound

HRID 1664867Notes

Reaction equation

HRID 1664867 reaction equation
[NH2:1][NH2:2].[CH2:3]([CH:6]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=2[F:20])[CH2:9][NH:8][C:7]1=S)[CH:4]=[CH2:5]>C(O)C>[CH2:3]([CH:6]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=2[F:20])[CH2:9][NH:8]/[C:7]/1=[N:1]\[NH2:2])[CH:4]=[CH2:5]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86239860HCID 86239860, compound

Product 1

HCID 178438879HCID 178438879, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine (anhydrous; 1.11 mL, 35.40 mmol) was added to a solution of 3-allyl-6-(2,3-difluorophenyl)azepane-2-thione (249 mg, 0.885 mmol) in ethanol (8 mL). After 4 h, the reaction mixture was concentrated. The residue was diluted with saturated aqueous sodium bicarbonate and extracted with dichloromethane (3×). The organic extracts were dried over sodium sulfate, filtered and concentrated to give the title compound. (MS 280.2 (M+1).

Workup

  1. concentrationthe reaction mixture was concentrated
  2. additionThe residue was diluted with saturated aqueous sodium bicarbonate
  3. extractionextracted with dichloromethane (3×)
  4. dry with materialThe organic extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-0ca9ca66db8341b790e74c9badd7c9c5
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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