Isobutylamine → HCID 43845650, compound

HRID 230641Notes

Reaction equation

HRID 230641 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-61523c9f79d240fcb7838b86f68cbc6d
Source dataset
uspto-grants-2009_07
Patent number
US07566735B2

Reaction notes

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