Hydrochloric Acid → HCID 178478844, compound

HRID 357618Notes

Reaction equation

HRID 357618 reaction equation
[OH:1][NH:2][C:3]([C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][CH2:8][C:9]2=[N:14]O)=[NH:4].N[N:17]1[CH:21]=[CH:20][N:19]=[C:18]1[NH2:22].[ClH:23]>C(O)(C)C>[ClH:23].[ClH:23].[OH:1][NH:2][C:3]([C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][CH2:8][C:9]2=[N:14][N:17]1[CH:21]=[CH:20][N:19]=[C:18]1[NH2:22])=[NH:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 152247831H-Imidazole-1,2-diamineHCID 178513250HCID 178513250, compound

Product 1

HCID 178478844HCID 178478844, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 0.837 g (4.079 mmol) of 4-(N-hydroxyamidino)-2,3-dihydro-1H-inden-1-one oxime, 0.40 g (4.077 mmol) of 1,2-diamino-imidazole, 23 ml of isopropanol and 1.33 ml of concentrated hydrochloric acid is heated under reflux for 22 hours. Filtration of the hot reaction mixture, washing of the crystallizate with isopropanol and diethyl ether and drying under a high vacuum yield the title compound, m.p. 258°-260° C. (decomp.), 1H-NMR (DMSO/D2O): δ=8.29 (d, 1H); 7.80 (d, 1H); 7.65 (t, 1H); 7.55 (d, 1H); 7.13 (d, 1H); 3.22-3.32 (m 4H).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 22 hours
  3. filtrationFiltration of the hot reaction mixture
  4. washwashing of the crystallizate with isopropanol and diethyl ether
  5. customdrying under a high vacuum

Sources & evidence

ORD record
ord-19b772d06da04a619963f3670bb5fa35
Source dataset
uspto-grants-1998_11
Patent number
US05840911

Reaction notes

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