Benzenesulfonyl chloride → N'-t-butyl-N-benzoyl-N'-benzenesulfonylhydrazine

HRID 21669Notes

Reaction equation

HRID 21669 reaction equation
[C:1]([NH:9][NH:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[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:11]([N:10]([S:21]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:23])=[O:22])[NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 299436N'-tert-butylbenzohydrazide

Product 1

HCID 14623256N'-t-butyl-N-benzoyl-N'-benzenesulfonylhydrazine

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

N-benzoyl-N'-t-butyl hydrazine (0.8 g) was stirred in pyridine (2 ml) at room temperature. Benzenesulfonyl chloride (0.8 g) was added slowly dropwise, stirred about 1 hour, diluted with diethyl ether (10 ml) and washed several times with a 10% HCl solution and then water. The organic layer was dried over magnesium sulfate. The mixture was 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. filtrationThe mixture was filtered
  4. customto afford a white solid in good yield

Sources & evidence

ORD record
ord-067e527c6af14c20b63479e8e9546715
Source dataset
uspto-grants-1995_06
Patent number
US05424333

Reaction notes

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