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

HRID 1664084

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>[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

Conditions

Temperature: 80 °C

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).

Workup

temperatureAfter the mixture has been cooled
custom9.2 g of salts are recovered by successive precipitations from acetone
customdrying under vacuum

Sources & evidence

ORD record: ord-337e6113ee1f4c96aaabfdc4de507f94
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08038731B2

Linked notes

Loading…