Hydrochloric Acid → 2-Guanidino-4-(4-aminobutyl)imidazole

HRID 224979Notes

Reaction equation

HRID 224979 reaction equation
[NH:1]([C:5]1[NH:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][N:14]2C(=O)C3=CC=CC=C3C2=O)[N:9]=1)[C:2]([NH2:4])=[NH:3].[OH-].[Na+].Cl>O.C(O)C>[NH:1]([C:5]1[NH:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 178512634HCID 178512634, compound

Product 1

HCID 1785126412-Guanidino-4-(4-aminobutyl)imidazole

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a solution of 2-guanidino-4-(4-phthalimidobutyl)imidazole (0.25 g.) in water/ethanol 1:1 v/v (20 ml.) was added sufficient dilute sodium hydroxide solution to give a pH of 12. The mixture was heated under reflux for 30 minutes, the pH adjusted to 3 with concentrated hydrochloric acid, the mixture heated under reflux a further 30 minutes and then cooled. The pH was readjusted to 12 with sodium hydroxide solution and then the total mixture evaporated to dryness to give crude 2-guanidino-4-(4-aminobutyl)imidazole which was used without further purification.

Workup

  1. customto give a pH of 12
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 30 minutes
  4. temperaturethe mixture heated
  5. temperatureunder reflux a further 30 minutes
  6. temperaturecooled
  7. customthe total mixture evaporated to dryness

Sources & evidence

ORD record
ord-409f7a79542f491cb557100b7a0ed096
Source dataset
uspto-grants-1980_11
Patent number
US04234735

Reaction notes

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