Hydrochloric Acid → HCID 178491249, compound

HRID 2099519Notes

Reaction equation

HRID 2099519 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.Cl.C(=O)(O)O.[NH2:16][NH:17][C:18]([NH2:20])=[NH:19].[OH-].[K+]>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2](/[CH:1]=[N:16]/[NH:17][C:18](=[NH:19])[NH2:20])=[CH:3][CH:4]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 312444-MethoxybenzaldehydeHCID 178513185HCID 178513185, compound

Product 1

HCID 178491249HCID 178491249, compoundYield 87%

Procedure

A mixture of 4-anisaldehyde (2.0 g, 14.4 mmol), 20% hydrochloric acid (4 mL) was added to an aminoguanidine bicarbonate (1.96 g, 14.4 mmol) aqueous solution, and heated to reflux for 4 h. 40% aqueous potassium hydroxide (7 mL) was added and the mixture was heated at reflux for additional 10 min. The mixture was cooled in room temperature for 10 h and a yellow precipitate formed. The yellow precipitate was filtered, washed with hot water and recrystallized from ethanol to give 2-[(E)-1-(4-methoxyphenyl)methylidene]-1-hydrazinecarboximidamide (2.4 g, 87%) as a yellow solid.

Workup

  1. temperatureheated
  2. temperatureto reflux for 4 h
  3. temperaturethe mixture was heated
  4. temperatureat reflux for additional 10 min
  5. customa yellow precipitate formed
  6. filtrationThe yellow precipitate was filtered
  7. washwashed with hot water
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7f8dfa4aec344c1d8a60526a918ffdd2
Source dataset
uspto-grants-2009_08
Patent number
US07569596B2

Reaction notes

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