Benzenesulfonyl chloride → N'-t-butyl-N-benzenesulfonyl-N'-benzoylhydrazine

HRID 1197294Notes

Reaction equation

HRID 1197294 reaction equation
[C:1]([N:5]([C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6])([CH3:4])([CH3:3])[CH3:2].[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>N1C=CC=CC=1.C(OCC)C>[C:1]([N:5]([C:7](=[O:14])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[NH:6][S:21]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:23])=[O:22])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 1275961N-(tert-butyl)benzohydrazide

Product 1

HCID 14623289N'-t-butyl-N-benzenesulfonyl-N'-benzoylhydrazine

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

N'-t-butyl-N'-benzoylhydrazine (0.4 g) was stirred in pyridine (3 ml) at room temperature. Benzenesulfonyl chloride (0.5 g) was added slowly, dropwise and stirred for 2 hours, diluted with diethyl ether (20 ml) and washed several times with a 10% HCl solution and then water. The organic layer was dried over magnesium sulfate, filtered and the solvent rotavapped off to afford a white solid in good yield.

Workup

  1. washwashed several times with a 10% HCl solution
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. customto afford a white solid in good yield

Sources & evidence

ORD record
ord-c20cdd94cea74f878c34ede632f388ad
Source dataset
uspto-grants-1992_05
Patent number
US05117057

Reaction notes

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