Isobutylamine → Benzenesulfonamide, N-(2-methylpropyl)-4-nitro-

HRID 724837Notes

Reaction equation

HRID 724837 reaction equation
[CH2:1]([NH2:5])[CH:2]([CH3:4])[CH3:3].CCN(CC)CC.[N+:13]([C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1)([O-:15])=[O:14]>C(Cl)Cl>[CH2:1]([NH:5][S:22]([C:19]1[CH:18]=[CH:17][C:16]([N+:13]([O-:15])=[O:14])=[CH:21][CH:20]=1)(=[O:23])=[O:24])[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 6558IsobutylamineHCID 74044-Nitrobenzenesulfonyl chlorideHCID 8471Triethylamine

Product 1

HCID 3113406Benzenesulfonamide, N-(2-methylpropyl)-4-nitro-Yield 70.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of isobutylamine (5 mL, 0.052 mol) in CH2Cl2 (100 mL) was added Et3N (5.07 mL) and 4-nitrobenzenesulfonyl chloride (11.7 g, 0.052 mol) and the mixture was stirred at room temperature overnight. The resulting solution was washed with H2O (3×), dried and concentrated to afford the desired product (9.41 g, 70%).

Workup

  1. washThe resulting solution was washed with H2O (3×)
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-1d4df52c72f543a6b1abcd0f96ff3c20
Source dataset
uspto-grants-1998_01
Patent number
US05705504

Reaction notes

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