Isobutylamine → HCID 43845650, compound

HRID 1988630Notes

Reaction equation

HRID 1988630 reaction equation
[CH3:1][CH:2]([CH3:5])[CH2:3][NH2:4].C(N(CC)CC)C.[I:13][C:14]1[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>C(Cl)Cl>[I:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([NH:4][CH2:3][CH:2]([CH3:5])[CH3:1])(=[O:22])=[O:21])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 6558IsobutylamineHCID 73994-Iodobenzenesulfonyl chlorideHCID 8471Triethylamine

Product 1

HCID 43845650HCID 43845650, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-methylpropyl)amine (121 mg, 1.65 mmol) and triethylamine (0.35 ml, 2.47 mmol) in DCM (10 ml) was treated with 4-iodobenzenesulfonyl chloride (500 mg, 1.65 mmol) by dropwise addition over 10 minutes with stirring under argon. The reaction mixture was stirred at room temperature for 16 hr. Then the reaction mixture was washed with water (10 ml), separated the organic layer, dried with sodium sulphate. Solvent was removed by rotary evaporation to give the title compound as a white solid (517 mg, 92%).

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 16 hr
  2. washThen the reaction mixture was washed with water (10 ml)
  3. customseparated the organic layer
  4. dry with materialdried with sodium sulphate
  5. customSolvent was removed by rotary evaporation

Sources & evidence

ORD record
ord-1a921a4e10b04c14afa67f038bd6f672
Source dataset
uspto-grants-2010_01
Patent number
US07642256B2

Reaction notes

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