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2-(Bis(methylsulfanyl)methylidene)propanedinitrile → HCID 178503874, compound

HRID 27383
Notes
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Reaction equation

HRID 27383 reaction equation
CS[C:3](=[C:6]([C:9]#[N:10])[C:7]#[N:8])[S:4][CH3:5].[CH3:11][C:12]1[N:13]=[CH:14][NH:15][C:16]=1[CH2:17][S:18][CH2:19][CH2:20][NH2:21]>C(O)C>[C:9]([C:6]([C:7]#[N:8])=[C:3]([S:4][CH3:5])[NH:21][CH2:20][CH2:19][S:18][CH2:17][C:16]1[NH:15][CH:14]=[N:13][C:12]=1[CH3:11])#[N:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 992292-(Bis(methylsulfanyl)methylidene)propanedinitrileHCID 178433288HCID 178433288, compound

Product 1

HCID 178503874HCID 178503874, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Bis(methylthio)methylenemalononitrile [prepared according to the procedure described in Chem. Ber., 95, 2861 (1962)] (9.94 g, 58.4 mmole) was added with stirring to a solution of 2-[(4-methyl-1H-imidazol-5-yl)methylthio]ethylamine (10.0 g, 58.4 mmole) in 100 ml of absolute ethanol. After stirring at room temperature for 90 minutes, the solvent was removed by evaporation under reduced pressure, and the residue placed on silica gel and chromatographed to yield the title compound (15.65 g).

Workup

  1. addition, 95, 2861 (1962)] (9.94 g, 58.4 mmole) was added
  2. customthe solvent was removed by evaporation under reduced pressure
  3. customchromatographed

Sources & evidence

ORD record
ord-a4e77f421a5f455b87c2ea3e368dae3d
Source dataset
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04221737

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes