Hydrochloric Acid → HCID 75109470, compound

HRID 1043516Notes

Reaction equation

HRID 1043516 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:13][CH2:12][NH:11][C:10]2=[CH:14][N+:15]([O-:17])=[O:16])=[CH:4][N:3]=1.[CH:18]([CH:20]=[O:21])=O.[ClH:22]>C(#N)C>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][N:9]2[CH2:13][CH2:12][N:11]=[C:10]2[C:14]([N+:15]([O-:17])=[O:16])=[CH:18][CH:20]([OH:21])[C:14](=[C:10]2[NH:11][CH2:12][CH2:13][N:9]2[CH2:8][C:5]2[CH:4]=[N:3][C:2]([Cl:22])=[CH:7][CH:6]=2)[N+:15]([O-:17])=[O:16])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7860GlyoxalHCID 1809572-Chloro-5-{[2-(nitromethylidene)imidazolidin-1-yl]methyl}pyridine

Product 1

HCID 75109470HCID 75109470, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a 50 ml round bottom flask was added 1.27 g (0.005 mol) 2-chloro-5-((2-(nitromethylene)imidazolidin-1-yl)methyl)pyridine, 30 ml acetonitrile and 3 ml 30% oxaldehyde aqueous solution. After stirring for 0.5 hour, catalytic concentrated HCl was added. The reaction was then stirred and monitored by TLC until completion. The mixture was filtered afterwards to afford white powder, which was crystallized to give 1.05 g pure final product as white powder solid. Yield: about 76%.

Workup

  1. stirringThe reaction was then stirred
  2. filtrationThe mixture was filtered afterwards
  3. customto afford white powder, which
  4. customwas crystallized

Sources & evidence

ORD record
ord-b4d8e63e55094f128eb13d8824126a96
Source dataset
uspto-grants-2013_10
Patent number
US08563546B2

Reaction notes

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