Triethylamine → HCID 86623486, compound

HRID 1864463Notes

Reaction equation

HRID 1864463 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:7][NH:6]1)=[O:4].C(N(CC)CC)C.[CH:15]([S:18](Cl)(=[O:20])=[O:19])([CH3:17])[CH3:16]>ClCCl>[CH3:1][O:2][C:3]([CH:5]1[CH2:7][N:6]1[S:18]([CH:15]([CH3:17])[CH3:16])(=[O:20])=[O:19])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 824082-Propanesulfonyl chlorideHCID 534940Methyl Aziridine-2-carboxylate

Product 1

HCID 86623486HCID 86623486, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of aziridine-2-carboxylic acid methyl ester (0.5 g) in dichloromethane (20 ml) at 0° C. were added triethylamine (0.95 g) and isopropylsulfonyl chloride (1.38 g). The mixture was warmed to room temperature and stirred for 3.5 h. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in ethyl acetate and washed with brine. The organic phase was dried (MgSO4), filtered and evaporated to give the crude 1-(propane-2-sulfonyl)-aziridine-2-carboxylic acid methyl ester as a yellow oil.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with brine
  5. dry with materialThe organic phase was dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-2b5b4b7176e54fd096896d902c397587
Source dataset
uspto-grants-2009_12
Patent number
US07625902B2

Reaction notes

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