Hydrochloric Acid → HCID 58496250, compound

HRID 1043520Notes

Reaction equation

HRID 1043520 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](=[O:23])[CH2:19][CH2:20][CH:21]=O.Cl>C(#N)C>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][N:9]2[C:10]3=[C:14]([N+:15]([O-:17])=[O:16])[CH:21]4[O:23][CH:18]([N:11]3[CH2:12][CH2:13]2)[CH2:19][CH2:20]4)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 12524ButanedialHCID 1809572-Chloro-5-{[2-(nitromethylidene)imidazolidin-1-yl]methyl}pyridine

Product 1

HCID 58496250HCID 58496250, compoundYield 71%

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 dry acetonitrile, 0.860 g (0.01 mol) succinaldehyde and catalytic concentrated HCl. The reaction was stirred at r.t. and monitored by TLC. After completion, the mixture was evaporated to remove solvent and purified by column chromatography to afford final product as faint yellow powder with 71% yield.

Workup

  1. customAfter completion, the mixture was evaporated
  2. customto remove solvent
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-7c7095ce11a145999afecf381ca590d9
Source dataset
uspto-grants-2013_10
Patent number
US08563546B2

Reaction notes

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