Reaction #2446060

ord-79ab5e06342e4821959fad3fada39bcc

Reaction equation

O=C(CCl)NCCSSCCNC(=O)CCl
N,N′-(disulphanediyldiethane-2,1-diyl)bis(2-chloroacetamide)
Cc1ccncc1
4-picoline
Cc1cc[n+](CC(=O)NCCSSCCNC(=O)C[n+]2ccc(C)cc2)cc1.[Cl-].[Cl-]
1,1′-{disulphanediylbis[ethane-2,1-diylimino(2-oxoethane-2,1-diyl)]}bis(4-methylpyridinium)dichloride

Solvents

Conditions

Temperature
80°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureAfter the mixture has been cooled
  2. 2
    Other9.2 g of salts are recovered by successive precipitations from acetone
  3. 3
    Otherdrying under vacuum

Procedure

6.1 g of N,N′-(disulphanediyldiethane-2,1-diyl)bis(2-chloroacetamide) and 4.5 g of 4-picoline are dissolved in 50 ml of NMP and the solution is heated at 80° C. for 19 hours. After the mixture has been cooled, 9.2 g of salts are recovered by successive precipitations from acetone and drying under vacuum. The analyses show that the product conforms. 1H NMR (400 MHz, D2O): 2.61 (s, 6H), 2.82 (t, 4H), 3.56 (t, 4H), 5.31 (s, 4H), 7.85 (d, 4H), 8.51 (d, 4H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08685114B2uspto-grants-2014_04