Carbon Dioxide → HCID 178513144, compound

HRID 2099526Notes

Reaction equation

HRID 2099526 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.Cl.C(=O)(O)O.[NH2:15][NH:16][C:17]([NH2:19])=[NH:18].C(=O)=O.[OH-].[K+]>>[F:1][C:2]1[CH:9]=[CH:8][C:5](/[CH:6]=[N:15]/[NH:16][C:17](=[NH:18])[NH2:19])=[CH:4][CH:3]=1

Participants

6

Reactant 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 680234-FluorobenzaldehydeHCID 178513185HCID 178513185, compound

Product 1

HCID 178513144HCID 178513144, compoundYield 91.3%

Procedure

A mixture of 4-fluorobenzaldehyde (2.0 g, 15.8 mmol), 20% hydrochloric acid (4 mL) was added to an aminoguanidine bicarbonate (2.2 g, 15.8 mmol) aqueous solution. After completion of the liberation of carbon dioxide, the mixture was heated for 4 h. A solution of 40% aqueous potassium hydroxide (7 mL) was added and the mixture was heated at reflux for additional 10 min. The resulting solution was filtered, washed with water until the wash water was at pH=7, dried and recrystallized from ethanol to give 2-[(E)-1-(4-fluorophenyl)methylidene]-1-hydrazinecarboximidamide (2.6 g, 91%) as a yellow solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for additional 10 min
  3. filtrationThe resulting solution was filtered
  4. washwashed with water until the wash water
  5. customdried
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-97980425b5384288bd09def2dab28bae
Source dataset
uspto-grants-2009_08
Patent number
US07569596B2

Reaction notes

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