Carbon Dioxide → HCID 178513144, compound

HRID 2215166Notes

Reaction equation

HRID 2215166 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 cooled, 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. temperatureThe resulting solution was cooled
  4. filtrationfiltered
  5. washwashed with water until the wash water
  6. customdried
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-51640be6850f400f8d08177442ecca21
Source dataset
uspto-grants-2006_09
Patent number
US07109227B2

Reaction notes

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