Diethyl Ether → Acetic hydrazide benzenesulfonic acid

HRID 1987946Notes

Reaction equation

HRID 1987946 reaction equation
[C:1]([NH:4][NH2:5])(=[O:3])[CH3:2].[C:6]1([S:12]([OH:15])(=[O:14])=[O:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CCOCC>CCO>[C:6]1([S:12]([OH:15])(=[O:14])=[O:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:1]([NH:4][NH2:5])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7371Benzenesulfonic AcidHCID 14039Acetohydrazide

Product 1

HCID 86636508Acetic hydrazide benzenesulfonic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of acetic hydrazide (2g, 27.0 mmol) in EtOH (5 mL) was added benzenesulfonic acid (4.7g, 29.7 mmol) in small portions. A white solid formed. A volume of Et2O (5 mL) was added to the mixture. The resulting solid was collected by filtration, washed with Et2O, and dried to give compound 11a. 1H NMR (D2O) δ 1.95 (s, 3H), 7.45 (m, 3H), 7.75 (d, 2H).

Workup

  1. customA white solid formed
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with Et2O
  4. customdried

Sources & evidence

ORD record
ord-b920a69454dd48bf866f4f8b74fd69fd
Source dataset
uspto-grants-2009_06
Patent number
US07553850B2

Reaction notes

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