3-Bromophenylhydrazine hydrochloride → HCID 67613181, compound

HRID 399772

Reaction equation

HRID 399772 reaction equation
Cl.[Br:2][C:3]1[CH:4]=[C:5]([NH:9][NH2:10])[CH:6]=[CH:7][CH:8]=1.[O:11]1[CH:15]=[CH:14][CH2:13][CH2:12]1>C1COCC1>[Br:2][C:3]1[CH:4]=[C:5]([NH:9][N:10]=[CH:15][CH2:14][CH2:13][CH2:12][OH:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 337573-Bromophenylhydrazine hydrochlorideHCID 709342,3-Dihydrofuran

Product 1

HCID 67613181HCID 67613181, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Under anhydrous conditions a solution of 3-bromophenylhydrazine hydrochloride (22.5 g, 100 mmol) and 2,3-dihydrofuran (7.55 ml, 100 mmol) in 200 ml of dry THF was stirred at ambient temperature for 3 h. The reaction mixture was partitioned between EtOAc and H2O. The organic phase was washed with H2O and brine. After drying (Na2 SO4), the solvent was evaporated to give 25.6 g of the product as a brown oil. The product was of suitable purity for use in the next step.

Workup

  1. customThe reaction mixture was partitioned between EtOAc and H2O
  2. washThe organic phase was washed with H2O and brine
  3. customAfter drying (Na2 SO4)
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-71f44accceb34da08c5f8b2e174c5c94
Source dataset
uspto-grants-1998_10
Patent number
US05824699

Linked notes

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