Methanesulfonyl chloride → HCID 15014991, compound

HRID 1084900Notes

Reaction equation

HRID 1084900 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([N:16]([CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=1)[CH3:17])[CH2:10]2>N1C=CC=CC=1.C(Cl)Cl>[CH3:1][S:2]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([N:16]([CH2:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]([NH:26][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:24][CH:25]=1)[CH3:17])[CH2:10]2)(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 14835244HCID 14835244, compound

Product 1

HCID 15014991HCID 15014991, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

Methanesulphonyl chloride (0.155 ml) was added to a solution of 5-amino-2-[N-(4-aminophenethyl)-N-methylamino]indane (0.28 g) in pyridine (30 ml) and the reaction mixture was stirred at room temperature for 17 hours. The solvent was then removed by evaporation in vacuo to give a gum which was dissolved in methylene chloride, washed with aqueous sodium bicarbonate and brine, dried (MgSO4) and evaporated in vacuo. The residue was purified by column chromatography on silica eluting with methylene chloride containing methanol (0% up to 2%) and the product-containing fractions were combined and evaporated to dryness in vacuo to afford the title compound as a foam, yield 0.27 g.

Workup

  1. customThe solvent was then removed by evaporation in vacuo
  2. customto give a gum which
  3. washwashed with aqueous sodium bicarbonate and brine
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica eluting with methylene chloride
  7. additioncontaining methanol (0% up to 2%)
  8. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-60ee178e997843b39a984711e44952be
Source dataset
uspto-grants-1991_04
Patent number
US05006561

Reaction notes

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