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Acetonitrile → 1,1'-(Disulphanediyldiethane-2,1-diyl)bis(2-methylpyridinium)dibromide

HRID 1664080
Notes
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Reaction equation

HRID 1664080 reaction equation
[Br:1][CH2:2][CH2:3][S:4][S:5][CH2:6][CH2:7]Br.[CH3:9][N:10]1[CH2:14][CH2:13][CH2:12][C:11]1=O.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:22].[C:23](#N)C>>[Br-:1].[Br-:1].[S:5]([CH2:6][CH2:7][N+:10]1[CH:9]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:23])[S:4][CH2:3][CH2:2][N+:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:22]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 79752-MethylpyridineHCID 13387N-methyl-2-pyrrolidoneHCID 572268Disulfide, bis(2-bromoethyl)

Product 1

HCID 866303211,1'-(Disulphanediyldiethane-2,1-diyl)bis(2-methylpyridinium)dibromide

Conditions

Temperature
80 °C

Procedure

A mixture of 56 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) is introduced dropwise into 35 g of 2-picoline with stirring at 80° C. The mixture (white suspension) is kept with stirring at 8° C. for 30 minutes, 100 ml of acetonitrile are added, and stirring is maintained at 80° C. for 90 minutes. After cooling, the solid obtained is filtered off, washed with 100 ml of acetonitrile and then dried.

Workup

  1. stirringwith stirring at 8° C. for 30 minutes
  2. stirringstirring
  3. temperatureis maintained at 80° C. for 90 minutes
  4. temperatureAfter cooling
  5. customthe solid obtained
  6. filtrationis filtered off
  7. washwashed with 100 ml of acetonitrile
  8. customdried

Sources & evidence

ORD record
ord-c28703acae834c47be1deab54101a84a
Source dataset
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08038731B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes