4-Nitrobenzenesulfonyl chloride → HCID 15338126, compound

HRID 976253Notes

Reaction equation

HRID 976253 reaction equation
[CH2:1]([NH:5][CH2:6][CH:7]=[CH2:8])[CH:2]([CH3:4])[CH3:3].[N+:9]([C:12]1[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1)([O-:11])=[O:10]>N1C=CC=CC=1>[CH2:6]([N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[S:18]([C:15]1[CH:14]=[CH:13][C:12]([N+:9]([O-:11])=[O:10])=[CH:17][CH:16]=1)(=[O:19])=[O:20])[CH:7]=[CH2:8]

Participants

4

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 11062339N-ISOBUTYL-2-PROPEN-1-AMINE

Product 1

HCID 15338126HCID 15338126, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To N-iso-Butyl-allylamine (11) (5 mmol) in pyridine (50 mL) at 55°-65° C. is added slowly 4-nitrobenzenesulfonyl chloride (12) (5.1 mmol). The mixture is allowed to stir for 4-6 hours at 55°-65° C. and the pyridine is then removed in vacuo and the residue purified by flash chromatography to afford N-allyl-N-iso-butyl-4-nitrobenzenesulfonamide (13).

Workup

  1. customthe pyridine is then removed in vacuo
  2. customthe residue purified by flash chromatography

Sources & evidence

ORD record
ord-d1a43a5b9ea34bf2af4e9386579af9bb
Source dataset
uspto-grants-1997_03
Patent number
US05612339

Reaction notes

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