Acetone → 1,1'-{Disulfanediylbis[ethane-2,1-diylimino(4-oxobutane-4,1-diyl)]}bis{4-[{4-[bis(2-hydroxyethyl)amino]phenyl}diazenyl]quinolinium}dichloride

HRID 2425819Notes

Reaction equation

HRID 2425819 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([N:11]=[N:12][C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH2:23][CH2:24][OH:25])[CH2:20][CH2:21][OH:22])=[CH:15][CH:14]=2)=[CH:3][CH:2]=1.[S:26]([CH2:37][CH2:38][NH:39][C:40](=[O:45])[CH2:41][CH2:42][CH2:43]Cl)[S:27][CH2:28][CH2:29][NH:30][C:31](=[O:36])[CH2:32][CH2:33][CH2:34][Cl:35].C[C:47]([CH3:49])=[O:48]>C(#N)C>[Cl-:35].[Cl-:35].[S:26]([CH2:37][CH2:38][NH:39][C:40](=[O:45])[CH2:41][CH2:42][CH2:43][N+:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([N:11]=[N:12][C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH2:49][CH2:47][OH:48])[CH2:20][CH2:21][OH:22])=[CH:15][CH:14]=2)=[CH:3][CH:2]=1)[S:27][CH2:28][CH2:29][NH:30][C:31](=[O:36])[CH2:32][CH2:33][CH2:34][N+:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([N:11]=[N:12][C:13]2[CH:14]=[CH:15][C:16]([N:19]([CH2:23][CH2:24][OH:25])[CH2:20][CH2:21][OH:22])=[CH:17][CH:18]=2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 10666287N,N'-(disulfanediyldiethane-2,1-diyl)bis(4-chlorobutanamide)HCID 595383132,2'-({4-[(Quinolin-4-yl)diazenyl]-phenyl}-imino)diethanol

Product 1

HCID 866466341,1'-{Disulfanediylbis[ethane-2,1-diylimino(4-oxobutane-4,1-diyl)]}bis{4-[{4-[bis(2-hydroxyethyl)amino]phenyl}diazenyl]quinolinium}dichloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.35 g of 2,2′-({4-[(quinolin-4-yl)diazenyl]-phenyl}-imino)diethanol and 0.18 g of N,N′-(disulfanediyldiethane-2,1-diyl)bis(4-chlorobutanamide) are solubilized in 2 mL acetonitrile. The mixtured is heated at reflux for 24 h, cooled and poured on 50 mL acetone. The resulting oil is washed several times with acetone.

Workup

  1. temperatureThe mixtured is heated
  2. temperatureat reflux for 24 h
  3. temperaturecooled
  4. washThe resulting oil is washed several times with acetone

Sources & evidence

ORD record
ord-44b681326fc849a398eee097b64a9b42
Source dataset
uspto-grants-2011_06
Patent number
US07967872B2

Reaction notes

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