Hydrochloric Acid → HCID 178491249, compound

HRID 2215164Notes

Reaction equation

HRID 2215164 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-eee2d1c4a00c4e4493ad5de17f4be13a
Source dataset
uspto-grants-2006_09
Patent number
US07109227B2

Reaction notes

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