Hydrochloric Acid → HCID 178478598, compound

HRID 1493347Notes

Reaction equation

HRID 1493347 reaction equation
C([NH:9][C:10]([NH:20][CH2:21][CH2:22][N:23]([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[N:11][CH2:12][CH2:13][CH2:14][C:15]1[N:16]=[CH:17][NH:18][CH:19]=1)(=O)C1C=CC=CC=1.[ClH:37]>>[ClH:37].[ClH:37].[ClH:37].[NH:18]1[CH:19]=[C:15]([CH2:14][CH2:13][CH2:12][NH:11][C:10]([NH2:9])=[N:20][CH2:21][CH2:22][N:23]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:16]=[CH:17]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178523904HCID 178523904, compound

Product 1

HCID 178478598HCID 178478598, compoundYield 57%

Procedure

1.60 g (3.3 mmol) of N1 -benzoyl-N2 [3-(4-imidazolyl) propyl]-N3 [2-(N-benzyl-N-phenylamino)ethyl]-guanidine (Example 100) are boiled in 30 m1 conc.hydrochloric acid for 1.4 hours. After cooling, the reaction mixture is concentrated by evaporation to one third of its original quantity and the aqueous solution obtained is extracted three times with 30 ml of ether. The aqueous phase is then filtered and concentrated by evaporation under vacuum. The residue is taken up twice with 20 ml portions of ethanol and again concentrated by evaporation. The residue finally obtained is recrystallised from absolute ethanol. 0.92 g (57%) of the title compound is obtained in the form of a colourless, hygroscopic solid.

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture is concentrated by evaporation to one third of its original quantity
  3. customthe aqueous solution obtained
  4. extractionis extracted three times with 30 ml of ether
  5. filtrationThe aqueous phase is then filtered
  6. concentrationconcentrated by evaporation under vacuum
  7. concentrationagain concentrated by evaporation
  8. customThe residue finally obtained
  9. customis recrystallised from absolute ethanol

Sources & evidence

ORD record
ord-58428444c9ae4eb486e4573f6cc82091
Source dataset
uspto-grants-1991_06
Patent number
US05021431

Reaction notes

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