Benzoyl chloride → HCID 178513166, compound

HRID 844402Notes

Reaction equation

HRID 844402 reaction equation
[C:1]([NH:4][NH2:5])([NH2:3])=[NH:2].Cl.C([O-])(=O)C.[Na+].[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[OH-].[Na+]>O.C(O)(=O)C>[C:12]([NH:5][NH:4][C:1]([NH2:3])=[NH:2])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

7

Reactant 4

HCID 7412Benzoyl chlorideHCID 14798Sodium HydroxideHCID 517045Sodium AcetateHCID 178418668HCID 178418668, compound

Product 1

HCID 178513166HCID 178513166, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

A four neck flask (2 liters) equipped with a thermometer and a stirrer was charged with 88.5 g (1.0 mol) of aminoguanidine hydrochloride, 205 g (2.5 mol) of sodium acetate and 1 liter of acetic acid and cooled down to 10° C. Dropwise added thereto was 154.5 g (1.1 mol) of benzoyl chloride while stirring, and stirring was continued at room temperature (20° C.) for 12 hours. After filtering off crystal, the mother liquid was concentrated to obtain an oily substance. This was dissolved in 1 liter of deionized water, and a 48% sodium hydroxide aqueous solution was dropwise added until the pH became 13 or higher. Crystal deposited was filtered off and washed with 200 ml of deionized water, and then the crystal was dried under reduced pressure to obtain slightly brown crystal.

Workup

  1. customA four neck flask (2 liters) equipped with a thermometer and a stirrer
  2. additionDropwise added
  3. stirringstirring
  4. customwas continued at room temperature
  5. custom(20° C.)
  6. customfor 12 hours
  7. filtrationAfter filtering off crystal
  8. concentrationthe mother liquid was concentrated
  9. customto obtain an oily substance
  10. filtrationCrystal deposited was filtered off
  11. washwashed with 200 ml of deionized water
  12. customthe crystal was dried under reduced pressure
  13. customto obtain slightly brown crystal

Sources & evidence

ORD record
ord-c05f8d3eddaf421b9da6efc66a0044a6
Source dataset
uspto-grants-2002_04
Patent number
US06380288B1

Reaction notes

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