4-Methylpyridine → 1,1'-{Disulphanediylbis[ethane-2,1-diylimino(2-oxoethane-2,1-diyl)]}bis(4-methylpyridinium)dichloride

HRID 655086

Reaction equation

HRID 655086 reaction equation
[S:1]([CH2:10][CH2:11][NH:12][C:13](=[O:16])[CH2:14]Cl)[S:2][CH2:3][CH2:4][NH:5][C:6](=[O:9])[CH2:7][Cl:8].[N:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1>CN1C(=O)CCC1.CC(C)=O>[Cl-:8].[Cl-:8].[S:1]([CH2:10][CH2:11][NH:12][C:13](=[O:16])[CH2:14][N+:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1)[S:2][CH2:3][CH2:4][NH:5][C:6](=[O:9])[CH2:7][N+:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1

Participants

5

Reactant 2

HCID 79634-MethylpyridineHCID 20525005N,N'-(disulfanediyldiethane-2,1-diyl)bis(2-chloroacetamide)

Product 1

HCID 866322821,1'-{Disulphanediylbis[ethane-2,1-diylimino(2-oxoethane-2,1-diyl)]}bis(4-methylpyridinium)dichloride

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

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 brought to 80° C. for 19 h. After cooling of the mixture via successive precipitations in acetone and drying under vacuum, 9.2 g of salts are recovered. The analyses show that the product is in conformity. 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).

Workup

  1. dry with materialdrying under vacuum, 9.2 g of salts
  2. customare recovered

Sources & evidence

ORD record
ord-6c5a8f86ecc846dfa36bdaaee1b2646b
Source dataset
uspto-grants-2011_12
Patent number
US08070830B2

Linked notes

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